Chalcogen Bonded Directly To Ring Carbon Of The Oxadiazole Ring Patents (Class 548/144)
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Patent number: 4881967Abstract: This invention pertains to novel heterocyclic 2,3-dihydrobenzofuran and chromane compounds, including stereoisomers, agriculturally suitable composition containing them, and their use as broad spectrum herbicides.Type: GrantFiled: June 2, 1988Date of Patent: November 21, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventor: Joseph E. Semple
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Patent number: 4861787Abstract: Novel compounds of the formula ##STR1## in which R' represents C.sub.1 -C.sub.5 -alkyl, halogen, trifluoromethyl or C.sub.1 -C.sub.3 -alkoxy;R" represents C.sub.1 -C.sub.5 -alkyl or halogen; andR"' represents C.sub.1 -C.sub.5 -alkyl that is unsubstituted or is substituted by from 1 to 6 halogen atoms, C.sub.1 -C.sub.5 -alkenyl that is unsubstituted or is substituted by from 1 to 6 halogen atoms, or C.sub.1 -C.sub.5 - alkynyl that is unsubstituted or is substituted by from 1 to 6 halogen atoms;m represents 0, 1, 2 or 3 andn represents 0 or 1; andX.sub.1 and X.sub.2 each represents, independently of the other, oxygen or sulphur,as active ingredients for controlling plant parasite nematodes and for preventing damage to cultivated plants caused by nematode attack.Type: GrantFiled: October 25, 1988Date of Patent: August 29, 1989Assignee: Ciba-Geigy CorporationInventors: Ernst Beriger, Wolfgang Eckhardt, Robert Nyfeler
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Patent number: 4859230Abstract: There are described new halocyclopropyl compounds of the general formula I ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently of each other, are hydrogen or C.sub.1-4 -alkyl,X is hydrogen or halogen,Y is halogen,n is 0, 1, 2 or 3,U and V are hydrogen or halogen, andW is a heterocyclic group of formula ##STR2## in which T is halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, CN or OR.sub.9Q is CH or N,Z is O or S,R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each a straight, branched or cyclic C.sub.1-7 -alkyl group optionally substituted by up to six halogen atoms, orR.sub.4 and R.sub.5, can also together form a 4 to 7 membered ring that is saturated or unsaturated and can contain further hetero atoms, such as O, S or N, and can optionally be substituted by one to three methyl groups or one to six halogen atoms, andR.sub.9 is hydrogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl,processes for their preparation and their use as herbicide with high selectivity.Type: GrantFiled: October 14, 1987Date of Patent: August 22, 1989Assignee: Schering AktiengesellschaftInventors: Friedhelm Blume, Wilfried Franke, Friedrich Arndt, Richard Rees
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Patent number: 4855441Abstract: 5-pyrazolone compounds which are substituted with a thioether group in the 4-position may be prepared by the reaction of a 5-pyrazolone compound which is unsubstituted in the 4-position with a sulphenic acid amide. The resulting 5-pyrazolone compounds substituted in the 4-position are suitable for use as 2-equivalent magenta couplers in color photographic recording materials.Type: GrantFiled: December 14, 1987Date of Patent: August 8, 1989Assignee: Agfa-Gevaert AktiengesellschaftInventors: Gunter Renner, Erich Illner
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Patent number: 4851406Abstract: The present invention provides indole derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl, alkenyl, cycloalkyl, cycloalkenyl, carboxyl, cyano, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or aryl radical, R.sub.2 is a hydrogen atom or an alkyl, trihalogenomethyl, hydroxyl, cycloalkyl, cyano, carboxyl, alkoxycarbonyl, alkylcarbonyl, aminocarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl radical; R.sub.2 is a heterocyclic five-membered ring containing 1 to 4 heteroatoms or a heterocyclic six-membered ring containing 1 to 5 heteroatoms, the heteroatoms of the five- and six-membered rings being the same or different and being nitrogen, oxygen or sulphur and one or more of the nitrogen atoms optionally carrying an oxygen atom, the said five- and six-membered rings optionally being substituted by one or more alkyl, alkoxy, alkylthio, oxo, hydroxyl, nitro, amino, halogen or cyano groups; or R.sub.Type: GrantFiled: September 4, 1986Date of Patent: July 25, 1989Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Wolfgang von der Saal, Walter-Gunar Friebe, Bernd Muller-Beckmann, Gisbert Sponer
