O-ethers (i.e., H Of Oxime -oh Replaced By Ether Forming Group) Patents (Class 564/256)
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Patent number: 6329359Abstract: The present invention relates to benzyloxyimino compounds of the formula I, where: R1 to R4, X, Y, and Z are as defined in the specification.Type: GrantFiled: October 13, 1999Date of Patent: December 11, 2001Assignee: BASF AktiengesellschaftInventors: Wassilios Grammenos, Hubert Sauter, Herbert Bayer, Thomas Grote, Andreas Gypser, Reinhard Kirstgen, Bernd Müller, Arne Ptock, Franz Röhl, Roland Götz, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann, Volker Harries
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Patent number: 6316629Abstract: There is provided a process for the preparation of 2,3-pyridinedicarboximides having the structural formula I The 2,3-pyridinedicarboximides are useful as intermediates in the preparation of herbicidal 2-(2-imidazolin-2-yl)nicotinic acids, esters and salts.Type: GrantFiled: June 11, 1998Date of Patent: November 13, 2001Assignee: American Cyanamid Co.Inventors: Kenneth Alfred Martin Kremer, Wen-Xue Wu, Donald Roy Maulding
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Patent number: 6313347Abstract: In the process for the preparation of vinyloxime ethers of the formula I by reacting an oxime with an alkyne where R1 and R2 are identical or different and are alkyl or aryl radicals, R3 is hydrogen, an alkyl or aryl radical, and R4 is a radical having the meaning of R3, which may be different than R3, or is a hydroxyalkyl radical, in a superbasic polar organic solvent in the presence of a strong base, the reaction is carried out under conditions such that the resulting vinyloxime ether stays in contact with the other constituents of the reaction mixture for only a short time so that it is unable to decompose or react to give secondary products to a significant extent.Type: GrantFiled: January 30, 2001Date of Patent: November 6, 2001Assignee: BASF AktiengesekkschaftInventors: Thomas Preiss, Jochem Henkelmann, Boris Trofimov, Albina Mikhaleva, Alexander M. Vasiltsov
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Publication number: 20010031894Abstract: A method is provided for the transition metal-catalyzed arylation, or vinylation, of hydrazines, hydrazones, and the like. Additionally, the invention provides a conceptually novel strategy, the cornerstone of which is the transition metal-catalyzed arylation or vinylation method, for the synthesis of indoles, carbazoles, and the like. The methods and strategies of the invention may be utilized in standard, parallel, and combinatorial synthetic protocols.Type: ApplicationFiled: January 18, 2001Publication date: October 18, 2001Inventors: Stephen L. Buchwald, Seble Wagaw, Oliver Fabian Geis
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Patent number: 6300281Abstract: The invention relates to optically pure (−) clethodim, novel compositions of matter containing (−) clethodim substantially free from (+) clethodim, and methods of controlling vegetative growth employing such compositions.Type: GrantFiled: July 3, 2000Date of Patent: October 9, 2001Assignee: Valent U.S.A. CorporationInventors: John Whittington, Sandra Jacobsen, Allan Rose
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Patent number: 6255489Abstract: The invention relates to a method for producing N-acylated (hetero)aromatic hydroxylamine derivatives of formula (I), wherein the substituents, the ring atom and the index have the meanings give in the Description, by hydrogenating a (hetero)aromatic nitro-compound of general formula (II) in the presence of a hydrogenation catalyst.Type: GrantFiled: February 29, 2000Date of Patent: July 3, 2001Assignee: BASF AktiengesellschaftInventors: Ralf Klintz, Norbert Götz, Michael Keil, Manfred Heilig, Horst Wingert, Uwe Josef Vogelbacher, Josef Wahl, Frank Wetterich, Gregor Daun
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Patent number: 6251949Abstract: Compounds having fungicidal activities and represented by general formula (I) and salts and hydrates thereof wherein R1 represents an optionally substituted aryl, an optionally substituted alkyl or the like; R2 represents an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted aryl, an optionally substituted heterocyclic group or the like; R3 represents an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted arylsulfonyl, an optionally substituted heterocyclic group or the like; R4 and R5, which may be the same or different, represent each a hydrogen atom, an optionally substituted alkyl, or an optionally substituted alkoxy, or R4 and R5 may form together with the adjacent nitrogen atom an optionally substituted monocycle or polycycle; X and Y, which may be the same or different, represents each an oxygen atom or NR6 wherein R6 represents a hydrogeType: GrantFiled: December 9, 1999Date of Patent: June 26, 2001Assignee: Shionogi & Co., Ltd.Inventors: Moriyasu Masui, Norihiko Tanimoto, Kuniyoshi Nishida
