Sulfur In Phenolic Moiety Patents (Class 560/135)
  • Patent number: 4303669
    Abstract: 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: Grant
    Filed: March 25, 1980
    Date of Patent: December 1, 1981
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4297501
    Abstract: 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: Grant
    Filed: February 27, 1980
    Date of Patent: October 27, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp
  • Patent number: 4266070
    Abstract: 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: Grant
    Filed: May 25, 1979
    Date of Patent: May 5, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4266080
    Abstract: 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: Grant
    Filed: February 2, 1978
    Date of Patent: May 5, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Karl F. Mueller
  • Patent number: 4264625
    Abstract: Bis-[N-Alkyl-N-arylcarbamate] sulfide compounds exhibit outstanding miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity, and phytotoxicity.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: April 28, 1981
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4262015
    Abstract: 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: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4262019
    Abstract: 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: Grant
    Filed: August 15, 1979
    Date of Patent: April 14, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Peter Loeffler, Karl Kiehs, Heinrich Adolphi
  • Patent number: 4261897
    Abstract: 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: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4260781
    Abstract: 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: Grant
    Filed: May 25, 1979
    Date of Patent: April 7, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Robert J. Harvey
  • Patent number: 4258201
    Abstract: 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: Grant
    Filed: January 29, 1979
    Date of Patent: March 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4254136
    Abstract: 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: Grant
    Filed: August 20, 1979
    Date of Patent: March 3, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger
  • Patent number: 4242520
    Abstract: 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: Grant
    Filed: January 29, 1979
    Date of Patent: December 30, 1980
    Assignee: Halcon Research & Development Corporation
    Inventor: David Moy
  • Patent number: 4239775
    Abstract: 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: Grant
    Filed: August 15, 1979
    Date of Patent: December 16, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Peter Loeffler, Karl Kiehs, Heinrich Adolphi
  • Patent number: 4234580
    Abstract: 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: Grant
    Filed: March 28, 1977
    Date of Patent: November 18, 1980
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4169894
    Abstract: 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: Grant
    Filed: March 28, 1977
    Date of Patent: October 2, 1979
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4166864
    Abstract: 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: Grant
    Filed: March 28, 1977
    Date of Patent: September 4, 1979
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4163112
    Abstract: 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: Grant
    Filed: April 4, 1977
    Date of Patent: July 31, 1979
    Assignee: Velsicol Chemical Corporation
    Inventor: Leonard J. Stach
  • Patent number: 4150034
    Abstract: 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: Grant
    Filed: August 10, 1977
    Date of Patent: April 17, 1979
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Tamas U. Kallay, Gabor Szabo, Geza Toth, Kalman Harsanyi
  • Patent number: 4148910
    Abstract: 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: Grant
    Filed: December 30, 1976
    Date of Patent: April 10, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfons Hartmann, Engelbert Kuhle, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
  • Patent number: 4113876
    Abstract: 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: Grant
    Filed: July 2, 1975
    Date of Patent: September 12, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Siegle, Engelbert Kuhle, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz
  • Patent number: 4109011
    Abstract: 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: Grant
    Filed: April 27, 1977
    Date of Patent: August 22, 1978
    Assignee: Montedison S.p.A.
    Inventors: Paolo Piccardi, Paride Paolucci, Franco Gozzo, Angelo Longoni, Vincenzo Dongiovanni, Giovanni Renis
  • Patent number: 4074059
    Abstract: 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: Grant
    Filed: January 19, 1972
    Date of Patent: February 14, 1978
    Assignee: American Cyanamid Company
    Inventors: Milon W. Bullock, Bryant L. Walworth