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Patent number: 4842640Abstract: A novel compound, 5-t-butyl-3-(4-chloro-2-fluoro-5-propargyloxy-phenyl)-1,3,4-oxadiazol-2-on e, useful as an active ingredient of a herbicide, and a production process thereof are disclosed.Type: GrantFiled: December 4, 1987Date of Patent: June 27, 1989Assignee: Rhone-Poulenc AgrochimieInventors: Hidejiro Yokoo, Toshishiro Maruyama, Yasuhide Toshima, Yasuo Kobori
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Patent number: 4835280Abstract: The present invention provides Indolines of the formula: ##STR1## ps useful to provide pharmaceutically active pyrrolobenzimidazoles or tautomers thereof, of the formula: These compounds are useful for treating heart or circulatory diseases, especially those which respond to a change of blood pressure, an increase in cardiac output and/or a change in micro-circulation.Type: GrantFiled: July 14, 1987Date of Patent: May 30, 1989Assignee: Boehringer Mannheim GmbHInventors: Alfred Martens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckman, Klaus Strein, Egon Roesch
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Patent number: 4833252Abstract: Substituted N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal bases or alkaline earth metal bases, or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties.In the above formula the symbols have the following meanings:R.sup.1 is hydrogen, halogen, nitro, 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 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, --CO--R.sup.8, --NR.sup.9 R.sup.10, --CO--NR.sup.11 R.sup.12 or --SO.sub.2 --NR.sup.13 R.sup.14,R.sup.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 alkylsulfinyl or C.sub.1 -C.sub.4 alkylsulfonyl,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or cyano,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, C.sub.Type: GrantFiled: September 28, 1988Date of Patent: May 23, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Topfl, Georg Pissiotas
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Patent number: 4831032Abstract: The present invention provides benzimidazoles of the general formula: ##STR1## wherein R.sub.1, X, A, and R.sub.2 are as defined in the specification. The present invention also provides processes for the preparation of these new benzimidazoles and pharmaceutical compositions containing them, as well as intermediates for the preparation thereof.The new benzimidazoles are useful to treat heart or circulatory diseases which respond to a lowering of blood pressure, a positive inotropic action and/or an improvement in microcirculation.Type: GrantFiled: July 3, 1986Date of Patent: May 16, 1989Assignee: Boehringer Mannheim GmbHInventors: Wolfgang von der Saal, Alfred Mertens, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein
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Patent number: 4824465Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group or a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkyl group, R.sup.2 is a t-butyl group or a 1-methylcyclopropyl group and X is a fluorine atom or a chlorine atom, which is useful as a herbicide.Type: GrantFiled: August 25, 1987Date of Patent: April 25, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
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Patent number: 4772309Abstract: A 5-Acylamino-pyrazole derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen or nitro,R.sup.2 represents hydrogen, alkyl, alkenyl, alkinyl or optionally substituted cycloalkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,X represents oxygen or sulphur,n represents the integer 0, 1 or 2,Ar represents in each case optionally substituted phenyl or pyridyl andHet represents an optionally substituted 5- or 6- membered heterocyclic radical linked via a carbon atom,which exhibit herbicidal and plant growth regulating activity.Type: GrantFiled: March 19, 1987Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Reinhold Gehring, Otto Schallner, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Substituted pyrazolin-5-ones, composition containing them, and method of combating fungi or bacteria
Patent number: 4767775Abstract: Microbicidal substituted pyrazolin-5-ones of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, alkylaminocarbonylalkyl or dialkylaminocarbonylalkyl, or represent in each case optionally substituted oxiranylalkyl, aralkyl, heterocyclyl or aryl andHet represents an optionally substituted heterocyclic radical.Intermediates therefor of the formula ##STR2## in which R is alkyl, are also disclosed.Type: GrantFiled: July 24, 1986Date of Patent: August 30, 1988Assignee: Bayer AktiengesellschaftInventors: Klaus Jelich, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke -
