Additional Ring Containing Patents (Class 544/211)
  • Patent number: 5955060
    Abstract: There are described bis(resorcinyl)triazines of the formula ##STR1## The compounds according to the invention are particularly suitable as sunscreens in cosmetic, pharmaceutical and veterinary medicinal preparations.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: September 21, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dietmar Huglin, Elek Borsos, Helmut Luther, Bernd Herzog, Frank Bachmann
  • Patent number: 5942509
    Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CA wherein A is H, halogen, C.sub.1-4 alkyl, cyano, nitro or trifluoromethyl; X is a linking group other than oxygen; T is oxygen or sulphur; and Z is an optionally substituted carbocyclic or heterocyclic ring.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: August 24, 1999
    Assignee: Zeneca Limited
    Inventors: John Martin Clough, Christopher Richard Ayles Godfrey, Paul John De Fraine, Ian Thomas Streeting, Gordon Richard Munns
  • Patent number: 5936085
    Abstract: Disclosed and claimed is a process for the preparation of a carbamate (IV)Ar--O--CO--NR--B (IV)by reaction of a saltM.sup..sym. .crclbar.NR--B (II-S)with a diaryl carbonate(ArO).sub.2 CO (III).The carbamate can be reacted, without any necessity of intermediate isolation, with a sulfonamide A--SO.sub.2 NH.sub.2 (V) to give a sulfonylurea (I) or salts thereofA--SO.sub.2 --NH--CO--NR--B (I).And thus, disclosed and claimed too is a process for the preparation of sulfonylurea (I) by (i) contacting a salt (II-S) with a diaryl carbonate (III) to form a carbamate (IV), and (ii) contacting carbamate (IV) from step (i) with or without intermediate isolation, with a sulfonamide (V). These processes avoid the use of alkali metal hydrides as a base. And, these processes can additionally include the preparation of salt (II-S) from a compound H--NR--B (II) and base M.sup..sym. Base.sup..crclbar..
    Type: Grant
    Filed: July 11, 1996
    Date of Patent: August 10, 1999
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Gerhard Schnabel, Harald Knorr, Klemens Minn, Jan Vermehren
  • Patent number: 5928630
    Abstract: Photoprotective/cosmetic compositions well suited for enhanced photoprotection of human skin and/or hair, as well as of a wide variety of other photosensitive materials and substrates, e.g., inorganic or organic glasses, plastics or the like, against the deleterious effects of UV-A and UV-B irradiation, particularly solar radiation, comprise a photoprotecting effective amount of a novel insoluble benzalmalonate/phenylcyanoacrylate-substituted s-triazine compound having the structural formula (I): ##STR1## in which R.sub.1, R.sub.1 ' and R.sub.
    Type: Grant
    Filed: September 4, 1998
    Date of Patent: July 27, 1999
    Assignee: Societe L' Oreal S.A.
    Inventors: Herve Richard, Madeleine Leduc, Alain LaGrange, Herve Plessix
  • Patent number: 5925597
    Abstract: Compounds of the formula (I) and their salts as defined in claim 1, ##STR1## in which R.sup.1 is CO--Q--R.sup.8, where R.sup.8 =H or RR.sup.2 and R.sup.3 are H or (C.sub.1 -C.sub.4)alkyl,R.sup.4 is H, R, RO, OH, RCO, RSO.sub.2, PhSO.sub.2R.sup.5 is RSO.sub.2, PhSO.sub.2, PhCO, RNHSO.sub.2, R.sub.2 NSO.sub.2, RCO, CHO, COCOR', CW--T--R.sup.9, CW--NR.sup.10 R.sup.11, CW--N(R.sup.12).sub.2 orR.sup.4 and R.sup.5 together are the chain (CH.sub.2).sub.m B or --B.sup.1 --(CH.sub.2).sub.m1 B-- where B=SO.sub.2, CO; m=3, 4; m.sup.1 =2, 3;T and W=O, S; Q=O, S, NR.sup.13 where R.sup.13 =H, R;R.sup.6 =H, R, RO, RCO, ROCO, Hal, NO.sub.2, CN;R.sup.7 =H, CH.sub.3 ; R.sup.9 =R; R.sup.10, R.sup.11 =H, R; N(R.sup.12).sub.2 =heterocycleA=pyrimidinyl and triazinyl radical or an analog thereof,where R=(substituted) aliphatic hydrocarbon radical, are suitable as selective herbicides. They are prepared by analogous processes via sulfonamides, some of which are new, of the formula (II).