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Patent number: 6235790Abstract: Hydroxamic acid derivatives of the general formula (I), in which Z, G, Ar, E, A1 and A have the meanings given in the description, to a process for their preparation, and to their use as pesticides, particularly as fungicides.Type: GrantFiled: July 20, 1999Date of Patent: May 22, 2001Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Krüger, Lutz Assmann, Herbert Gayer, Peter Gerdes, Ulrich Heinemann, Dietmar Kuhnt, Thomas Seitz, Bernd Gallenkamp, Ral Tiemann, Gerd Hänssler, Heinz-Wilhelm Dehne, Stefan Dutzmann
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Patent number: 6207863Abstract: Disclosed is an improved method for the preparation of highly pure haloformimine compounds in high yields by reacting a formimine compound in a solvent with a halogenating agent while maintaining the pH of the halogenation reaction in the range of 2 to 5. The pH of the reaction may be maintained by a variety of means, such as by the addition of a base.Type: GrantFiled: May 25, 1999Date of Patent: March 27, 2001Assignee: Rohm and Haas CompanyInventors: John Vincent Berrier, Ashutosh Sumantrai Umarvadia
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Patent number: 6187816Abstract: Phenylketiminooxybenzyl compounds of the general formula I where: X is O or NH; R1 is fluorine, chlorine, alkyl, haloalkyl, alkoxy and haloalkoxy; R2 is halogen, alkyl, haloalkyl and alkoxy; R3 is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, unsubstituted or substituted phenyl, unsubstituted or substituted phenoxy or CRa═NORb (Ra=hydrogen or alkyl; Rb=alkyl, alkenyl or alkynyl); n is 1, 2 or 3, and salts thereof, processes for their preparation and their use for controlling animal pests and harmful fungi.Type: GrantFiled: September 14, 1999Date of Patent: February 13, 2001Assignee: BASF AktiengesellschaftInventors: Wassilios Grammenos, Hubert Sauter, Herbert Bayer, Thomas Grote, Andreas Gypser, Reinhard Kirstgen, Bernd Müller, Arne Ptock, Franz Röhl, Roland Götz, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann, Volker Harries
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Patent number: 6187808Abstract: This invention provides 6-amino-3,4,5,6,7,8-hexahydro-2H-naphthalen-1-one oximes and hydrazones which are useful in treating Parkinson's disease.Type: GrantFiled: September 27, 1999Date of Patent: February 13, 2001Assignee: Warner-Lambert CompanyInventors: Stephen Joseph Johnson, Leonard Theodore Meltzer, Lawrence David Wise
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Patent number: 6180787Abstract: The present invention relates to a novel process for preparing O-(3-amino-2-hydroxy-propyl)-hydroxymic acid halides of formula (I) by reacting a carboxamide oxime of formula (II) wherein R1 is as specified above with reactive 3-amino-2-hydroxy-propane derivative diazotizing the O-substituted carboxamide oxime thus obtained with sodium nitrite in the presence of hydrogen halide, decomposing the diazonium salt and if desired, separating the optically active enantiomers and/or reacting the resulting base with an organic or mineral acid wherein the carboxamide oxime of formula (II) is reacted with a 3-hydroxy azetidinium salt of formula (III) wherein R2 and R3 are a defined above and Y− is a salt forming anion, in a lower alcoholic, preferably ethanolic medium optionally containing water and made alkaline with an alkali hydroxide, and before diazotizing the O-substituted carboxamide oxime intermediate obtained, the reaction mixture is neutralised and the organic solvent is removed.Type: GrantFiled: December 15, 1999Date of Patent: January 30, 2001Assignee: Biorex Kutato es Fejleszto Rt.Inventors: L{acute over (a)}szl{acute over (o)} {umlaut over (U)}rögdi, Mih{acute over (a)}ly Barab{acute over (a)}s, Ede M{acute over (a)}rv{acute over (a)}nyos, Magdolna Török, Zita Cs{acute over (a)}kai
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Patent number: 6177463Abstract: The invention relates to new oxime derivatives, to a plurality of processes for their preparation, and to their use as pesticides.Type: GrantFiled: September 3, 1996Date of Patent: January 23, 2001Assignee: Bayer AktiengesellschaftInventors: Peter Gerdes, Herbert Gayer, Bernd-Wieland Kr{umlaut over (u)}ger, Bernd Gallenkamp, Heinz-Wilhelm Dehne, Stefan Dutzmann, Gerd H{umlaut over (a)}nssler, Klaus Stenzel
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Patent number: 6150374Abstract: The invention relates to novel substituted cycloalkenes of the formula (I), ##STR1## to a plurality of processes for their preparation, and to novel intermediates and a plurality of processes for their preparation.Type: GrantFiled: September 29, 1997Date of Patent: November 21, 2000Assignee: Bayer AktiengesellschaftInventors: Herbert Gayer, Peter Gerdes, Ralf Tiemann, Stefan Dutzmann, Klaus Stenzel