Patent number: 4762848Abstract: Heterocyclic sulfides of the general formula heterocycle-S-R, a process for their preparation and, in particular, their use for immunostimulation, immunorestoration and cytostatic treatment, and pharmaceutical agents, which contain a sulfide of this type, for these indications.Type: GrantFiled: March 10, 1986Date of Patent: August 9, 1988Assignee: Hoechst AktiengesellschaftInventors: Karl-Heinz Scheunemann, Walter Durckheimer, Jurgen Blumbach, Michael Limbert, Hans-Ulrich Schorlemmer, Gerhard Dickneite, Hans-Harald Sedlacek
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Patent number: 4742060Abstract: Novel insecticides of the formula ##STR1## in which n is 0 or 1,X is S, O, ##STR2## Y is N or ##STR3## Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R.sup.9 variously represent hydrogen or specified organic radicals.Type: GrantFiled: January 21, 1986Date of Patent: May 3, 1988Assignee: Nihon Tokushu Noyaku Seizo K. K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Koichi Moriya
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Patent number: 4740231Abstract: 1-Aryl-5-alkoximinoalkylamino-pyrazoles of the formula ##STR1## in which R represents cyano or nitro, or represents an optionally substituted heterocyclic radical,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl, or represents optionally substituted aryl,R.sup.3 represents hydrogen, alkyl or alkenyl, or represents in each case optionally substituted aralkyl or aryl andAr represents optionally substituted phenyl or pyridyl,are active as herbicides and plant growth regulants. Compounds of the formula ##STR2## in which R" has the same definition as R other than cyano, are also active and useful as intermediates as well.Type: GrantFiled: May 22, 1986Date of Patent: April 26, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4734504Abstract: 1-Alkylated diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3, have the meanings as defined in the specification.Type: GrantFiled: May 14, 1986Date of Patent: March 29, 1988Assignee: Eli Lilly and CompanyInventor: Richard E. Holmes
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Patent number: 4734505Abstract: 1-(Alkylated)-2-(acylated)diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as defined in the specification.Type: GrantFiled: May 14, 1986Date of Patent: March 29, 1988Assignee: Eli Lilly and CompanyInventor: Richard E. Holmes
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Patent number: 4725302Abstract: Phenylhydrazines of the formula I ##STR1## wherein R.sub.1 is --A--R--Z,A is oxygen, sulfur, ##STR2## R is C.sub.1 -C.sub.6 -alkylene, C.sub.1 -C.sub.6 -haloalkyl-C.sub.1 -C.sub.6 -alkylene, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkylene or C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkylene,Z is halogen, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl, orR and Z together are ##STR3## R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio or (C.sub.1 -C.sub.6 -alkyl).sub.2 amino,n is a number from 1-4, and R.sub.2 can be different when n is one of the numbers 2-4,R.sub.3 is halogen,R.sub.4 is hydrogen,R.sub.5 is --COOR.sub.6, orR.sub.3, R.sub.4 and R.sub.5 together form a bridge member of the formula ##STR4## and R.sub.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkynyl.Type: GrantFiled: November 20, 1985Date of Patent: February 16, 1988Assignee: Ciba-Geigy CorporationInventor: Josef Ehrenfreund
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Patent number: 4715884Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: A, B and D are selected from CH and N;E is selected from oxygen and sulfur;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, phenyl, substituted phenyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;R.sup.Type: GrantFiled: July 11, 1986Date of Patent: December 29, 1987Assignee: Imperial Chemical Industries PLCInventor: Keith G. Watson