    Type: Grant
    Filed: March 31, 1997
    Date of Patent: July 20, 1999
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 5922122
    Abstract: A composition containing an organic pigment and a compound having the formula (I): ##STR1## in which R.sup.1 is a group having the formula (II): ##STR2## in which R.sup.4 and R.sup.5 represent hydrogen or alkyl, or R.sup.4 and R.sup.5 are bonded to each other to form a ring together with a nitrogen atom, X represents alkylene or alkyleneoxyalkylene, and Y represents --O--, --S-- or a group represented by --NR.sup.6 -- wherein R.sup.6 is hydrogen or lower alkyl; and R.sup.2 and R.sup.3 represent a group having the formula (II), alkyl, aralkyl, aryl, alkoxy, aralkyloxy, aryloxy, alkylamino, arylamino or a halogen atom. A photosensitive colored composition is made of the composition, a polymer having acidic group, a photopolymerizable monomer and a photopolymerization initiator.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: July 13, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akihiko Takeda, Takekatsu Sugiyama
  • Patent number: 5885935
    Abstract: Herbicidal sulfonamides of the formula: ##STR1## and salts thereof, where: A represents a substituted or unsubstituted benzene ring, or a 5- or 6-membered substituted or unsubstituted heteroaromatic ring; Q is --O--, --S-- or a group --CXX'--; X and X', which may be the same or different, are each hydrogen, halogen, cyano, an optionally-substituted alkyl group, or a group --OR.sup.a, --SR.sup.a, or --COR.sup.b ; or one of X and X' represents hydroxy and the other is as defined above; or X and X' together represent .dbd.O or .dbd.S; R.sup.a is an optionally-substituted alkyl, aryl or acyl group; R.sup.b is an optionally-substituted alkyl or aryl group, or a group --OR.sup.c or --NR.sup.c R.sup.d ; R.sup.c and R.sup.d, which may be the same or different, are each hydrogen, or an optionally-substituted alkyl or aryl group; Y is nitrogen or a group CR.sup.9 ; R.sup.1 is an optionally-substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, benzoheterocyclyl or amino group; R.sup.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: March 23, 1999
    Assignee: Agrevo UK Limited
    Inventors: Peter Stuart Gates, Graham Peter Jones, David Edward Saunders
  • Patent number: 5886176
    Abstract: The invention relates to a novel process for preparing herbicidal sulphonylurea salts of the formula (I) ##STR1## in which M.sup.+ represents an alkali metal ion or an alkaline earth metal ion equivalent,Z represents N, CH or C-halogen,R.sup.1 represents in each case optionally substituted aryl, aralkyl or heteroaryl,(where R.sup.2, X and Y have the meanings given in the description).
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: March 23, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus-Helmut Muller
  • Patent number: 5883253
    Abstract: The invention relates to a process for the prepn of ortho-sulfocarboxylic acids, which comprises: a) in a first reaction step, diazotizing an aromatic o-aminosulfonic acid in the presence of an acid and nitrite in water, in an organic solvent or in a mixture thereof, to an o-diazonium sulfonate, and, b) in a second reaction step, reacting the o-diazonium sulfonate in the presence of a palladium catalyst in water, in an organic solvent or in a mixture thereof, with carbon monoxide, under overpressure, to an aromatic o-sulfocarboxylic acid. The invention also relates to a process for the preparation of sulfonylureas using o-sulfocarboxylic acids as intermediates. Thus, 4-methoxyaniline-2-sulfonic acid was diazotized and treated with CO to give 97% 4-methoxybenzoic acid 2-sulfonic acid.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: March 16, 1999
    Assignee: Novartis AG
    Inventors: Urs Siegrist, Manfred Muller, Jean Brunisholz
  • Patent number: 5874576
    Abstract: A light screening agent, which contains a compound of the general formula ##STR1## wherein R and R' are alkyl, hydroxyalkyl, alkenyl, alkynyl, or alkyl ether radicals substituted by one or more hydroxy and/or alkoxy groups andAr represents one of the residues ##STR2## in which R.sup.2 is hydroxy, alkyl, alkenyl, alkynyl, or an alkyl, alkenyl, alkynyl ether residue or polyalkyl ether residue optionally substituted by one or more hydroxy and/or alkoxy groups and R.sup.3 is hydrogen or signifies a residue R.sup.2 and in which the hydroxy group is present in the .alpha.-position to the bonding to the triazine nucleus, with the number of C and O atoms present in R and R' being a total of 8 to 42, especially 8 to 18, and the number of O atoms corresponding to at most half of the C atoms.