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Preparation of 5-(3-butyryl-2,4,6-trimethyl)-2-(1-(ethoxyimino)propyl)-3-hydroxycyclohe x-2-en-1-one
Patent number: 6147260Abstract: A process of preparing the compound of formula (I) which comprises: (a) reacting butyryl chloride with the compound of formula (IV) in the presence of a Friedel-Crafts catalyst in an inert diluent to produce a compound of formula (II) and (b) reacting the compound of formula (II) with ethoxyamine. Compound (II) is also claimed.Type: GrantFiled: June 21, 1999Date of Patent: November 14, 2000Assignee: Orica Australia PTY, LTDInventors: Graham John Bird, Keith Geoffrey Watson -
Patent number: 6143792Abstract: The invention relates to the use of a specific 5HT2 receptor antagonist for the preparation of medicines useful in the treatment of the sleep apnea syndrome.Type: GrantFiled: March 27, 2000Date of Patent: November 7, 2000Assignee: Sanofi-SynthelaboInventor: Fran.cedilla.oise Cattelin
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Patent number: 6037378Abstract: Phenylacetic acid derivatives of the formula I ##STR1## where the substituents and the index have the following meanings: X is NOCH.sub.3, CHOCH.sub.3, CHCH.sub.3 ;Y is O, NRR.sup.1,R independently of one another are hydrogen and C.sub.1 -C.sub.4 -alkyl;R.sup.2 is cyano, nitro, trifluoromethyl, halogen, alkyl and alkoxy;m is 0, 1 or 2, it being possible for the radicals R.sup.2 to be different when m is 2;R.sup.3 is hydrogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl;R.sup.4, R.sup.5 and R.sup.6 have the meanings given in claim 1,and their salts, a process and intermediates for the preparation of these compounds, and compositions comprising them for controlling animal pests and harmful fungi.Type: GrantFiled: January 14, 1999Date of Patent: March 14, 2000Assignee: BASF AktiengesellschaftInventors: Thomas Grote, Herbert Bayer, Ruth Muller, Hubert Sauter, Reinhard Kirstgen, Volker Harries, Gisela Lorenz, Eberhard Ammermann, Siegfried Strathmann
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Patent number: 6028093Abstract: Fungicidal mixtures, comprisinga) a carbamate of the formula I ##STR1## where T is CH or N, n is 0, 1 or 2 and R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, it being possible for the radicals R to be different when n is 2, and/orb) an oxime ether of the formula II, ##STR2## where the substituents have the following meanings: X is oxygen or amino;Y is CH or N;Z is oxygen, sulfur, amino or C.sub.1 -C.sub.4 -alkylaminoR' is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkyl-methyl, or is benzyl which can be partially or fully halogenated and/or can have attached to it one to three of the following radicals: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy and C.sub.1 -C.sub.4 -alkylthio; andc) a carbamate of the formula III(CH.sub.3).sub.2 N--CH.sub.2 CH.sub.2 CH.sub.Type: GrantFiled: October 21, 1998Date of Patent: February 22, 2000Assignee: BASF AktiengesellschaftInventors: Bernd Muller, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz, Siegfried Strathmann, Klaus Schelberger, Maria Scherer, Dietrich Mappes, Joachim Leyendecker, Herbert Bayer, Ruth Muller
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Patent number: 6013606Abstract: Substituted cinnamic oxime derivatives I and cinnamic hydroxamide derivatives II ##STR1## (R.sup.1= halogen, NO.sub.2, CN, CF.sub.3 ; R.sup.2 =H, halogen; R.sup.3= H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, hydroxy-C.sub.1 -C.sub.6 -alkyl;R.sup.4= H, halogen, CN, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl orR.sup.3 +R.sup.4 =chemical bond;Y=--O--, --S--, --O--CO--, --O--SO.sub.2 -- or chemical bond;Y'=--O-- or --S--;R.sup.5= unsubst. or subst. C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl; C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, unsubst. or subst. phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl, or, if Y is --O--, --S-- or a chemical bond, is (C.sub.1 -C.sub.6 -alkyl)carbonyl or (C.sub.1 -C.sub.6 -alkoxy)carbonyl; or, if Y is a chemical bond, is hydrogen or halogen;R.sup.5 '=R.sup.5, H or (C.sub.1 -C.sub.6 -haloalkyl)carbonyl;R.sup.6= H, C.sub.1 -C.Type: GrantFiled: June 30, 1997Date of Patent: January 11, 2000Assignee: BASF AkteingesellschaftInventors: Ralf Klintz, Gerhard Hamprecht, Elisabeth Heistracher, Peter Schafer, Christoph-Sweder von dem Bussche-Hunnefeld, Peter Munster, Reinhard Kirstgen, Albrecht Harreus, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
