Sulfur In Phenolic Moiety Patents (Class 560/135)
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Patent number: 4303669Abstract: Novel hybrid 1,3-dione-carbamate compounds which exhibit utility as insecticides and acaricides. Also included are insecticidal and acaricidal compositions containing these compounds and a method of controlling insects and acarids.Type: GrantFiled: March 25, 1980Date of Patent: December 1, 1981Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4297501Abstract: A process for producing urethanes by reacting primary amines, carbon monoxide and organic hydroxyl compounds in the presence of molecular oxygen and/or organic nitro compounds as oxidizing agents and a catalyst system comprising a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements and a compound capable of undergoing Redox reactions under reaction conditions of the 3rd to 5th main group and/or 1st to 8th subgroup of the Periodic System of Elements.Type: GrantFiled: February 27, 1980Date of Patent: October 27, 1981Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Johann Grolig, Christian Rasp
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Patent number: 4266070Abstract: A process for the production of urethanes is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst comprising a member selected from the group consisting of carbonyls of Co, Mo, Ti, Rh, Fe, Ni and mixtures thereof. Urethane yields and selectivities are further improved by conducting the reaction in the additional presence of an organic compound containing at least one C.dbd.N or C.dbd.C group. When such unsaturated organic compounds are employed, the catalyst can additionally comprise iridium carbonyl.Type: GrantFiled: May 25, 1979Date of Patent: May 5, 1981Assignee: Halcon Research and Development Corp.Inventor: David Moy
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Patent number: 4266080Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.Type: GrantFiled: February 2, 1978Date of Patent: May 5, 1981Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Karl F. Mueller
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Patent number: 4264625Abstract: Bis-[N-Alkyl-N-arylcarbamate] sulfide compounds exhibit outstanding miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity, and phytotoxicity.Type: GrantFiled: October 26, 1978Date of Patent: April 28, 1981Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4262015Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylthio- and N-arylthiosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.Type: GrantFiled: March 7, 1979Date of Patent: April 14, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4262019Abstract: The compound 2-(methylthiomethylthio)-phenyl-N-methylcarbamate of the formula ##STR1## and a process for controlling pests with this compound. The compound is particularly effective on plant-damaging Homoptera.Type: GrantFiled: August 15, 1979Date of Patent: April 14, 1981Assignee: BASF AktiengesellschaftInventors: Hans-Peter Loeffler, Karl Kiehs, Heinrich Adolphi
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Patent number: 4261897Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.Type: GrantFiled: March 7, 1979Date of Patent: April 14, 1981Assignee: The Regents of the University of CaliforniaInventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
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Patent number: 4260781Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group, and a metal reactant comprising at least one member selected from the group consisting of compounds and complexes of Group VIII of the Periodic Table.Type: GrantFiled: May 25, 1979Date of Patent: April 7, 1981Assignee: Halcon Research and Development Corp.Inventor: Robert J. Harvey
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Patent number: 4258201Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of an effective amount of a catalyst selected from the group consisting of non-halide compounds and complexes of metals of Groups IVB, VB, VIB, VIIB, VIII, IB and IIIA of the Periodic Table. Further improved results are obtained by employing in the reaction zone at least one promoter selected from the group consisting of metals of Group IA and IIA of the Periodic Table.Type: GrantFiled: January 29, 1979Date of Patent: March 24, 1981Assignee: Halcon Research and Development Corp.Inventor: David Moy