    Type: Grant
    Filed: December 11, 1996
    Date of Patent: February 23, 1999
    Assignee: Givaudan-Roure (International) SA
    Inventor: Ulrich Huber
  • Patent number: 5856576
    Abstract: There are provided aryne intermediates of formula I, useful in the manufacture of herbicidal compounds. ##STR1## Also provided is a method to prepare the formula I intermediates via the palladium catalyzed coupling of an o-halonitrobenzene or o-haloaniline with 3-butyne-1-ol.
    Type: Grant
    Filed: January 29, 1998
    Date of Patent: January 5, 1999
    Assignee: American Cyanamid Company
    Inventors: Philip M. Harrington, Kenneth A. M. Kremer
  • Patent number: 5840893
    Abstract: There is disclosed compound according to the formula: ##STR1## wherein A, independently,=CH.sub.3 or CH.sub.2 CH.sub.3, P=1 or 2; and ##STR2## wherein X=NH.sub.2, CH.sub.3 or CH.sub.2 CH.sub.3 ; X'=CH.sub.3 or CH.sub.2 CH.sub.3 ; Y=NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 ; and Z=H, CH.sub.3 or CH.sub.2 CH.sub.3 ; or ##STR3## wherein Y' and Z', independently,=H, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 or N.sup.+ (CH.sub.3).sub.3 ; Q is N or CH; and salts thereof.
    Type: Grant
    Filed: January 5, 1996
    Date of Patent: November 24, 1998
    Assignee: The Picower Institute for Medical Research
    Inventors: Michael I. Bukrinsky, Anthony Cerami, Peter Ulrich, Bradley J. Berger
  • Patent number: 5804583
    Abstract: Derivatives of bicyclic heterocycles comprising a pyrimidone ring fused to another 5, 6, or 7 membered nitrogen heterocycle which is C-substituted, through a methylene bridge, by a biphenyl group.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: September 8, 1998
    Assignee: Istituto Luso Farmaco D'Italia
    Inventors: Aldo Salimbeni, Davide Poma, Anna Renzetti, Carlo Scolastico
  • Patent number: 5786475
    Abstract: The invention relates to compounds of formula ##STR1## wherein the variables have the meanings given in the claims. The compounds are suitable for use as UV absorbers for the photochemical stabilization of undyed, dyed or printed textile fiber materials and for enhancing the sun protection factor thereof.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: July 28, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5760227
    Abstract: The compounds of the s-triazine series of formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, X and n possess the significances given in claim 1, are eminently suitable, when applied to textile material, as UV-absorbers, as resist agents for anionic dyes, and as stain blockers.
    Type: Grant
    Filed: July 31, 1996
    Date of Patent: June 2, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Jean-Luc Mura
  • Patent number: 5739328
    Abstract: A process for preparing asymmetrically substituted triazines of the formula I ##STR1## where R.sup.1 is hydrogen, methyl or ethyl, R.sup.2 and R.sup.3 independently of one another are an unsubstituted or substituted hydrocarbon radical, by reaction of a cyanoguanidine of the formula II ##STR2## with a carboxylic acid derivative in the presence of an alcohol of the formula IIIR.sup.2 --OH III,which comprises reacting a carboxylic acid ester of the formula IVR.sup.3 --COOR.sup.4 IV,where R.sup.3 has the abovementioned meaning and R.sup.4 is an unsubstituted or substituted hydrocarbon radical, in the presence of a base or of a carboxamide selected from the group consisting of N,N-dialkylformamide, N,N-dialkylacetamide and N-methylpyrrolidone and in the presence of a salt or of a salt-like compound of the elements magnesium, calcium, aluminum, zinc, copper, iron, cobalt, nickel or chromium, is described.
    Type: Grant
    Filed: March 29, 1996
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Schafer, Horst Mayer
  • Patent number: 5736628
    Abstract: The present invention is directed to novel benzenesulfonylurea derivatives having herbicidal activity.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 7, 1998
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae-Whang Kim, Young Kwan Ko, Jin-Seog Kim, Dong Whan Ku
  • Patent number: 5688745
    Abstract: The invention relates to novel herbicidal and plant growth-regulating compounds of the formula (I) or salts thereof, ##STR1## where Q, W, R, R, R, R, Y and Z are defined as in formula (I) as claimed in claim 1.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: November 18, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Oswald Ort, Klaus Bauer, Hermann Bieringer
  • Patent number: 5635450
    Abstract: N-[(1,3,5-Triazin-2-yl)-aminocarbonyl]-benzenesulfonamide of the general formula ##STR1## where R.sup.1 is methyl or ethyl, R.sup.2 is halogen, C.sub.1 -C.sub.3 -alkylsulfonyl, trifluoromethyl or 2-methoxyethoxy and R.sup.3 is hydrogen, methyl, ethyl, methoxy, ethoxy, fluorine or chlorine, and their agriculturally useful salts, processes for their preparation and their use.