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Patent number: 6008257Abstract: Hydroxamic derivatives of the formula (I): ##STR1## in which A represents hydrogen or a grouping which can be readily eliminated;A.sup.1 represents hydrogen or alkyl;Ar represents optionally substituted arylene or heteroarylene;E represents a 1-alkene-1,1-diyl grouping which contains a radical R.sup.1 in the 2-position, or represents a 2-aza-1-alkene-1,1-diyl grouping which contains a radical R.sup.2 in the 2-position, or represents an optionally substituted imino grouping ("azamethylone", N--R.sup.3);G represents a bridge member as defined herein; andZ represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aryl or heterocyclyl;are useful as fungicides. Also disclosed is a process for preparing the compounds of formula (I).Type: GrantFiled: August 21, 1997Date of Patent: December 28, 1999Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Lutz Assmann, Herbert Gayer, Peter Gerdes, Ulrich Heinemann, Dietmar Kuhnt, Thomas Seitz, Bernd Gallenkamp, Ralf Tiemann, Gerd Hanssler, Heinz-Wilhelm Dehne, Stefan Dutzmann
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Patent number: 5998667Abstract: The invention relates to new substituted biphenyloxazolines of the formula (I) ##STR1## in which R.sup.1 represents C.sub.1 -C.sub.6 -halogenoalkylthio andR.sup.2 represents hydrogen, orR.sup.1 and R.sup.2 together with the carbon atoms to which they are bonded form a halogen-substituted 5- or 6-membered heterocyclic ring,X represents hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.Type: GrantFiled: June 4, 1998Date of Patent: December 7, 1999Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Albrecht Marhold, Christoph Erdelen
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Patent number: 5969147Abstract: New pesticidal substituted biphenyloxazolines of the formula (I) in whichA, B, X, m and n have the meanings stated in the description, and new intermediates therefor.Type: GrantFiled: November 12, 1998Date of Patent: October 19, 1999Assignees: Bayer Aktiengesellschaft, Yashima Chemical Industry Co., LtdInventors: Reinhard Lantzsch, Albrecht Marhold, Wolfgang Kramer, Christoph Erdelen, Ulrike Wachendorff-Neumann, Andreas Turberg, Norbert Mencke
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Patent number: 5929279Abstract: A process for the preparation of largely isomerically pure .alpha.-bisoximes of the formula IaR.sup.1 O--N.dbd.CR.sup.2 --CR.sup.3 .dbd.N--OR.sup.4 Iawhere the groups R.sup.1 O-- and R.sup.2 on the N.dbd.C bond are cis to one another and where the radicals have the following meanings:R.sup.1 and R.sup.4 are hydrogen or a C-organic radical;R.sup.2 is hydrogen, cyano, nitro, hydroxyl, amino, halogen or an organic radical which can be bonded to the structure directly or via an oxygen, sulfur or nitrogen atom;R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino or cycloalkyl,from a mixture of the isomers of the a-bisoximes Ia and Ib ##STR1## is described.Type: GrantFiled: October 7, 1997Date of Patent: July 27, 1999Assignee: BASF AktiengesellschaftInventors: Ruth Muller, Remy Benoit, Herbert Bayer, Norbert Gotz, Hubert Sauter
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Patent number: 5919796Abstract: Hydroximic acid derivatives possess anti-ischemic effects, and therefore, they are useful for treating ischemic states and diseases, such as myocardial ischemia (which may be induced by occlusion of coronary arteries). These derivatives include compounds of formula (I): ##STR1## wherein: X represents a halogen; Z represents an aromatic group, a pyridinyl group, a picolyl group, or a lutidyl group; and R represents an --A--N(R.sub.1)R.sub.2 group, wherein:R.sub.1 and R.sub.2 represent, independently from each other, hydrogen or an alkyl group;or R.sub.1 and R.sub.2, together with the adjacent nitrogen atom, form a 5- to 7-membered,saturated heterocyclic group optionally containing an additional nitrogen, oxygen,or sulfur atom, the heterocyclic group optionally being substituted by at least one alkyl group; andA represents a straight or branched chain alkylene group, as well as pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: November 5, 1996Date of Patent: July 6, 1999Assignee: BIOREX Kutato es Fejleszto Rt.Inventors: Mihaly Barabas, Ede Marvanyos, Laszlo Urogdi, Laszlo Vereczkey, Laszlo Jaszlits, Katalin Biro, Andrea Jednakovits, Erzsebet Radvanyi nee Hegedus, Istvanne Udvardy-Nagy
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Patent number: 5883106Abstract: Novel compounds having the ability to inhibit 5-lipoxygenase enzyme and having the following formula I: ##STR1## and the pharmaceutically acceptable salts thereof, wherein Ar.sup.1 is a heterocyclic moiety which is selected from imidazolyl, pyrrolyl, pyrazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, indolyl, indazolyl and benzimidazolyl, which is bonded to X.sup.1 through a ring nitrogen atom, and which may be optionally substituted with one or two substituents selected from halo, hydroxy, cyano, amino, and C.sub.1-4 alkyl; X.sup.1 is a direct bond or C.sub.1-4 alkylene; Ar.sup.2 is phenylene optionally substituted with halo, hydroxy, cyano, and amino X.sup.2 is --A--X-- or --X--A-- wherein A is a direct bond or C.sub.1-4 alkylene and X is oxy, thio, sulfinyl or sulfonyl; Ar.sup.3 is phenylene, pyridylene, thienylene, furylene, oxazolylene or thiazolylene optionally substituted with one or two substituents selected from halo, hydroxy, cyano, amino and C.sub.1-4 alkyl; R.sup.1 and R.sup.2 are each C.sub.Type: GrantFiled: February 6, 1998Date of Patent: March 16, 1999Assignee: Pfizer Inc.Inventors: Rodney W. Stevens, Takashi Mano, Kazunari Nakao, Yoshiyuki Okumura
