Halogen Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/302)
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Patent number: 4826987Abstract: The present invention relates to compounds of formula I ##STR1## in which formula I X stands for O, S, ##STR2## R.sub.1 and R.sub.2 which can be the same or different stand for hydrogen, straight or branched, saturated or unsaturated, unsubstituted or substituted C.sub.1 -C.sub.8 -alkyl, or for ar-C.sub.1 -C.sub.4 -alkyl, aryl and ar being unsubstituted or substituted phenyl; R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are the same or different and stand for hydrogen, halogen, pseudo halogen, cyano, nitro, amino, carboxy, hydroxy, alkyl, alkoxy; or R.sub.5 and R.sub.6 form an aromatic ring which is fused to the pyridyl ring, and which aromatic ring may substituted; provided that R.sub.1 and R.sub.2 cannot be hydrogen at the same time, and provided that when R.sub.5 and R.sub.6 both are chlorine and R.sub.1 is hydrogen, then R.sub.2 cannot be n-propyl; and salts and bioreversible derivatives thereof.Type: GrantFiled: February 28, 1986Date of Patent: May 2, 1989Assignee: Leo Pharmaceutical Products Ltd.Inventors: Ole Bent Iv rmose Nielsen, Ian Ahnfelt-Ronne
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Patent number: 4826531Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.Type: GrantFiled: April 17, 1987Date of Patent: May 2, 1989Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
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Patent number: 4822806Abstract: The invention relates to .alpha.-methyl-(6-phenoxy)-2-picolyl cyclopropanecarboxylates of the formula ##STR1## wherein X.sub.1 is methyl or halogen,R.sub.1 is hydrogen or halogen, andR.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, nitro or cyano.The invention also relates to the preparation of these esters and to the use thereof in pest control.Type: GrantFiled: January 12, 1987Date of Patent: April 18, 1989Assignee: Ciba-Geigy CorporationInventor: Peter Ackermann
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Patent number: 4820839Abstract: Nitrogen-containing heterocyclic esters of the formula I,R.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -[Z.sup.2 -A.sup.3 ].sub.m -R.sup.2 Iin which R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and m have the meaning specified in patent claim 1, are suitable as components of smectic liquid-crystalline phases.Type: GrantFiled: January 23, 1987Date of Patent: April 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Volker Reiffenrath, Bernhard Scheuble, Reinhard Hittich
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Patent number: 4814340Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphtyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group, and R.sup.3 stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to processes for the preparation of these compounds and the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.Type: GrantFiled: November 6, 1986Date of Patent: March 21, 1989Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Nakatani Kiyoshi, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
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Patent number: 4808762Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; Z is oxygen, sulfur, or methylene; and Ar' is 2-methyl[1,1'-biphenyl]-3-yl, 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, or 6-phenoxy-2-pyridyl exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively harmless to aquatic fauna.Type: GrantFiled: September 9, 1987Date of Patent: February 28, 1989Assignee: FMC CorporationInventors: Gary A. Meier, Scott M. Sieburth, Thomas G. Cullen, John F. Engel
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Patent number: 4806553Abstract: There are provided insecticidally active alkylenediamines of the formula ##STR1## wherein W.sup.1 stands for a 5- or 6-membered heterocyclic group which may be substituted, containing at least one hetero atom selected from, O, S and N, R.sup.1, R.sup.2 and R.sup.3 are hydrogen or alkyl and R.sup.4, X, Y and Z have the meanings as given in the specification.The new alkylenediamines can be prepared according to different preparation methods and exhibit a strong insecticidal activity.Type: GrantFiled: June 18, 1987Date of Patent: February 21, 1989Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Shoko Sasaki, Koichi Moriya, Yumi Hattori