    Type: Grant
    Filed: July 12, 1995
    Date of Patent: June 3, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Klaus Grossmann, Wilhelm Rademacher
  • Patent number: 5631206
    Abstract: Compounds of formula (D having herbicidal utility are disclosed; ##STR1## wherein Q is a variety of heteroaromatic groups; X is a single bond; O; S; or NR.sup.4 ; R.sup.1 is C.sub.1 -C.sub.5 alkyl optionally substituted with C.sub.1 -C.sub.2 alkoxy, OH, 1-3 halogens, or C.sub.1 -C.sub.2 alkylthio; CH.sub.2 (C.sub.3 -C.sub.4 cycloalkyl); C.sub.3 -C.sub.4 cycloalkyl optionally substituted with 1-3 methyl groups; C.sub.2 -C.sub.4 alkenyl; or C.sub.2 -C.sub.4 haloalkenyl; R.sup.2 is H; chlorine; bromine; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; C.sub.1 -C.sub.2 alkylthio; C.sub.2 -C.sub.3 alkoxyalkyl; C.sub.1 -C.sub.2 alkylthioalkyl; cyano; nitro; NH(C.sub.1 -C.sub.2 alkyl); or N(C.sub.1 -C.sub.2 alkyl).sub.2 ; R.sup.4 is H; CH.sub.3 ; or OCH.sub.3 ; and agriculturally suitable salts thereof.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: May 20, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Lucian R. Denes
  • Patent number: 5585422
    Abstract: s-Triazine UV absorbers substituted by a benzotriazolyl or benzophenonyl moiety exhibit unexpectedly improved UV absorption characteristics and outstanding efficacy in protecting organic substances from the deleterious effects of actinic radiation as well as good resistance to loss by volatilization during processing of stabilized compositions at elevated temperatures.
    Type: Grant
    Filed: September 20, 1995
    Date of Patent: December 17, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Tyler A. Stevenson, Gregory R. Coughlin
  • Patent number: 5578667
    Abstract: The invention relates to novel water-soluble antioxidants of formula ##STR1## wherein the variables are as defined in the claims, to a process for their preparation and to the use thereof for the photochemical and thermal stabilisation of dyed and undyed polyamide fibre materials.
    Type: Grant
    Filed: September 15, 1995
    Date of Patent: November 26, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5571915
    Abstract: This invention provides a process for preparing amide derivatives of acids by the reaction of haloaminotriazines and acid halides.This invention also provides a process for preparing isocyanates and isocyanate adducts from amide derivatives derived from haloaminotriazines and acid halides such as oxalyl chloride, phosgene and phosgene analogs.Melamine derived acid amides are prepared by reaction of trichloro and hexachloromelamines with chloroformates and acid chlorides. The by-product chlorine may be recycled in this process.Amides, carbamates, sulfonamides, phosphoramides, and related amide derivatives may be prepared by the novel processes of the invention.
    Type: Grant
    Filed: March 3, 1995
    Date of Patent: November 5, 1996
    Assignee: Cytec Technology Corp.