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Patent number: 4695567Abstract: The present invention provided pyrrolobenzimidazoles or tautomer thereof, of the general formula: ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.3 -C.sub.7 cycloalkyl;R.sub.2 is hydrogen, cyano, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, or a carbonyl group substituted by hydroxyl, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyoxy, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.2 -C.sub.12 dialkylamino or hydrazino, orR.sub.2 and R.sub.1 together with the carbon to which they are attached form a C.sub.3 -C.sub.8 spirocycloalkyl ring, or R.sub.1 and R.sub.2 together form C.sub.3 -C.sub.7 alkylidene or C.sub.3 -C.sub.7 cycloalkylkidene,X is a valency bond, C.sub.1 -C.sub.Type: GrantFiled: January 17, 1986Date of Patent: September 22, 1987Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein, Egon Roesch
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Patent number: 4694014Abstract: The invention relates to novel compounds of the formulae ##STR1## in which formulae R'is C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, halogen or trifluoromethyl,R" is C.sub.1 -C.sub.5 alkyl or halogen,m is 1 ot 3 and n is 0 to 1,X is oxygen or sulfur,Y is hydrogen, fluorine, trifluoromethyl or the group HC(F)Z,Y' is hydrogen or the group CHF.sub.2 andZ is fluorine or trifluoromethyl,as active ingredients for controlling nematodes which parasitise on plants and for protecting cultivated plants from damage caused by nematode attack.Type: GrantFiled: September 26, 1986Date of Patent: September 15, 1987Assignee: Ciba-Geigy CorporationInventor: Beriger Ernst
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Patent number: 4648897Abstract: Compounds of the formula ##STR1## wherein Ar is aryl, R.sup.1 is halomethyl, R.sup.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, haloalkyl, alkylthio, alkenylthio, alkynylthio, aryl or NR.sup.5 R.sup.6 wherein R.sup.5 and R.sup.6 individually are hydrogen, alkyl, alkenyl or alkynyl, R.sup.3 is hydrogen or alkyl, n is 1 or 2, Y is O, S or NR wherein R is hydrogen, alkyl, alkenyl or alkynyl, have been found to be useful herbicides. The compounds are prepared by acylation of the corresponding N-heterocyclealkylene-N-arylamine.Type: GrantFiled: July 21, 1980Date of Patent: March 10, 1987Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4634779Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atom, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6-membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: September 30, 1982Date of Patent: January 6, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Mockli
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Patent number: 4606755Abstract: This invention relates to ortho-(isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, and triazolyl)benzenesulfonamides and their use as herbicides.Type: GrantFiled: December 21, 1984Date of Patent: August 19, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Morris P. Rorer
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Patent number: 4604132Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: A, B and D are selected from CH and N;E is selected from oxygen and sulfur;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, phenyl, substituted phenyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;R.sup.Type: GrantFiled: April 27, 1984Date of Patent: August 5, 1986Assignee: ICI Australia LimitedInventors: Richard J. Conway, Keith G. Watson, Graeme J. Farquharson
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Patent number: 4578476Abstract: A process for the production of 2-aryl-4-acyl-1.3.4-oxdiazolones-(5), in which an aromatic carboxylic acid hydrazide is reacted at a pH value of from 1.8 to 3.0 with phosgene in a mixture consisting of water and acetone at a temperature of from 0.degree. C. to 50.degree. C., subsequently the pH is increased to from 9.5 to 11.0, then about 100 mol % of a carboxylic acid chloride or about 50 mol % of a dicarboxylic acid chloride (based on mols of carboxylic acid hydrazide) is added and optionally from 10.sup.-4 to 1.0 mol % (based on mols of carboxylic acid hydrazide) of a tertiary amine or phosphine is added as a catalyst and the reaction is completed at a temperature from 0.degree. C. to 50.degree. C.Type: GrantFiled: June 18, 1984Date of Patent: March 25, 1986Assignee: Bayer AktiengesellschaftInventors: Manfred Schmidt, Karl-Heinrich Meyer
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Patent number: 4563532Abstract: Optical brighteners of the formula ##STR1## wherein Y denotes a carbocyclic or heterocyclic radical,R denotes hydrogen or R.sub.1,whereinR.sub.1 is an optionally substituted alkyl, aralkyl or aryl radical, andn denotes 0 or 1 andthe rings A and B can carry further substituents, are obtained in a simple manner by a process in which compounds of the formula ##STR2## are rearranged at elevated temperatures--if appropriate in the presence of acids.Type: GrantFiled: November 30, 1983Date of Patent: January 7, 1986Assignee: Bayer AktiengesellschaftInventor: Udo Eckstein