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Patent number: 4797409Abstract: New 1-hydroxy-2-pyridones of the general formula I ##STR1## in which R.sup.1, R.sup.2 and R.sup.3, which are identical or different, denote hydrogen or lower alkyl having 1-4 carbon atoms, R.sup.1 and R.sup.3 preferably being hydrogen, and R.sup.2 preferably being methyl,X denotes S or, preferably, O,Y denotes hydrogen or up to 2 halogen atoms, namely chlorine and/or bromine,Z denotes a single bond or the bivalent radicals O, S, --CR.sub.2 -- (R=H or C.sub.1 -C.sub.4 -alkyl) or other 2-valent radicals with 2-10 carbon and, optionally, oxygen and/or sulfur atoms linked to form a chain, it being obligatory when the radicals contain 2 or more oxygen and/or sulfur atoms for the latter to be separated by at least 2 carbon atoms, and it being possible for 2 adjacent carbon atoms also to be linked together by a double bond, and the free valencies of the carbon atoms being saturated by H and/or C.sub.1 -C.sub.Type: GrantFiled: April 16, 1987Date of Patent: January 10, 1989Assignee: Hoechst AktiengesellschaftInventors: Gerhard Lohaus, Walter Dittmar, Heinz Hanel, Wolfgang Raether, Dieter Reuschling, Bengt-Thomas Grobel
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Patent number: 4792616Abstract: Novel diaryl ethers of the formula ##STR1## wherein A is CR.sup.3 or N and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, n and R.sup.6 are as defined hereinafter, processes for their preparation, herbicidal compositions which contain these compounds as the active ingredient as well as the use of these compounds or compositions for the control of weeds is disclosed.Type: GrantFiled: April 17, 1986Date of Patent: December 20, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Paul Winternitz, Ren/e/ Zurfl/u/ h
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Patent number: 4792606Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.Type: GrantFiled: July 16, 1987Date of Patent: December 20, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Hermann-Dieter Krall
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Patent number: 4792563Abstract: Insecticidally active compounds of the formula (I): ##STR1## wherein R.sup.4 represents a group selected from those groups represented by R.sup.5 in insecticidally active compounds of formula: ##STR2## R.sup.3 is selected from fluoromethyl and difluoromethyl, and either (a) R.sup.1 and R.sup.2 represent alkyl of one, two, three or four carbon atoms, or (b) R.sup.1 and R.sup.2 taken together with the adjacent carbon atom form a cycloalkyl ring of four, five or six carbon atoms.Type: GrantFiled: October 6, 1987Date of Patent: December 20, 1988Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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Patent number: 4790870Abstract: This invention relates to aryloxy optionally oxo-substituted indane or tetralin derivatives having herbicidal activity and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: May 1, 1987Date of Patent: December 13, 1988Assignee: PPG Industries, Inc.Inventors: David A. Hunt, James A. Schwindeman
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Patent number: 4791123Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.Type: GrantFiled: January 22, 1987Date of Patent: December 13, 1988Assignee: Schering Akt.Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
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Patent number: 4788206Abstract: Compounds of the formula ##STR1## Y is O ir S, *A is paraphenylene or *----(CH.sub.2)n----(X).sub.m --(CH.sub.2).sub.r ----, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, s is an integer from 0 to 1, m is an integer from 0 to 1, provided that when m is 1, n+s must be at least 2, R.sub.1 and R.sub.2, independently, are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, Het, aryl, R.sub.3, R.sub.4 and R.sub.8, independently, are hydrogen, lower alkyl, aryl, R.sub.5 and R.sub.6, independently, are hydrogen or lower alkyl, R.sub.7 is hydrogen, lower alkyl, cycloalkyl, Het-lower alkyl or aryl, Het is a monocyclic 5- or 6-membered hetero aromatic or a bicyclic heteroaromatic radical containing one or two hetero atoms selected from nitrogen, oxygen and sulfur, which radical may be substituted by lower alkyl, halogen or aryl, and the asterisk denotes the point of attachment,and when R.sub.6 and R.sub.7 are different, their enantiomers and racemic mixtures thereof, when R.sub.1 and R.sub.Type: GrantFiled: July 10, 1987Date of Patent: November 29, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