    Inventor: Ram B. Gupta
  • Patent number: 5569761
    Abstract: Process for the preparation of sulfonylureasHerbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --0--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X.dbd.O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: October 29, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Stephen Lacchein, Gunter Schlegel, Heinz Kehne
  • Patent number: 5567670
    Abstract: This invention provides herbicides for use in plantation and specialty crops; and further provides novel substituted heterocyclic compounds, their agriculturally suitable compositions, and methods of using these compounds as preemergent or postemergent herbicides.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: October 22, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Kofi S. Amuti, Wonpyo Hong, Joseph E. Semple
  • Patent number: 5567411
    Abstract: Dendritic derivatives of 3,5-bis(aminomethyl)benzene and aminomethyl benzene core groups are disclosed. In each derivative, termed an "amplifier" because the dendritic structure on each molecule terminates with multiple termini to each of which an "active group" can be attached, the desired effect of the active group per mole is amplified compared to conventional compounds having only one active group per molecule. Amplifier molecules can include a targeting group permitting the molecules to preferentially attach to a particular anatomical or physiological situs. Active groups are any of various pharmacologically or therapeutically active moieties, including moieties useful for magnetic-resonance contrast enhancement. The dendritic structures comprise linkers and branch groups covalently bonded to each other in any of various structural combinations. The amplifiers can be prepared as a solution or mixture with a physiologically compatible carrier for administration to a warm-blooded animal subject.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: October 22, 1996
    Assignee: State of Oregon Acting by and Through the State Board of Higher Education on Behalf of the University of Oregon
    Inventors: John F. W. Keana, Vladimir Martin, William H. Ralston
  • Patent number: 5550238
    Abstract: This invention relates to a process for preparing sulfonylureas comprising reacting a sulfonyl chloride with a cyanate salt and an amine base in the presence of an inert aprotic solvent to give an isocyanate complex which is then reacted with an amino heterocycle to form the sulfonylurea product and a process for converting the crystal form of the prepared sulfonylurea product to a more stable crystal product form.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: August 27, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George C. Chiang, Richard F. Davis, Kwaku O. Temeng
  • Patent number: 5543433
    Abstract: Compounds of the formula I ##STR1## where X is hydrogen, halogen, alkyl, alkoxy, trifluoromethyl, cyano or nitro,Y is an amino, methylamino or dimethylamino group,Z is a group CHCH.sub.3, CHOCH.sub.3 or NOCH.sub.3,R is hydrogen or alkyl,A is hydrogen, alkyl, haloalkyl or cycloalkyl,B is unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclyl, aryl, heteroaryl, arylalkyl, heteroarylalkyl or the group ##STR2## where W is hydrogen, alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, unsubstituted or substituted aryl or heteroaryl, unsubstituted or substituted aryloxy, arylthio, arylamino or aryl-N-(C.sub.1 -C.sub.6 -alkyl)amino, heteroaryloxy, heteroarylthio, heteroarylamino or heteroaryl-N-(alkyl)amino orA and B, together with the C atom whose substituents they are, are an isocyclic or heterocyclic ring which can also be quinonoid,and fungicides containing these compounds.
    Type: Grant
    Filed: June 3, 1994
    Date of Patent: August 6, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhard Doetzer, Hubert Sauter, Herbert Bayer, Franz Roehl, Gisela Lorenz, Eberhard Ammermann, Horst Wingert
  • Patent number: 5520906
    Abstract: Triazine compounds of the formula I ##STR1## wherein Y is NH or O,R.sup.1 in each case independently of one another are a radical of the formula II ##STR2## wherein Phe is a phenylene group which is unsubstituted or substituted by 1 to 4 alkyl or alkoxy groups having 1 to 10 C atoms andX is H or --SO.sub.3 H,andR.sup.2 and R.sup.3in each case independently of one another are a radical of the formula Y-R.sup.1,oralkoxy, alkylamino, arylamino or aryloxy having 1 to 10 C atoms. Also, cosmetic formulations, medicaments and pharmaceutical formulations containing the compounds, particularly as filters for solar rays.
    Type: Grant
    Filed: August 12, 1994
    Date of Patent: May 28, 1996
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ingeborg Stein, Michael Casutt, Ulrich Heywang, Roland Martin, Michael Schwarz
  • Patent number: 5508402
    Abstract: A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalysed coupling with an olefine and heterogeneous palladium-catalysed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: April 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
  • Patent number: 5488029
    Abstract: N-[(1,3,5-traizin-2-yl)-aminocarbonyl]-benzenesulfonamides of the general formula I ##STR1## where R.sup.1 is methyl or ethyl;R.sup.2 is hydrogen or methyl;R.sup.3 is substituted or unsubstituted alkyl;a group OR.sup.5 or SR.sup.5 where R.sup.5 is unsubstituted or fluorine-substituted alkyl, with the exception of difluoromethoxy; nitro or hydroxyl; andR.sup.4 is hydrogen, methyl, ethyl, methoxy, ethoxy, methylthio, ethylthio, C.sub.1 - or C.sub.2 -haloalkoxy, fluorine or chlorine, with the exception of 6-chloro and 6-fluoro when R.sup.3 is alkyl or C.sub.1 - or C.sub.2 -alkoxy;and agriculturally useful salts thereof, processes for their preparation and the use thereof.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: January 30, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Horst Mayer, Karl-Otto Westphalen, Matthias Gerber, Uwe Kardorff, Helmut Walter
  • Patent number: 5482920
    Abstract: Pyrimidinyloxy- and triazinyloxy- and pyrimidinylthio- and triazinylthio-butyric acid derivatives of formula I ##STR1## wherein Q is ##STR2## A is hydroxy or a group ##STR3## and the other substituents are as described in patent claim 1, and salts of compounds of formula I, have herbicidal action and are suitable as active ingredients in weed control compositions.