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Patent number: 4554283Abstract: Certain aphicidal 3-(2-alkyl-2,3-dihydrobenzofuran-7-yl)-5-(R,R.sup.1 -amino)-1,3,4-oxadiazol-2(3H)-ones.Type: GrantFiled: August 22, 1984Date of Patent: November 19, 1985Assignee: Shell Oil CompanyInventors: Kurt H. Pilgram, Richard D. Skiles
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Patent number: 4547579Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atoms, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6- membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.Type: GrantFiled: September 30, 1982Date of Patent: October 15, 1985Assignee: Ciba-Geigy CorporationInventor: Peter Mockli
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Patent number: 4510311Abstract: The invention relates to compounds of the formula ##STR1## or isomeric mixtures thereof, wherein A represents a quasiaromatic heterocyclic radical,B represents a radical of the formulae ##STR2## n represents 0, 1, 2 or 3, preferably 0-2, R.sub.1 represents hydrogen, CN, R or acyl,R.sub.2 represents hydrogen, halogen, --OR, --NHR, --N(R').sub.2 or NHCOR,R' represents alkyl andR represents R', alkenyl, aralkyl, cycloakyl or aryl.They are valuable optical brighteners and/or laser dyes and some of them are intermediate products for preparing these end products.Type: GrantFiled: January 14, 1983Date of Patent: April 9, 1985Assignee: Bayer AktiengesellschaftInventor: Udo Eckstein
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Patent number: 4500539Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently lower alkyl having from 1 to 4 carbon atoms; and R.sup.3 is lower alkyl having from 1 to 6 carbon atoms, lower cycloalkyl having from 3 to 6 carbon atoms optionally substituted with methyl or ethyl, lower alkoxyalkyl having up to a total of 8 carbon atoms or lower alkylthioalkyl having up to a total of 8 carbon atoms are insecticidal.Type: GrantFiled: July 15, 1983Date of Patent: February 19, 1985Assignee: Chevron Research CompanyInventor: Laroy H. Edwards
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Patent number: 4499098Abstract: Compounds of the formula: ##STR1## wherein X is oxygen or sulfur; R.sup.1 and R.sup.2 are independently lower alkyl having from 1 to 4 carbon atoms; and R.sup.3 is lower alkyl having from 1 to 6 carbon atoms, lower cycloalkyl having from 3 to 6 carbon atoms optionally substituted with methyl or ethyl, lower alkoxyalkyl having up to a total of 8 carbon atoms or lower alkylthioalkyl having up to a total of 8 carbon atoms are insecticidal.Type: GrantFiled: July 15, 1983Date of Patent: February 12, 1985Assignee: Chevron Research CompanyInventor: Laroy H. Edwards
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Patent number: 4482496Abstract: The invention relates to stilbene compounds of the formula ##STR1## wherein Q is hydrogen; a monocyclic 5- or 6-membered aromatic heterocyclic ring which is unsubstituted or substituted by non-chromophoric groups and which contains no fused benzene rings or one or two fused benzene rings; a bicyclic 9-membered aromatic heterocyclic ring or the radical --CH.dbd.C(R.sub.1)(R.sub.2), in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, and R.sub.2 is alkoxycarbonyl containing altogether 2 to 7 carbons atoms, cyano, carboxyl, carbamoyl, phosphonic acid dialkyl ester, C.sub.1 -C.sub.6 alkyl or arylsulfonyl; or Q may also be ##STR2## R.sub.o is hydrogen or C.sub.1 -C.sub.6 alkyl, R is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, di(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.Type: GrantFiled: June 1, 1982Date of Patent: November 13, 1984Assignee: Ciba-Geigy CorporationInventor: Kurt Weber
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Patent number: 4465504Abstract: An N-(2,2,2-trifluoroethyl)-N-alkyl-azolyloxyacetic acid amides of the formula ##STR1## in which R and R.sup.1 have the meaning given in the description, a process for the production of which is described, find use as herbicides. The intermediate products of the general formulae ##STR2## in which R.sup.1 in each case has the same meaning as in formula (I), for the preparation of the compounds (I) are also new.Type: GrantFiled: February 19, 1982Date of Patent: August 14, 1984Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Volker Mues, Bernd Baasner, Hermann Hagemann, Ludwig Eue, Robert Schmidt