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Patent number: 4786317Abstract: Compounds of the formula ##STR1## wherein W and X, which may be identical to or different from each other, are each hydrogen, fluorine, chlorine, bromine, iodine, nitro, alkyl of 1 to 4 carbon atoms, fluoro-substituted alkyl of 1 to 4 carbon atoms or chloro-substituted alkyl of 1 to 4 carbon atoms;Y is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 4 carbon atoms, fluoro-substituted alkyl of 1 to 4 carbon atoms or chloro-substituted alkyl of 1 to 4 carbon atoms;Z is fluorine, chlorine, bromine, alkyl of 1 to 4 carbon atoms, fluoro-substituted alkyl of 1 to 4 carbon atoms, chloro-substituted alkyl of 1 to 4 carbon atoms, --COOH or --COO-(alkyl of 1 to 4 carbon atoms); andn is 0 or 1;and, when Z is COOH, salts thereof, especially their alkali metal salts. The compunds as well as the salts are useful as selective herbicides.Type: GrantFiled: September 5, 1986Date of Patent: November 22, 1988Assignee: Celamerck GmbH & Co. KGInventors: Rudolf Mengel, Ludwig Schroder, Werner Stransky, Gerbert Linden, Sigmund Lust
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Patent number: 4786646Abstract: The invention relates to compounds of the formula ##STR1## Y is O or S, *A is paraphenylene or *--(CH.sub.2).sub.n --(X).sub.m --(CH.sub.2).sub.r --, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, s is an integer from 0 to 1, m is an integer from 0 to 1, provided that when m is 1, n+s must be at least 2, R.sub.1 and R.sub.2, independently, are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, Het or aryl, *E is ##STR2## or --(CH.sub.2).sub.k -- wherein k is an integer from 0 to 4, R.sub.3, R.sub.4 and R.sub.8 are independently hydrogen or lower alkyl, R.sub.5 and R.sub.6, independently are hydrogen or lower alkyl, R.sub.Type: GrantFiled: July 10, 1987Date of Patent: November 22, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
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Patent number: 4778895Abstract: The invention relates to enantiomers of 1-(6-phenoxy-2-pyridyl)ethanols of the formula ##STR1## wherein * is (+) or (-) and X and Y are each independently of the other hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.5 alkynyl.The invention also relates to the preparation of these enantiomers and to their use for the preparation of biocidal compounds.Type: GrantFiled: April 6, 1987Date of Patent: October 18, 1988Assignee: Ciba-Geigy CorporationInventors: Eric Francotte, Peter Ackermann
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Patent number: 4776880Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: February 1, 1988Date of Patent: October 11, 1988Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Knox
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Patent number: 4772633Abstract: This invention relates to a novel compound represented by the following general formula (I), its production, and an insecticidal and acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are a hydrogen atom, a halogen atom, a lower alkyl group, a trifluoromethyl group, a lower alkoxyl group, a lower alkenyloxy group or a halogenated lower alkoxyl group or are, taken together, a methylenedioxy group; R.sub.3 is a vinyl group or a ethynyl group; R.sub.4 is a hydrogen atom or a lower alkyl group; R.sub.5 is a hydrogen atom or a fluorine atom; R.sub.6 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or a trifluoromethyl group; Z is a nitrogen atom or a group represented by the formula --CH.dbd.; when Z is a nitrogen atom, Y is an oxygen atom; and when Z is a group of the formula --CH.dbd., Y is an oxygen atom, a sulfur atom, a methylene group or a group represented by the formula --NH--.Type: GrantFiled: February 20, 1986Date of Patent: September 20, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano, Masachika Hirano
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Patent number: 4771059Abstract: The subject compounds, which are adapted for the site-specific/sustained delivery of centrally acting drug species to the brain, are compounds of the formula ##STR1## and the non-toxic pharmaceutically acceptable salts thereof, wherein D is the residue of a centrally acting primary, secondary or tertiary amine and ##STR2## is an unsubstituted or substituted dihydropyridyl, dihydroquinolyl or dihydroisoquinolyl radical. The corresponding ionic pyridinium, quinolinium and isoquinolinium salts ##STR3## X.sup.-, wherein X.sup.- is the anion of a non-toxic pharmaceutically acceptable acid, are also disclosed.Type: GrantFiled: August 29, 1985Date of Patent: September 13, 1988Assignee: University of FloridaInventor: Nicholas S. Bodor