    Type: Grant
    Filed: February 15, 1994
    Date of Patent: January 9, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Christoph Luthy
  • Patent number: 5478798
    Abstract: N-[(1,3,5-Triazin-2-yl)-aminocarbonyl]-benzenesulfonamide of the general formula ##STR1## where R.sup.1 is methyl or ethyl, R.sup.2 is halogen, C.sub.1 -C.sub.3 -alkylsulfonyl, trifluoromethyl or 2-methoxyethoxy and R.sup.3 is hydrogen, methyl, ethyl, methoxy, ethoxy, fluorine or chlorine, and their agriculturally useful salts, processes for their preparation and their use.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: December 26, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Helmut Walter, Matthias Gerber, Klaus Grossmann, Wilhelm Rademacher
  • Patent number: 5470921
    Abstract: A synthetic polyamide of formula I and its salts ##STR1## in which each R.sub.1 independently is selected from hydrogen, carboxyl, amino or a group of formula .alpha.-A.sub.1 -R.sub.10 (.alpha.)where A, is a bridging group and R.sub.10 is a sterically hindered amine group;each R.sub.2 independently is hydrogen or a group of formula .alpha.A is a bridging group of the formula ##STR2## is 0 or 1; R.sub.3 is hydrogen, C.sub.1-12 alkyl or is a significance of R.sub.10 ;R.sub.5 is hydrogen or C.sub.1-12 alkylR.sub.4 is a significance of R.sub.10 or a group of formula .alpha.; andp is an integer from 5 to 200;with the proviso that the compound of formula I contains 1-400 sterically hindered amine groups.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: November 28, 1995
    Assignee: Sandoz Ltd.
    Inventors: Bansi L. Kaul, Angelos-Elie Vougioukas, Jurgen Goldmann
  • Patent number: 5449777
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, C.sub.1 -C.sub.24 alkyl, phenyl-substituted C.sub.1 -C.sub.4 alkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, with the proviso that both substituents R.sub.1 and R.sub.2 are not simultaneously hydrogen,n is an integer from 3 to 8,R.sub.3 is C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.8 alkyl which is interrupted by --O--, --S-- or --NR.sub.4 --, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl, phenyl-substituted C.sub.1 -C.sub.4 alkyl, unsubstituted or C.sub.1 -C.sub.12 alkyl-substituted phenyl or a radical --(CH.sub.2).sub.m --COOR.sub.4 or ##STR2## R.sub.4 is C.sub.1 -C.sub.18 alkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl, benzyl or phenyl,R.sub.5 is hydrogen, methyl, benzyl or a radical --OR.sub.7,m is 1 or 2,X is O, S, or NR.sub.
    Type: Grant
    Filed: July 1, 1994
    Date of Patent: September 12, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Rita Pitteloud
  • Patent number: 5440039
    Abstract: The yield and purity of the condensate obtained in the reaction of cyanuric fluoride with an aqueous amine solution is improved by introducing the reactants into a reactor (1) at a differential rate which results in intensive mixing and substantially completing the reaction in the reactor (1) with no back-mixing, the reactor (1) preferably being a tube (1) into which one nozzle (2) opens axially and one or more nozzle(s) (4) open(s) concentrically thereto.
    Type: Grant
    Filed: May 9, 1991
    Date of Patent: August 8, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Frank-Michael Stohr
  • Patent number: 5420274
    Abstract: An improved process for the preparation of 2,4-di(alkylamino)-6-alkylthio-s-triazines wherein cyanuric chloride is reacted in successive steps with two appropriate alkylamines and an alkyl mercaptan is described where the improvement involves use of a single water-immiscible solvent and a phase transfer catalyst in the mercaptan addition step.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: May 30, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry C. Grace, Mervin G. Wood, Jr.