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Patent number: 4254136Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are each C.sub.1 -C.sub.4 -alkyl, R.sub.3 is C.sub.1 -C.sub.10 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl and R.sub.4 is 2-isopropoxyphenyl; 2-(1,3-dioxolan-2-yl)-phenyl; 2-methylthiomethylphenyl; 2-ethylthiomethylphenyl; 2-isopropylphenyl; 3,5-dimethyl-4-methylthiophenyl or 2,2-dimethyl-(2H,3H)-dihydrobenzofuran-7-yl having valuable pesticidal in particular insecticidal properties.Type: GrantFiled: August 20, 1979Date of Patent: March 3, 1981Assignee: Ciba-Geigy CorporationInventors: Jozef Drabek, Manfred Boger
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Patent number: 4242520Abstract: A process for the production of carbamates is provided which comprises contacting an organic primary or secondary amine with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of a catalyst for the reaction and in the presence of at least one member selected from the group consisting of disulfides of the formulaR.sup.1 --S--S--R.sup.2wherein R.sup.1 and R.sup.2 comprise members selected from the group consisting of alkyl, aryl, cycloalkyl, alkaryl, aralkyl, heterocyclic, alkenyl, alkynyl, alkanoyl, aranoyl, halogenated derivatives of the foregoing groups, and derivatives of the foregoing groups in which one or more carbon atoms is replaced by an oxygen atom.Type: GrantFiled: January 29, 1979Date of Patent: December 30, 1980Assignee: Halcon Research & Development CorporationInventor: David Moy
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Patent number: 4239775Abstract: The compound 2-(1-methylpropyn-2-yl-thio)-phenyl-N-methylcarbamate of the formula ##STR1## and a process for combating pests with this compound. The compound is effective on pests such as ectoparasites, and especially ticks.Type: GrantFiled: August 15, 1979Date of Patent: December 16, 1980Assignee: BASF AktiengesellschaftInventors: Hans-Peter Loeffler, Karl Kiehs, Heinrich Adolphi
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Patent number: 4234580Abstract: Carbamate thiosulfenylcarbamoyl fluoride compounds are insecticidal and miticidal compounds and are also useful intermediates in the preparation of pesticidally active bis-carbamate disulfide compounds.Type: GrantFiled: March 28, 1977Date of Patent: November 18, 1980Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4169894Abstract: Unsymmetrical N-substituted bis-carbamoyloxy disulfide compounds exhibit outstanding nematocidal, miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity and phytotoxicity as compared to known pesticidal compounds having a comparable spectrum of activity against insect, arachnid and nematode pests.Type: GrantFiled: March 28, 1977Date of Patent: October 2, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4166864Abstract: Unsymmetrical bis-arylcarbamate disulfide compounds exhibit outstanding miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity and phytotoxicity as compared to known pesticidal compounds having a comparable spectrum of activity against insect and mite pests.Type: GrantFiled: March 28, 1977Date of Patent: September 4, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4163112Abstract: This invention discloses new chemical compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen, alkyl and alkenyl; R.sup.2 is selected from the group consisting of alkyl, alkenyl, cycloalkyl and ##STR2## WHEREIN Z is selected from the group consisting of alkyl, alkenyl, alkoxy, halogen, nitro and alkylthio; p is an integer from 0 to 5; and m is the integer 0 or 1; X.sup.1 and X.sup.2 are each selected from the group consisting of hydrogen, alkyl and halogen; Y is selected from the group consisting of oxygen and sulfur; n is the integer 1 or 2; and R.sup.3 and R.sup.4 are each alkyl.Type: GrantFiled: April 4, 1977Date of Patent: July 31, 1979Assignee: Velsicol Chemical CorporationInventor: Leonard J. Stach