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Patent number: 4765825Abstract: The invention relates to new aryloxy phenoxy acyl malonates of the general Formula I ##STR1## a process for the preparation thereof and herbicidal compositions comprising the same.In the general Formula IR.sup.1 stands for hydrogen, halogen, trifluoromethyl, trifluoromethoxy or cyano;R.sup.2 represents hydrogen, halogen or methyl;R.sup.3 is C.sub.1-4 alkyl; and the R.sup.3 substituents may be the same or different,X stands for --N.dbd. or --CH.dbd. andn is 0 or 1.The compounds of the general Formula I may be prepared by reacting a compound of the general Formula II ##STR2## with a metal derivative of a malonate of the general Formula III ##STR3## or in the presence of a metal compound with a malonate of the general Formula III; or reacting a compound of the general Formula IV ##STR4## with a compound of the general Formula V; ##STR5## or reacting a compound of the general Formula VI ##STR6## with a compound of the general Formula VII ##STR7## (in which Formulae R.sup.1, R.sup.2, R.sup.Type: GrantFiled: September 23, 1986Date of Patent: August 23, 1988Assignees: Budapesti Vegyimuvek, MTA Kozponti Kemiai Kutato IntezetInventors: Tamas Komives, Ferenc Dutka, Istvan Barta, Istvan Jablonkai, Agnes Hulesch, Ferenc Bihari, Gyula Eifert, Peter Bohus, Katalin Tromfos, Agnes Meszaros nee Szekrenyesi, Istvan Kuronya
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Patent number: 4766220Abstract: The invention relates to the preparation of optically active aryloxyalkanoic acid derivatives of the formula ##STR1## in which Ar represents an optionally substituted phenyl, naphthyl, phenoxy or pyridyloxy radical, R represents a C.sub.1 -C.sub.4 -alkyl radical and A represents a --COOR.sub.1, ##STR2## or --CO--Z radical, Z being halogen. It consists in reacting an aqueous or aqueous-organic solution of an optically active alkali metal salt of a 2-halogeno-alkanoic acid with an aqueous solution of an alkali metal salt of the phenol of the formula Ar-OH at an elevated temperature under a pressure less than the vapor pressure of water at the chosen temperature.It permits the preparation of aryloxyalkanoic acid derivatives with a very high content of the isomer having the D configuration, which can be used as herbicides.Type: GrantFiled: July 30, 1985Date of Patent: August 23, 1988Assignee: Rhone-Poulenc AgrochimieInventor: Georges Gras
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Patent number: 4759796Abstract: 2-Phenoxypropionic acid cyanamides of the formula ##STR1## have a useful selective herbicidal activity against weeds, preferably grass weeds, in crops of useful plants.In this formulaR is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl or C.sub.2 -C.sub.4 alkoxyalkyl, andT is a radical ##STR2## wherein A is oxygen or sulfur,X is fluorine, chlorine, bromine, iodine or trifluoromethyl,Y is hydrogen, fluorine, chlorine, bromine or trifluoromethyl, andZ is nitrogen or the methine bridge.Type: GrantFiled: October 16, 1986Date of Patent: July 26, 1988Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Hermann Rempfler, Rolf Schurter
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Patent number: 4756739Abstract: The compounds of the formula I ##STR1## in which A denotes N or N.fwdarw.O, Z denotes O or NH, R denotes H, (halo)alkyl, (halo)alkenyl, (halo)alkynyl or alkoxycarbonyl, R.sup.1 denotes hydrogen, halogen, amino, --NHOH, hydroxyl, (substituted) phenylazo or a radical of the formulae Y=C=N--, Y.sup.1 Y.sup.2 C.dbd.N--, Y.sup.3 NH-- or ##STR2## K denotes 0 or 1, and m and n, independently of one another, denote a number from 1 to 4, with the proviso that, when Z-R denotes OH or NH.sub.2, (R.sup.1).sub.n denotes at least one radical of the formula ##STR3## or represents two radicals, in the 5 or 6 position of the heterocyclic ring, which, in the 5 position, denote halogen and, in the 6 position, denote a radical of the group comprising halogen, amino, hydroxyl or phenylazo, which may be substituted as specified above, are valuable intermediates in the synthesis of plant protection agents.Type: GrantFiled: December 19, 1986Date of Patent: July 12, 1988Assignee: Hoechst AktiengesellschaftInventors: Andreas Fuss, Volker Koch
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Patent number: 4757081Abstract: New substituted derivatives of 1,2,6-triphenyl-4(1H)-pyridinone are now provided, which are useful as fungicidal agent having practically valuable and improved fungicidal activities against a variety of phyto-pathogenic microorganisms, especially fungi and which show low toxicity to animals, including humans. These new compounds may be produced by different processes.Type: GrantFiled: March 26, 1987Date of Patent: July 12, 1988Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Norihisa Yonekura, Takashi Yumita, Yukio Nezu, Yoshiyuki Kojima, Shin-ichiro Maeno, Shigeharu Yaguchi