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Patent number: 5874466Abstract: Novel routes for the preparation of acetonylbenzamides are provided by the reaction of an amine and acyl chloride. Novel routes to various intermediates used in the manufacture of acetonylbenzamides are also disclosed.Type: GrantFiled: June 10, 1997Date of Patent: February 23, 1999Assignee: Rohm and Haas CompanyInventors: Enrique Luis Michelotti, Heather Lynnette Rayle, Randall Wayne Stephens, William Joseph Zabrodski
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Patent number: 5863951Abstract: The present invention relates to oxime ethers of general formula (I) and to their isomers and isomer mixtures which are possible in which (a) X is an N atom and Y is an oxygen atom or NH, or (b) X is CH and Y is an oxygen atom, in which furthermore R.sub.1 is C.sub.1 -C.sub.4 alkyl; R.sub.2 is hydrogen, C.sub.1 -C.sub.4 alkyl cyclopropyl or cyano; R.sub.3 is cyano, substituted or unsubstituted C.sub.1 -C.sub.6 alkoxycarbonyl, substituted or unsubstituted di(C.sub.1 -C.sub.6 alkyl)aminocarbonyl, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl-S(O).sub.n, substituted or unsubstituted aryl-S(O).sub.n, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclyl or substituted or unsubstituted heterocyclylcarbonyl; and R.sub.4 is C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.6 haloalkyl having 1 to 5 halogen atoms; C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.2 alkyl; C.sub.2 -C.sub.6 alkenyl which is unsubstituted or substituted by 1 to 3 halogen atoms; C.sub.3 -C.sub.6 alkynyl; C.sub.3 -C.sub.Type: GrantFiled: April 3, 1997Date of Patent: January 26, 1999Assignee: Novartis Finance CorporationInventors: Hugo Ziegler, Stephan Trah, Rene Zurfluh
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Patent number: 5863946Abstract: Compounds having the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein Y is selected from halogen, alkyl, and haloalkyl; n is 0, 1, 2, or 3; X is absent or is alkylene; A is absent or is selected from optionally substituted alkylene, optionally substituted cycloalkylene, optionally substituted cycloalkylene wherein one or two of the carbon atoms is replaced with one or two heteroatoms independently selected from O, S, and N, optionally substituted alkenylene, and ##STR2## or R.sup.2 and A together define a saturated 5- to 8-membered optionally substituted carbocyclic or heterocyclic ring to which the group Z is attached; Z is selected from (a) hydrogen, (b) COM wherein M is selected from the group consisting of --OR.sup.5, a pharmaceutically acceptable cation, --NR.sup.7 R.sup.8, and a pharmaceutically acceptable, metabolically cleavable group, (c) --OR.sup.3, (d) tetrazolyl, (e) --CH(OR.sup.3)--CH.sub.2 OR.sup.9, (f) --CH(OR.sup.3)--CH.sub.2 --CH.sub.2 OR.sup.9, (g) --CH(OR.sup.Type: GrantFiled: June 6, 1996Date of Patent: January 26, 1999Assignee: Abbott LaboratoriesInventors: Clint D. W. Brooks, Richard A. Craig, Teodozyj Kolasa, Andrew O. Stewart
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Patent number: 5861533Abstract: A process for nitrosating C-H-acidic compounds. The process substantially avoids producing polluted wastewater.Type: GrantFiled: June 5, 1997Date of Patent: January 19, 1999Assignee: Huels AktiengesellschaftInventors: Frank Bauer, Marcel Feld
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Patent number: 5831093Abstract: A process for preparing aromatic or heteroaromatic hydroxylamines of the general formula I ##STR1## where R.sup.1 is an unsubstituted or substituted aryl radical or an unsubstituted or substituted hetaryl radical from the pyridine or quinoline groups, by hydrogenation of nitro compounds of the general formula IIR.sup.1 --NO.sub.2 (II)where R.sup.1 has the meaning indicated above, in the presence of a platinum catalyst on an activated carbon support or in the presence of a palladium catalyst doped with sulfur or selenium on an activated carbon support, by carrying out the reaction in the presence of a nitrogen-substituted morpholine compound of the general formula III ##STR2## R.sup.2 being alkyl radicals having 1 to 5 carbon atoms and R.sup.3 to R.sup.10 being hydrogen atoms or alkyl radicals having 1 to 5 carbon atoms is described.Type: GrantFiled: July 7, 1997Date of Patent: November 3, 1998Assignee: BASF AktiengeseschaftInventors: Norbert Gotz, Bernd Muller, Hubert Sauter, Joachim Gebhardt, Oliver Wagner