  • Patent number: 5418212
    Abstract: The present invention provides a novel alkanoic acid amide derivative of the formula, ##STR1## (wherein R.sup.1 is a hydrogen atom, an alkyl group or an alkoxyalkoxy group, R.sup.2 is a group of --SO.sub.2 R or a hydroxyl group, R.sup.5 is an alkyl group, R.sup.3 is an alkyl group, a cycloalkyl group, a cycloalkenyl group or a phenyl group, R.sup.4 is a hydrogen atom or an alkyl group, X and Y may be the same or different and are an alkoxy group, an alkylamino group or a dialkylamino group, and Z is a methine group or a nitrogen atom) and its salt, a process for preparing the same and a herbicidal composition containing the same as an effective ingredient.This compound kills annual and perennial weeds grown in paddy fields and upland fields at a small dose, and is safe to a useful crop plant.
    Type: Grant
    Filed: April 27, 1993
    Date of Patent: May 23, 1995
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Takumi Yoshimura, Keiji Toriyabe, Katsumi Masuda, Ryo Hanai
  • Patent number: 5414084
    Abstract: Herbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X=O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: May 9, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Stephen Lachhein, Gunter Schlegel, Heinz Kehne
  • Patent number: 5405959
    Abstract: This invention provides a process for preparing amide derivatives of acids by the reaction of haloaminotriazines and acid halides.This invention also provides a process for preparing isocyanates and isocyanate adducts from amide derivatives derived from haloaminotriazines and acid halides such as oxalyl chloride, phosgene and phosgene analogs.Melamine derived acid amides are prepared by reaction of trichloro and hexachloromelamines with chloroformates and acid chlorides. The by-product chlorine may be recycled in this process.Amides, carbamates, sulfonamides, phosphoramides, and related amide derivatives may be prepared by the novel processes of the invention.
    Type: Grant
    Filed: November 10, 1993
    Date of Patent: April 11, 1995
    Assignee: Cytec Technology Corp.
    Inventor: Ram B. Gupta
  • Patent number: 5387682
    Abstract: Radiation-sensitive organo-halogen compounds having a photo-labile halomethyl-1,3,5-triazine moiety and at least one polymerizable moiety within one molecule. The compounds of this invention have at least one halomethyl substituent attached to a carbon atom of the triazine moiety and at least one polymerizable monomeric moiety attached to another atom of the triazine moiety. The compounds of this invention can be used to prepare polymers having 1,3,5-triazine substituents attached thereto. The compounds of this invention are good photoinitiators, and compositions containing them can be used in printing, duplicating, copying, and other imaging systems. The compounds of this invention are capable of stimulation by actinic radiation at a wavelength of about 250 to 900 nanometers to generate free radicals.
    Type: Grant
    Filed: April 19, 1993
    Date of Patent: February 7, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James A. Bonham, Mithcell A. Rossman, Richard J. Grant
  • Patent number: 5380843
    Abstract: Phenyl (1,3,5-triazin-2-yl)carbamates of the formula (I): ##STR1## wherein R.sup.1 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sup.2 and R.sup.3 are independently H, halogen atom, 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 alkoxyalkyl or NR.sup.7 R.sup.8 (R.sup.7, R.sup.8 : H or C.sub.1 -C.sub.4 alkyl, independently), and R.sup.4, R.sup.5 and R.sup.6 are independently H, halogen atom, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, are prepared by reacting a 2-amino-1,3,5-triazine of the formula (II): ##STR2## with a diphenyl carbonate of the formula (III): ##STR3## in the presence of an alkali metal hydride in an acrotic polar solvent. An parotic polar solvent mixture of the phenyl (1,3,5-triazin-2-yl)carbamate of the formula (I) and an alkali metal phenoxide is also disclosed.