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Patent number: 4753673Abstract: Compounds according to the following formula are useful as herbicidal agents: ##STR1## wherein the various substituents are defined hereinbelow.Type: GrantFiled: June 23, 1978Date of Patent: June 28, 1988Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4751225Abstract: A nitrogen-containing heterocyclic compound of the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## (in which R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, R.sub.14, R.sub.15, R.sub.16 and R.sub.17 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a trifluoromethyl group or a nitro group, R.sub.18, R.sub.19, R.sub.20 and R.sub.21 are, the same or different, each a hydrogen atom or a methyl group, k is an integer of 0 to 1 and l is an integer of 0 to 3);R.sub.2 and R.sub.3 are, the same or different, each a hydrogen atom, a halogen atom or a methyl group;R.sub.4 is a halogen atom or a methyl group;R.sub.5 and R.sub.6 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkyl group or a C.sub.1 -C.sub.Type: GrantFiled: April 21, 1987Date of Patent: June 14, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Sumio Nishida, Noritada Matsuo, Makoto Hatakoshi, Hirosi Kisida
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Patent number: 4750931Abstract: Certain novel fluorophenoxy compounds, principally aryloxyfluorophenoxyalkanoic acids and derivatives thereof, are described. More specifically, these novel compounds bear 1 to 4 fluorine substituents on the phenyl ring. These novel compounds exhibit surprising preemergent and postemergent activity when used according to the method of the invention in the control of grassy weeds.Type: GrantFiled: October 15, 1985Date of Patent: June 14, 1988Assignee: The Dow Chemical CompanyInventor: Richard B. Rogers
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Patent number: 4743622Abstract: The invention relates to new aromatic alkane derivatives of the general formula ##STR1## in which R.sub.1 is aryl or aryl substituted by C.sub.1-4 alkyl, halo-C.sub.1-4 alkyl, phenyl-C.sub.1-4 alkyl, C.sub.2-4 alkenyl, halo-C.sub.2-4 alkenyl, phenyl-C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, halo-C.sub.2-4 alkynyl, phenyl-C.sub.2-4 alkynyl, C.sub.1-4 alkoxy, halo-C.sub.1-4 alkoxy, phenyl-C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy, halo-C.sub.2-4 alkenyloxy, phenyl-C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, halo-C.sub.2-4 alkynyloxy, phenyl-C.sub.2-4 alkynyloxy, alkylsulphonyloxy, haloalkylsulphonyloxy, arylsulphonyloxy, halo, cyano, nitro, aryloxy, haloaryloxy, C.sub.1-4 alkyl-aryloxy, or nitroaryloxy,R.sub.2 is hydrogen or C.sub.1-4 alkyl,R.sub.3 is hydrogen, cyano or ethynyl,R.sub.4 is phenyl or pyridyl or these groups substituted by one or more of C.sub.1-6 alkyl, halo-C.sub.1-6 alkyl, phenyl-C.sub.1-6 alkyl, C.sub.1-6 alkyl interrupted by an O-, N- or S- atom, C.sub.2-4 alkenyl, halo-C.sub.2-4 alkenyl, phenyl-C.Type: GrantFiled: February 11, 1986Date of Patent: May 10, 1988Assignee: Schering AktiengesellschaftInventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien
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Patent number: 4740235Abstract: There are described novel 3-fluoropyridyl-2-oxy derivatives having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I ##STR1## wherein X is halogen or the trifluoromethyl group, andZ is an alkanoic acid derivative which is more precisely described in the specification.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.Type: GrantFiled: March 26, 1986Date of Patent: April 26, 1988Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Peter J. Diel
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Patent number: 4731108Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.Type: GrantFiled: March 7, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: James A. Turner, Wendy S. Jacks, Paul S. Zorner
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Patent number: 4731107Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.Type: GrantFiled: November 21, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4723013Abstract: Certain 4,8-disubstituted-2,6-naphthalene dicarboxylic acid monomers and a method for their preparation. These monomers are useful for the preparation of polymers, which polymers may be used to prepare high strength fibers.Type: GrantFiled: April 7, 1987Date of Patent: February 2, 1988Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Tsu-Tzu Tsai, Fred E. Arnold
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Patent number: 4717417Abstract: New dextrorotatory enantiomers of phenoxy propionic acid derivatives of the formula ##STR1## in which R.sup.1 represents a radical of the formula ##STR2## wherein X.sup.1 represents hydrogen or halogen,X.sup.2 represents halogen or trifluoromethyl,X.sup.3 represents halogen or trifluoromethyl,X.sup.4 represents hydrogen or halogen andX.sup.5 represents hydrogen or halogen,Y represents oxygen or the radical SO.sub.m,whereinm represents 0, 1 or 2,R.sup.2 represents hydrogen or methyl,n represents 1 or 2 andR.sup.3 and R.sup.4 independently of one another represent hydrogen, halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, nitro, cyano or alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy group, and their use as herbicides.Type: GrantFiled: March 14, 1986Date of Patent: January 5, 1988Assignee: Bayer AktiengesellschaftInventors: Koichi Moriya, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