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Patent number: 4150034Abstract: A process for the preparation of a substituted-phenyl-N-alkyl-carbamate of the formula ##STR1## wherein R.sup.1 and R.sup.2 form part of a carbamoyloxy group and are identical or different and each is hydrogen or lower alkyl,R is halogen, formyl group or a group of the formula ##STR2## in ortho or meta-position to the carbamoyloxy group, wherein X.sup.1 and X.sup.2 are identical or different and each is oxygen or sulphur andR.sup.3 and R.sup.4 are identical or different and each is alkyl, alkenyl or alkynyl or together form a 5-membered saturated or unsaturated heterocycle in which X.sup.1 and X.sup.2 are heteroatoms, said process comprising reacting a compound of the formula ##STR3## in the presence of a base with a compound of the formula ##STR4## wherein A is phenyl substituted with two or more electron withdragroups.Type: GrantFiled: August 10, 1977Date of Patent: April 17, 1979Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.Inventors: Tamas U. Kallay, Gabor Szabo, Geza Toth, Kalman Harsanyi
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Patent number: 4148910Abstract: N-Methyl-N-(sulphonic acid amide-N'-sulphenyl)-carbamic acid esters of the formula ##STR1## in which R.sup.1 is dialkylamino with 1 to 4 carbon atoms in each alkyl radical, phenyl or phenyl carrying at least one halogen, alkyl with 1 to 4 carbon atoms, nitro or trihalogenomethyl substituent,R.sup.2 is alkyl with 2 to 8 carbon atoms, cycloalkyl, phenyl or cycloalkyl or phenyl carrying at least one halogen, alkyl with 1 to 4 carbon atoms, nitro or trifluoromethyl substituent, andR.sup.3 is phenyl, naphthyl, benzodioxolanyl, dihydrobenzofuranyl or indanyl; phenyl, naphthyl, benzodioxolanyl, dihydrobenzofuranyl or indanyl substituted at least once by trihalogenomethyl, halogen, nitro, cyano, cycloalkyl, formamidino, dioxanyl or dioxolanyl, or by alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto, alkynylmercapto or dialkylamino, each with up to 4 carbon atoms per aliphatic moiety, or an oxime radical of the formula ##STR2## R.sup.4 and R.sup.Type: GrantFiled: December 30, 1976Date of Patent: April 10, 1979Assignee: Bayer AktiengesellschaftInventors: Alfons Hartmann, Engelbert Kuhle, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
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Patent number: 4113876Abstract: Sulfonic acid-N'-methylamido-N'-sulfenyl-N-methyl-carbamic acid esters of the formula ##STR1## in which R.sup.1 is dialkylamino with 1-4 carbon atoms in each alkyl group, phenyl substituted in the o- or m-position by halogen or by alkyl with 1-4 carbon atoms, or phenyl substituted in the o-, m- or p-position by NO.sub.2, CF.sub.3 or CN, andR.sup.2 is phenyl, naphthyl, benzodioxolanyl or indanyl; phenyl, naphthyl, benzodioxolanyl or indanyl substituted by trihalogenomethyl, halogen, nitro, cyano, formamidino, dioxanyl or dioxolanyl, or by alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto or dialkylamino wherein each hydrocarbon portion has 1-4 carbon atoms; cycloalkyl of 5-7 carbon atoms, or ##STR2## in which R.sup.3 and R.sup.4 each independently is cyano or alkyl, alkoxy, alkylthio or alkoxycarbonyl with 1-4 carbon atoms in each alkyl group, or R.sup.3 and R.sup.4 together form a ring, or, provided that R.sup.1 is a NO.sub.2 -substituted phenyl, R.sup.Type: GrantFiled: July 2, 1975Date of Patent: September 12, 1978Assignee: Bayer AktiengesellschaftInventors: Peter Siegle, Engelbert Kuhle, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz
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Patent number: 4109011Abstract: This invention relates to carbamates of N-polychloroallyl-substituted amino-phenols, which are useful as insecticides. More particularly, this invention concerns a new class of carbamates of N-polychloroallyl-substituted amino-phenols, methods for their preparation and methods for their use in combatting moxious insects.Type: GrantFiled: April 27, 1977Date of Patent: August 22, 1978Assignee: Montedison S.p.A.Inventors: Paolo Piccardi, Paride Paolucci, Franco Gozzo, Angelo Longoni, Vincenzo Dongiovanni, Giovanni Renis
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Patent number: 4074059Abstract: The present invention relates to novel substituted-1-phenol-4-sulfonamides and salts thereof. It also relates to a method for controlling undesirable plant species with said compounds, and particularly to a novel method for selectively controlling wild oats with said compounds by contacting the seeds or foliage of said wild oat plants with a herbicidally effective amount thereof.Type: GrantFiled: January 19, 1972Date of Patent: February 14, 1978Assignee: American Cyanamid CompanyInventors: Milon W. Bullock, Bryant L. Walworth