    Type: Grant
    Filed: May 19, 1993
    Date of Patent: January 10, 1995
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yoichi Kanda, Hideo Arabori
  • Patent number: 5374725
    Abstract: A compound of formula I or salt thereof can be prepared in a process which comprises reacting a compound of formula II with a compound of formula III: ##STR1## wherein the formulae I-III the radical X is O, ONR.sup.2 or SO.sub.2 NR.sup.2 ; Y is N or CH;R.sup.1 is (subst.) alkyl, (subst.) alkenyl, (subst.) alkynyl, or in case X.dbd.O, also (subst.) phenyl;R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 -R.sup.6 are defined in claim 1;Z is S or NR.sup.8 ; R.sup.7, R.sup.8 are H, alkyl, (subst.) phenyl or (subst.) benzyl, or, in case Z.dbd.NR.sup.8, R.sup.7 and NR.sup.8 are also a 5- to 7-membered heterocycle.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: December 20, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Schlegel, Hilmar Mildenberger
  • Patent number: 5364937
    Abstract: Compounds of the formula I or salts thereof, ##STR1## in which X is oxygen, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, and Y is N or CH,R.sup.1 is (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or (C.sub.2 -C.sub.6)alkynyl, which are in each case optionally substituted, or, in the case where X=oxygen, also (subst.) phenyl,R.sup.2 is H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or -alkynyl or (C.sub.3 -C.sub.6) cycloalkyl,R.sup.3 and R.sup.4 are H, (subst.) (C.sub.1 -C.sub.4)alkyl or (subst.) (C.sub.1 -C.sub.4)alkoxy or halogen, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylamino or di[(C.sub.1 -C.sub.4)alkyl]-amino,R.sup.5 is H or (C.sub.1 -C.sub.4)alkyl and R.sup.6 is hydrogen,may be prepared by reacting compounds of the formula II,R.sup.1 --X--R.sup.7 (II)with compounds of the formulae III, IV and VR.sup.8 --OCN (III)SO.sub.2 Cl.sub.2 (IV) ##STR2## where R.sup.7 and R.sup.8 are H, a quarternary ammonium ion or one equivalent of a metal cation.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: November 15, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gunter Schlegel
  • Patent number: 5359135
    Abstract: The present invention relates to monoclonal antibodies that are distinguished by a high degree of selectivity and affinity towards triasulfurone and that are therefore outstandingly suitable for use in an immunoassay for the rapid and effective detection of triasulfurone. The present invention relates also to hybridoma cell lines that produce the said monoclonal antibodies and to immunological methods for the detection of triasulfurone in soil, water or air samples using the said monoclonal antibodies and to test kits that may be used in those detection methods.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: October 25, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marc Schlaeppi, Klaus Ramsteiner, Willy Meyer
  • Patent number: 5354728
    Abstract: Herbicidal N-azinyl-N'-(2-ethylsulphinyl-phenylsulphonyl)ureas of the formula ##STR1## in which A represents nitrogen or a CH group,X represents hydrogen, halogen or alkyl, alkoxy or alkylthio, each of which has 1 to 3 carbon atoms and each of which is optionally substituted by halogen andY represents alkyl or alkoxy, each of which has 1 to 3 carbon atoms and each of which is optionally substituted by halogen,and salts thereof.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: October 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5332737
    Abstract: This invention concerns novel compounds of the formula I: ##STR1## in which P is a group of formula II or a group of formula III; R.sup.1 is alkyl, cycloalkyl, cycloalkylalkyl, phenyl or phenylalkyl; R.sup.2 is hydrogen, alkyl, amino or alkylamino; R.sup.3 and R.sup.4 are independently hydrogen, alkyl, phenyl or benzyl; R.sup.6 is alkyl amino or alkylamino; C and D are independently ethylene or trimethylene; Z is a direct bond between C and D, or an oxy, thio, carbonyl, methylene, ethylenedioxymethylene, ethylidene, or isopropylidene link, or Z is a group of the formula .dbd.N.R.sup.5 in which R.sup.5 is alkyl, phenyl or benzyl; R8 is hydrogen, cycloalkylalkyl, alkyl, alkenyl, alkynyl or phenylalkyl; or R8 is a alkylene or alkenylene linked to the nitrogen atom of the group Q.A.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: July 26, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stuart D. Mills, Rodney B. Hargreaves, Bernard J. McLoughlin
  • Patent number: 5326762
    Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected form the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: July 5, 1994
    Assignee: Schering Corporation
    Inventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
  • Patent number: 5302596
    Abstract: Novel tricyclic compound represented by formula ##STR1## possess a TXA.sub.2 biosynthesis inhibiting activity and/or a TXA.sub.2 receptor antagonizing activity, and are expected to have preventive and therapeutic effects on ischemic diseases, cerebro-vascular diseases, etc.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: April 12, 1994
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Etsuo Oshima, Hiroyuki Obase, Akira Karasawa, Kazuhiro Kubo, Ichiro Miki, Akio Ishii
  • Patent number: 5284946
    Abstract: There are described new triazinyl-substituted acrylic esters of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, X and Y have the meaning given in the description, and a process for their preparation.The new acrylic esters of the formula (I) are used for the preparation of pesticides.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: February 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter C. Knuppel, Dieter Berg, Stefan Dutzmann, Heinz-Wilhelm Dehne, Gerd Hanssler