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Patent number: 5739085Abstract: O-(Oximino)ethylcyclohexenone oxime ethers I ##STR1## (R.sup.1 and R.sup.2 =C.sub.1 -C.sub.6 -alkyl; R.sup.3 =unsubstituted or substituted phenyl, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.3 -C.sub.4 -alkynyl, which in each case can be substituted by halogen, C.sub.1 -C.sub.3 -alkyl, unsubstituted or substituted phenyl or unsubstituted or substituted phenoxy;R.sup.4 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted phenylthio-C.sub.1 -C.sub.6 -alkyl, N-(C.sub.1 -C.sub.4 -alkylsulfonyl)-N-(C.sub.1 -C.sub.4 -alkyl)aminomethyl, unsubstituted or substituted C.sub.3 -C.sub.7 -cycloalkyl or C.sub.5 -C.sub.Type: GrantFiled: May 5, 1995Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Albrecht Harreus, Hartmann Konig, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
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Patent number: 5739402Abstract: Preparation of mixtures of O-phenoxyalkylhydroxylamines Ia and Ib ##STR1## and the corresponding salt mixtures by a) converting mixtures of isomers of O-(2-hydroxyethyl)oximes IIa and IIb ##STR2## with a sulfonyl halide III ##STR3## into a mixture of sulfonates IVa and IVb ##STR4## b) reacting this mixture of IVa and IVb with a phenol HO-Ar (V) to give a mixture of O-phenoxyalkoximes VIa and VIb ##STR5## c) hydrolyzing this mixture in the presence of an acid and, if desired d) liberating the O-phenoxyalkylhydroxylamines Ia and Ib from the resulting salts using a mineral acid.Compounds Ia/Ib and VIa/VIb are important intermediates for crop protection agents.Type: GrantFiled: November 4, 1996Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Harald Rang, Norbert Gotz, Albrecht Harreus, Dirk Borchers, Horst Hartmann, Volker Maywald, Frank Heimann, Thomas Buschulte
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Patent number: 5739400Abstract: Preparation of O-(2-hydroxyalkyl)oximes I ##STR1## (R.sup.1 and R.sup.2 =alkyl or R.sup.1 and R.sup.2 and the C atom which carries them=5- to 7-membered cycloalkyl), by catalytically hydrogenating an O-(2,3-epoxyalkyl)oxime of the general formula II ##STR2## using hydrogen. The products I are suitable as intermediates for herbicides.Type: GrantFiled: February 3, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Albrecht Harreus, Norbert Gotz, Harald Rang
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Patent number: 5733935Abstract: A hydroxylamine derivatives of formula (I): ##STR1## wherein R represents ##STR2## in which R.sup.1 and R.sup.2 represents alkyl group, alkenyl group, alkynyl group, cycloalkyl group, haloalkyl group, haloalkynyl group, alkoxy - alkyl group, phenoxy - alkyl group, alkylthio - alkyl group, alkylsulfonyl - alkyl group, alkylamino - alkyl group, phenyl group, benzyl group, phenethyl group, cinnamyl group, pyridyl group, furyl group, thienyl group, X represents CO.sub.2, CO or SO.sub.2, and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and n represents 0 or 1, and fungicides contain said compound as an active ingredient.The compounds of the present invention have excellent effects for controlling wood-rot fungi, plant diseases and fungi of humans and animals, and are useful as industrial, agricultural and medical fungicides.Type: GrantFiled: June 17, 1996Date of Patent: March 31, 1998Assignee: Nihon Nohyaku Co., Ltd.Inventors: Nobuharu Andoh, Tsutomu Nishiguchi, Katsutoshi Endo
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Patent number: 5728696Abstract: Acaricidal, insecticidal and nematicidal substituted (hetero)arylalkyl ketone oxime O-ethers, processes for their preparation, agents containing them, and their use as pesticides.The invention relates to compounds of the formula ##STR1## in which Ar.sup.1 and Ar.sup.2 are aryl or heteroaryl, each of which is optionally substituted, and R is an optionally substituted aliphatic or alicyclic radical, to processes for their preparation, and to agents containing these compounds, and to their use for controlling animal pests.Type: GrantFiled: June 5, 1995Date of Patent: March 17, 1998Assignee: Hoechst AktiengesellschaftInventors: Birgit Kuhn, Gerhard Salbeck, deceased, Uwe Doller, Stefan Schnatterer, Hans-Herbert Schubert, Werner Knauf, Anna Waltersdorfer, Manfred Kern
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Patent number: 5721193Abstract: The invention relates to oxime derivatives of formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 R.sup.4 and n are as defined in the specification. The invention is directed to compounds and agriculturally acceptable salts or metal complexes thereof, herbicidal compositions and a process for the preparation of the instant compounds.Type: GrantFiled: April 4, 1996Date of Patent: February 24, 1998Assignee: Rhone-Poulenc Agriculture LimitedInventors: Claude Lambert, John Morris