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Patent number: 4717726Abstract: 3,5-Dichloro-2,4-dimethoxy-6-(trichloromethyl)-pyridine, which can be prepared from 2,3,4,5-tetrachloro-6-(trichloromethyl)pyridine and an alkali metal methoxide, is an anticancer agent especially useful for the treatment of leukemias, lymphomas, mammary carcinomas, and ovarian sarcomas.Type: GrantFiled: September 10, 1986Date of Patent: January 5, 1988Assignee: The Dow Chemical CompanyInventor: Helen K. Tobol
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Patent number: 4714706Abstract: Nitrogen-containing heterocyclic compounds are represented by the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## (in which R.sub.4 is a hydrogen atom, a halogen atom or a methyl group and l is an integer of 1 or 2);R.sub.2 is a hydrogen atom or a methyl group;R.sub.3 is an alkyl group, an alkoxy group, an alkenyl group or an alkenyloxy group, all of which may have optionally one or more substituents;A is either one of the following groups: ##STR3## (in which R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are, the same or different, each a hydrogen atom or a methyl group,R.sub.10 is a hydrogen atom, a halogen atom or a lower alkyl group and m is an integer of 1 to 4); andX is an oxygen atom or a sulfur atom,which is useful as an insecticidal agent.Type: GrantFiled: May 30, 1986Date of Patent: December 22, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Hirosi Kisida, Sumio Nishida, Makoto Hatakoshi
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Patent number: 4713109Abstract: There is described the 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid propynyl ester and its (R)-enantiomer of formula I ##STR1## These compounds are suitable for selectively controlling weeds in crops of cultivated plants, or for reducing the growth of grasses.Type: GrantFiled: May 2, 1986Date of Patent: December 15, 1987Assignee: Ciba Geigy CorporationInventors: Rolf Schurter, Hermann Rempfler
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Patent number: 4708733Abstract: The invention relates to new 4-chloro-aryloxy-acetyl- or 4-chloro-aryloxy-propionyl-malonates of the general Formula I, ##STR1## a process for the preparation thereof and herbicidal compositions comprising the same.In the general Formula IR.sup.1 stands for chlorine or methyl;R.sup.2 represents hydrogen or chlorine;R.sup.3 stands for hydrogen or methyl;R.sup.4 represents C.sub.1-4 alkyl and the two R.sup.4 groups may be identical or different; andX is --N.dbd. or --CH.dbd..The compounds of the general Formula I may be prepared by reacting a compound of the general Formula II ##STR2## with a metal derivative of a malonate of the general Formula III; ##STR3## or in the presence of an metal compound with a malonate of the general Formula III; or by reacting a compound of the general Formula IV ##STR4## with a compound of the general Formula V ##STR5## (in which Formulae R.sup.1, R.sup.2, R.sup.3, R.sup.4 and X are as stated above; Z stands for halogen and Y represents halogen, cyano or alkylcarbonyloxy).Type: GrantFiled: September 23, 1986Date of Patent: November 24, 1987Assignees: Budapesti Vegyimuvek, MTA Kozponti Kemiai I Kutato IntezetInventors: Tamas Komives, Ferenc Dutka, Istvan Barta, Istvan Jablonkai, Agnes Hulesch, Ferenc Bihari, Gyula Eifert, Peter Bohus, Mihaly Nagy, Gyorgy Bacskai, Istvan Kuronya
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Patent number: 4709077Abstract: Novel 7-(Aryloxy)-2-naphthoxyalkanecarboxylic acid derivatives of the formula I ##STR1## in racemic or separated isomeric form, have herbicidal activity.Type: GrantFiled: September 17, 1985Date of Patent: November 24, 1987Assignee: Schering AktiengesellschaftInventors: Michael Harre, Hans-Rudolf Kruger, Friedrich Arndt, Reinhart Rusch
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Patent number: 4701531Abstract: A process for preparing O-alkylated halopyridinate compounds is described. The process does not require the use of added organic solvents.Type: GrantFiled: December 1, 1986Date of Patent: October 20, 1987Assignee: The Dow Chemical CompanyInventor: Timothy J. Adaway
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Patent number: 4701464Abstract: Insecticidal compounds of the formula ##STR1## formulations thereof, their use for control of foliar or soil-borne insects, their method of preparation and certain novel intermediates for their preparation are disclosed and exemplified.Type: GrantFiled: June 3, 1985Date of Patent: October 20, 1987Assignee: FMC CorporationInventors: Richard B. Phillips, Ernest L. Plummer, John F. Engel