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Patent number: 4455428Abstract: A process for the preparation of a hetaryloxyacetamide of the formula ##STR1## in which R.sup.1 is an optionally substituted oxazole, thiazole or tetrazole radical,comprising reacting a hydroxyacetamide of the formula ##STR2## with a halogeno-hetarene of the formulaR.sup.1 --Halin whichHal represents a fluorine, chlorine, bromine or iodine atom,in the presence of solid, anhydrous potassium hydroxide and in the presence of an aprotic diluent at a temperature between about -50.degree. and +50.degree. C.Type: GrantFiled: November 18, 1982Date of Patent: June 19, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Uwe Priesnitz
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Patent number: 4409227Abstract: 4-(((Heterocyclo)thio)methyl)benzoic acids, esters, amides and pharmaceutically-acceptable salts thereof having hypoglycemic activity in mammals, including a method of use and pharmaceutically-acceptable compositions.Type: GrantFiled: March 9, 1982Date of Patent: October 11, 1983Assignee: The Dow Chemical Co.Inventor: Donald P. Matthews
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Patent number: 4408055Abstract: Azolyloxy-carboxylic acid N-oxy-amide compound of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulphur atom and in addition 1 to 3 nitrogen atoms and which is optionally substituted by halogen, cyano, nitro, amino, alkylamino, arylamino, dialkylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl (which is optionally substituted by halogen, nitro or alkyl), aryl (which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy), by a radical which is optionally substituted by halogen and is selected from aralkyl, alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy, aryloxy, alkylthio, alkenylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl, alkylsulphonyl, alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, arylthioalkyl, arylsulphinylalkyl, arType: GrantFiled: November 5, 1980Date of Patent: October 4, 1983Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Fritz Maurer, Volker Mues, Ludwig Eue, Robert R. Schmidt
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Patent number: 4406910Abstract: Pesticidal 3-(2,3-dihydro-2-alkylbenzofuran-7-yl)-5-(R-oxy)-1,3,4-oxadiazol-2(3H)-one s.Type: GrantFiled: May 6, 1982Date of Patent: September 27, 1983Assignee: Shell Oil CompanyInventors: Kurt H. Pilgram, Richard D. Skiles
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Patent number: 4389403Abstract: 1-Aroyl-2-phenylamino-2-imidazolines of the general formula ##STR1## where R.sup.1 and R.sup.2 are identical or different and each is chlorine, bromine, fluorine, methyl, ethyl, methoxy, trifluoromethyl or cyano,R.sup.3 has the meanings given for R.sup.1 and R.sup.2 or is hydrogen andAr is an unsubstituted or substituted monocyclic or bicyclic heteroaromatic radical containing 1, 2 or 3 nitrogen and/or oxygen and/or sulfur atoms, their salts with physiologically tolerated acids, their preparation, and drugs containing these compounds.The compounds have, inter alia, a blood pressure-reducing action.Type: GrantFiled: March 3, 1981Date of Patent: June 21, 1983Assignee: BASF AktiengesellschaftInventors: Hans-Joachim May, Dieter Lenke, Josef Gries, Hans-Juergen Teschendorf, Wolfgang Worstmann
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Patent number: 4385181Abstract: New thioloesters of the formula: ##STR1## wherein R.degree. represents hydrogen, alkyl, vinyl, cyanomethyl or a protecting radical, R' represents hydrogen or a protecting radical, R represents alkyl, L-2-amino-2-carboxyethyl, phenyl or various heterocyclic radicals, and their syn and anti isomers and mixtures thereof, and metal salts thereof and addition salts thereof with tertiary nitrogen-containing bases, are intermediates useful in the preparation of cephalosporins having anti-bacterial properties.Type: GrantFiled: February 10, 1981Date of Patent: May 24, 1983Assignee: Rhone Poulenc IndustriesInventors: Daniel Farge, Pierre L. Roy, Claude Moutonnier, Jean-Francois Peyronel
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Patent number: 4378357Abstract: This invention relates to novel heterocyclic fungicides which are effective in controlling a broad spectrum of phytopathogenic fungi found in the four main classes of fungi namely Phycomycetes, Ascomycetes, Fungi Imperfecti, and Basidiomycetes. Certain of these compounds are especially effective in controlling sclerotial forming fungi such as Whetzelinia sclerotiorum=(Sclerotinia sclerotiorium) and Botrytis cinerea.Type: GrantFiled: December 16, 1977Date of Patent: March 29, 1983Assignee: Rohm and Haas CompanyInventors: George A. Miller, Lendon N. Pridgen