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Patent number: 5696223Abstract: Oxime ethers of the general formula I ##STR1## where the variables have the following meanings: R.sup.1, R.sup.2 independently of one another hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.4 -C.sub.10 -cycloalkyl, C.sub.6 -C.sub.10 -aryl or together a bridge of 3-14 carbon atoms,R.sup.3 hydrogen, C.sub.1 -C.sub.6 -alkyl or phenyl which is unsubstituted or carries inert substituents,n an integer from 1 to 100,A C.sub.2 -C.sub.10 -alkylene groups which are unsubstituted or carry inert substituents,a process for the preparation thereof and the use thereof as copolymerizable monomers are described.Type: GrantFiled: November 28, 1995Date of Patent: December 9, 1997Assignee: BASF AktiengesellschaftInventors: Michael Karcher, Marc Heider, Thomas Ruhl, Jochem Henkelmann
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Patent number: 5686483Abstract: Novel aminoalkyloximes, precursors and processes for the preparation thereof, and methods of treating depression and obsessive compulsive disorders are described.Type: GrantFiled: June 1, 1995Date of Patent: November 11, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5686447Abstract: Novel aminoalkyloximes, precursors and processes for the preparation thereof, and methods of treating depression and obsessive compulsive disorders are described.Type: GrantFiled: June 1, 1995Date of Patent: November 11, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5686446Abstract: Novel aminoalkyloximes, precursors and processes for the preparation thereof, and methods of treating depression and obsessive compulsive disorders are described.Type: GrantFiled: June 1, 1995Date of Patent: November 11, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5684200Abstract: Hydroxylamine ethers I ##STR1## (where X is NO.sub.2, CN, halogen, alkyl or haloalkyl, Y is H, NO.sub.2, CN, halogen, alkyl or haloalkyl, n is 0-2 or 1-4 where Y and all radicals X are halogen and Alk is unsubstituted or substituted alkylene) and their salts with mineral acids or strong organic acids are prepared by reacting either a hydroximino compound II ##STR2## (where R.sup.1 is alkyl, R.sup.2 is alkyl or alkoxy or R.sup.1 +R.sup.2 form an alkylene chain) in the presence of an alkali metal hydroxide, alkali metal alcoholate, alkali metal bicarbonate or alkali metal carbonate as the base, or the corresponding anion II directly, with an alkylating agent III ##STR3## (where R.sup.3 is unsubstituted or substituted alkyl or unsubstituted or substituted phenyl) to give an oximino derivative IV ##STR4## said derivative is cleaved by means of a mineral acid or a strong organic acid to give the salt of I and, if desired, the latter is converted by means of a base into the free compound I.Type: GrantFiled: June 6, 1995Date of Patent: November 4, 1997Assignee: BASF AktiengesellschaftInventors: Albrecht Harreus, Norbert Goetz, Volker Maywald, Harald Rang, Ulf Misslitz, Ulrich Klein
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Patent number: 5684021Abstract: Novel aminoalkyloximes, precursors and processes for the preparation thereof, and methods of treating depression and obsessive compulsive disorders are described.Type: GrantFiled: June 1, 1995Date of Patent: November 4, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5665756Abstract: Novel aminoalkyloximes of the formula ##STR1## wherein: a. X is hydrogen, loweralkyl, loweralkoxy, halogen, trifluoromethyl, or a group of the formula ##STR2## wherein Y is hydrogen or loweralkyl, and p is 1 or 2; b. A is a group of the formula ##STR3## c. R.sup.1 and R.sup.2 are independently hydrogen or lowerakyl; and d. m is 2 to 6 and n is 0, or 2 to 6, inclusive, serotonin reuptake inhibitors, useful for treating depression and obsessive compulsive disorders are described. Also described are precursors of and processes for the preparation of such aminoakyloximes.Type: GrantFiled: August 3, 1994Date of Patent: September 9, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5654458Abstract: Improvement on the recovery of palladium from aqueous acidic solutions employing ketoximes, including novel ether oximes and palladium complexes, comprising contacting the aqueous acidic solution containing the palladium with an organic solvent containing the oxime to form two immiscible phases, separating the organic and aqueous acidic phases and stripping the palladium values from the organic phase using an aqueous ammonia solution. The organic phase may contain phase transfer agents and modifiers.Type: GrantFiled: May 14, 1993Date of Patent: August 5, 1997Assignee: Henkel CorporationInventors: Michael D. Fabiano, Gary A. Kordosky, Phillip L. Mattison, Michael J. Virnig, Bert Gruber, Steven M. Hoagland