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Patent number: 4694013Abstract: Insecticidal and acaricidal organic esters formed from pyrethroid carboxylic acids and phenoxypyridinyltrifluoroethanols, agricultural compositions containing said esters and their use against anthropod pests including soil-dwelling species; also, intermediates for these insecticides and acaricides and a process for the preparation of said intermediates.Type: GrantFiled: September 26, 1986Date of Patent: September 15, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: George P. Lahm
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Patent number: 4692183Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.Type: GrantFiled: December 30, 1985Date of Patent: September 8, 1987Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4691020Abstract: Optically active carboxylic acids ##STR1## where R.sup.1 is an organic radical which is linked to the asymmetric C' atom via a carbon atom and R.sup.2 is one of the radicals R.sup.1 (but not the same radical), halogen or an organic radical which is bonded to the asymmetric C' atom via an oxygen atom, are prepared by reacting a ketene II ##STR2## with an alcohol in a homogeneous liquid phase in the presence of a tertiary amine III and then converting the resulting ester into the acid, using an optically active alcohol IV.Type: GrantFiled: July 23, 1984Date of Patent: September 1, 1987Assignee: BASF AktiengesellschaftInventors: Christoph Ruechardt, Joachim Jaehme, Ulrich Salz
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Patent number: 4689342Abstract: Novel esters in all possible isomeric forms or a mixture thereof having the formula ##STR1## wherein Y is selected from the group consisting of hydrogen, halogen, --OAlK and ##STR2## AlK is alkyl of 1 to 6 carbon atoms, n is 0, 1 or 2, Z is selected from the group consisting of --O-- and --S--, R.sub.1 is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkylalkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, --OH, --SH, --OR', --SR', ##STR3## --SO.sub.2 AlK.sub.2, --SO.sub.3 AlK.sub.3, aryl optionally substtuted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3 and ##STR4## R' is alkyl of 1 to 8 carbon atoms, R" and R'" are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.Type: GrantFiled: November 21, 1983Date of Patent: August 25, 1987Assignee: Roussel UclafInventors: Jean Tessier, Jean-Pierre Demoute
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Patent number: 4685959Abstract: Novel pyridyloxyphenoxyalkanoates, alkenoates, R-enantiomers and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops with preemergent or postemergent applications.Type: GrantFiled: December 17, 1985Date of Patent: August 11, 1987Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, Cleve A. I. Goring
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Patent number: 4685953Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: December 30, 1985Date of Patent: August 11, 1987Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4684477Abstract: A novel pyridine derivative which, when added to liquid crystal substances, can improve various specific features required for the resulting liquid crystal compositions, and a liquid crystal composition containing the same are provided, which pyridine derivative is expressed by the formula ##STR1## wherein W represents H or F; X, F, Cl or alkyl or alkoxy of 1.about.10 C; ##STR2## n, 0 or 1; Y, CN or alkyl or alkoxy of 1.about.10 C; Z, F, Cl or H; and when Z is F or Cl, Y is limited to CN, excluding certain identified compounds.Type: GrantFiled: February 27, 1986Date of Patent: August 4, 1987Assignee: Chisso CorporationInventors: Shigeru Sugimori, Kazunori Nigorikawa, Tetsuya Ogawa
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Patent number: 4684394Abstract: Novel aryloxyphenoxyalkanoates, alkenoates, R-enantiomers and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops with preemergent or postemergent applications.Type: GrantFiled: October 29, 1985Date of Patent: August 4, 1987Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, Cleve A. I. Goring
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Patent number: 4681941Abstract: An improved method of preparing aryloxyphenoxy propanoic acid esters is disclosed. Low-water levels and low temperatures increase the yield and decrease by-product formation. A hindered non-nucleophilic phenol, which is converted in situ to the phenate form, is added to the reaction mixture to drive the reaction to 99+% conversion.Type: GrantFiled: April 11, 1985Date of Patent: July 21, 1987Assignee: The Dow Chemical CompanyInventor: Timothy J. Adaway