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Patent number: 4351945Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.Type: GrantFiled: February 5, 1979Date of Patent: September 28, 1982Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4326065Abstract: The invention relates to heterocyclic ester compounds which have been found to be extremely effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing an amount of a heterocyclic ester composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions such as polymers by adding to the polymer melt or dissolved in the polymer dope, coated on the exterior of the shaped or molded article, film or extruded fiber.Type: GrantFiled: June 13, 1980Date of Patent: April 20, 1982Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., Charles A. Kelly
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Patent number: 4315031Abstract: This invention relates to thiosubstituted cyclic amino acids, to a process for their preparation and to pharmaceutical compositions containing them together with an inert non toxic pharmaceutical carrier.Type: GrantFiled: August 28, 1978Date of Patent: February 9, 1982Assignee: Science Union et CieInventors: Michel Vincent, Georges Remond, Jacques Bure
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Patent number: 4302592Abstract: 3-(2,3-dihydrobenzofuran-7-yl)-5-methoxy-1,3,4-oxadiazol-2-(3H)-one, useful as a pesticide.Type: GrantFiled: September 15, 1980Date of Patent: November 24, 1981Assignee: Shell Oil CompanyInventor: Charles H. Tieman
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Patent number: 4298613Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.Type: GrantFiled: May 5, 1980Date of Patent: November 3, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gerald E. Lepone
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Patent number: 4269846Abstract: New benzoheterocyclic oxadiazolones and triazolones are described. These compounds are useful as anti-allergic reagents.Type: GrantFiled: October 29, 1979Date of Patent: May 26, 1981Assignee: USV Pharmaceutical CorporationInventors: Fu C. Huang, John H. Musser
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Patent number: 4267338Abstract: Novel N-azolylalkyl-aniline compound of the formula ##STR1## in which A is oxygen, sulfur or the radical >NR.sup.2,R is hydrogen or alkyl,R.sup.1 is hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, halogen, optionally substituted aryl, optionally substituted aralkyl or the radicals --OR.sup.3, --SR.sup.3 or --NH.sup.2 R.sup.3,R.sup.2 is hydrogen, alkyl or optionally substituted aryl,R.sup.3 is hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl or optionally substituted aralkyl,X is alkyl,Y is alkyl or halogen andn is 0, 1 or 2.Type: GrantFiled: February 9, 1979Date of Patent: May 12, 1981Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Wilfried Draber, Rudolf Thomas, Winfried Lunkenheimer
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Patent number: 4259497Abstract: Novel 1,3,4-oxadiazoline-5-one derivatives, their preparation and the insecticidal compositions in which they are present are disclosed. The novel 1,3,4-oxadiazoline-5-one derivatives correspond to the formula: ##STR1## in which: X represents a halogen atom,R.sub.1, R.sub.2 and R.sub.3, which may be identical or different, each represent a hydrogen atom or an alkyl radical containing from 1 to 3 carbon atoms,R.sub.4 represents a halogen atom, an alkyl radical containing from 1 to 3 carbon atoms or an alkoxy radical containing from 1 to 3 carbon atoms, andn represents an integer which is 0, 1, 2, 3 or 4, with the proviso that if n is 2, 3 or 4, the substituents R.sub.4 are identical or different. These compounds are useful as agricultural insecticides.Type: GrantFiled: September 11, 1979Date of Patent: March 31, 1981Assignee: PhilagroInventor: Michel Sauli
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Patent number: 4259104Abstract: Compounds of the formula ##STR1## wherein X is halo or C.sub.1 -C.sub.4 alkyl, n=1, 2 or 3 and R and R' are hydrogen or C.sub.1 -C.sub.6 alkyl have herbicidal and plant-growth regulating activity.Type: GrantFiled: July 2, 1979Date of Patent: March 31, 1981Assignee: Chevron Research CompanyInventor: Laroy H. Edwards