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Patent number: 5654331Abstract: Diaromatic compounds, characterised in that they correspond to the following general formula: ##STR1## in which: R.sub.1 is --CH.sub.3, --CH.sub.2 OH, --COR.sub.8 or --CH.sub.2 OCOR.sub.9, R.sub.8 is H, OH, --OR.sub.10, --N(rr') or alkyl, R.sub.10 is alkyl, alkenyl, aryl or aralkyl, r and r' being H, alkyl, aryl, aralkyl, etc., r and r' together form a heterocycle, R.sub.9 is alkyl, alkenyl or a sugar residue, R.sub.2 and R.sub.3 are --OR.sub.11 or --OCOR.sub.11, R.sub.11 is H, alkyl, fluoroalkyl, aryl or aralkyl, R.sub.3 in addition being H, R.sub.4 is H, OH, alkyl, alkoxy, F, Cl or --CF.sub.3, R.sub.5 and R.sub.7 are H, OH, alkoxy, .alpha.-substituted alkyl or .alpha.,.alpha.'-disubstituted alkyl, etc., R.sub.6 is H, OH, alkyl, alkoxy, cycloalkyl, etc., R.sub.5 and R.sub.7 cannot simultaneously be OH or alkoxy and R.sub.4, R.sub.5, R.sub.6 and R.sub.7 cannot simultaneously be H, R.sub.5 and R.sub.6 or R.sub.6 and R.sub.Type: GrantFiled: May 25, 1995Date of Patent: August 5, 1997Assignee: Centre International De Recherches Dermatologiques Galderma (Cird Galderma)Inventor: Jean-Michel Bernardon
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Patent number: 5648367Abstract: Novel aminoalkyloximes, precursors and processes for the preparation thereof, and methods of treating depression and obsessive compulsive disorders are described.Type: GrantFiled: June 1, 1995Date of Patent: July 15, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
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Patent number: 5646147Abstract: Acaricidal, insecticidal and nematicidal substituted (hetero)arylalkyl ketone oxime O-ethers, processes for their preparation, agents containing them, and their use as pesticides.The invention relates to compounds of the formula ##STR1## in which Ar.sup.1 and Ar.sup.2 are aryl or heteroaryl, each of which is optionally substituted, and R is an optionally substituted aliphatic or alicyclic radical, to processes for their preparation, and to agents containing these compounds, and to their use for controlling animal pests.Type: GrantFiled: April 20, 1994Date of Patent: July 8, 1997Assignee: Hoechst AktiengesellschaftInventors: Birgit Kuhn, Gerhard Salbeck, deceased, Uwe Doller, Stefan Schnatterer, Hans-Herbert Schubert, Werner Knauf, Anna Waltersdorfer, Manfred Kern
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Patent number: 5618775Abstract: Mixtures of optically active cyclohexenone oxime ethers having R- and S-configuration in the oxime ether moiety of the formula I ##STR1## (R.sup.1 =C.sub.1 -C.sub.6 -alkyl; ##STR2## X=C.sub.1-C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; m=0-3 or 1-4 where all X's are halogen;n=0-3 or 1-5 where all X's are halogen;R.sup.2 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkenyl, substituted or unsubstituted 5-membered saturated heterocyclic structure, substituted or unsubstituted 6- or 7-membered heterocyclic structure, substituted or unsubstituted 5-membered heteroaromatic structure, substituted or unsubstituted phenyl or pyridyl)and their agriculturally useful salts and esters with C.sub.1 -C.sub.10 -carboxylic acids and inorganic acids.Type: GrantFiled: August 11, 1994Date of Patent: April 8, 1997Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Wolfgang Ladner, Helmut Walter, Karl-Otto Westphalen, Uwe Kardorff, Matthias Gerber
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Patent number: 5604183Abstract: Cyclohexenone oxime ethers I ##STR1## where n is from 0 to 5, m is from 0 to 2, R.sup.1 is C.sub.1 -C.sub.6 -alkyl, R.sup.2 is C.sub.1 -C.sub.4 -alkyl or benzyl, A is unsubstituted or substituted C.sub.1 -C.sub.6 -alkylene, unsubstituted or substituted C.sub.3 -C.sub.6 -alkenylene, unsubstituted or substituted C.sub.3 -C.sub.6 -alkynylene or an unsubstituted or substituted C.sub.3 -C.sub.6 -alkylene or C.sub.4 -C.sub.6 -alkenylene chain, where in each case a methylene group may be replaced with O, S, SO, SO.sub.2 or --N(R.sup.a)--, R.sup.a is H, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl, Z is phenyl, a 5-membered heteroaromatic radical or a 6-membered heteroaromatic radical having from 1 to 4 nitrogen atoms, X is NO.sub.2, CN, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkoxy, COOH, C.sub.1 -C.sub.Type: GrantFiled: September 5, 1995Date of Patent: February 18, 1997Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Matthias Bratz, Albrecht Harreus, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
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Patent number: 5597466Abstract: Salt-free aqueous solutions of bisaminoxyalkanes (I) are prepared by a process in whicha) a dihaloalkane (II) is converted with a ketoxime (III) in an aqueous solution of a strong mineral base into the alkylene bisoxime ether (IV),b) the alkylene bisoxime ether (IV) is cleaved with a strong mineral acid and water to give the ketone and the salt of the mineral acid with the bisaminoxyalkane (I), and the ketone is separated off in a conventional manner,c) an alkali metal hydroxide is added to the remaining aqueous solution to liberate the bisaminoxyalkane (I) andd) the ionic components are removed from the resulting aqueous solution by electrodialysis.Type: GrantFiled: July 26, 1994Date of Patent: January 28, 1997Assignee: BASF AktiengesellschaftInventors: Gerhard Bauer, Roland Baumstark, Kaspar Bott, Hartwig Voss