Nitrogen In Phenolic Moiety Patents (Class 560/136)
  • Patent number: 5066819
    Abstract: The invention relates to a process for the preparation of aryl esters of N-alkyl carbamic acids. The process comprises reacting an alkyl N-alkyl carbamate of the general formula:R.sub.1 --NH--COO--R.sub.3wherein R.sub.1 and R.sub.3 are both alkyl groups, with a substituted phenol in the presence of a halogen-containing phosphorous compound to produce an aryl ester of N-alkyl carbamic acid having the general formula:R.sub.1 --NH--COO--R.sub.2wherein R.sub.1 is an alkyl group and R.sub.2 is an aryl group derived from the substituted phenol. In a preferred embodiment of the invention, the process is used for the preparation of aryl esters of N-methyl carbamic acid.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: November 19, 1991
    Assignee: Council of Scientific & Industrial Research
    Inventors: Gurunath H. Kulkarni, Rajan H. Naik, Srinivasachari Rajappa
  • Patent number: 5021590
    Abstract: A process is provided for the preparation of N-alkyl-carbamates by directly reacting low-molecular weight alkyl-isocyanates, in particular methyl isocyanate, and a substituted phenolic precursor in solution in the presence of a basic catalyst compound selected from the class of bicyclic amidines or bicyclic guanidines.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: June 4, 1991
    Assignee: Enichem Synthesis SpA
    Inventors: Franco Mizia, Franco Rivetti, Ugo Romano
  • Patent number: 5015753
    Abstract: Poly(alkylene carbonate) monoahls and polyahls useful as nonionic surfactants and having a poly(alkylene carbonate) backbone are prepared by reacting an oligomeric poly(alkylene carbonate) polyahl with a compound having mono- or difunctional active hydrogen moieties, such as alcohols, carboxylic acids, mercaptans, amides, primary or secondary amines, or substituted phenols, optionally in the presence of a catalyst, under transesterification conditions.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: May 14, 1991
    Assignee: The Dow Chemical Company
    Inventor: Robert F. Harris
  • Patent number: 5013753
    Abstract: Compounds of formula ##STR1## (wherein R, R.sub.1, R.sub.2 and X have the meanings reported in the specification), the processes for their preparation and the pharmaceutical compositions containing them as active ingredient are described.The compounds of formula I are useful in the treatment of Parkinson's disease, renal failure, cardiac decompensation and hypertension.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: May 7, 1991
    Assignee: Simes
    Inventors: Cesare Casagrande, Francesco Santangelo
  • Patent number: 4960881
    Abstract: The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: October 2, 1990
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Gerard Barcelo, Jean-Pierre Senet, Gerard Sennyey
  • Patent number: 4948807
    Abstract: Phenyl carbamates of the general formula ##STR1## wherein R.sub.1 to R.sub.5 are as defined in the claims, are useful as pharmaceuticals.
    Type: Grant
    Filed: March 8, 1989
    Date of Patent: August 14, 1990
    Assignee: Proterra AG
    Inventors: Marta W. Rosin, Michael Chorev, Zeev Tashma
  • Patent number: 4925971
    Abstract: A method for producing aliphatic O-arylurethanes by the reaction of an aliphatic primary amine with an aromatic hydroxyl compound and urea. Ammonia produced as a by-product in the reaction is removed during the reaction so that the ammonia concentration of the reaction solution is maintained at 2 wt % or less.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: May 15, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Toshiya Aoki, Hiroshi Ishida, Shinsuke Fukuoka
  • Patent number: 4914124
    Abstract: A method of combating endoparasites which comprises applying thereto or to an endoparasite habitat an endoparasiticidally effective amount of an N-organooxycarbamic acid ester of the formula ##STR1## in which R.sup.1 represents alkyl, cycloalkyl, alkenyl, alkinyl or aryl, which can optionally be substituted,R.sup.2 represents alkyl, alkenyl or alkinyl, which can optionally be substituted, andR.sup.3 represents alkyl, alkenyl or alkinyl, which can optionally be substituted.Those compounds wherein one of R.sup.2 and R.sup.3 is alkinyl are new.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: April 3, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Nikolaus Muller, Peter Andrews
  • Patent number: 4659845
    Abstract: Process for the production of N-methylcarbamates: ##STR1## (wherein RO- is the radical of a substituted phenol or of a naphthol), wherein:in a first reaction step methylamine and diphenyl carbonate are reacted with each other, operating in the liquid phase and as a continuous process, in order to form phenol and phenyl-N-methylurethane;in a second reaction step phenyl-N-methylurethane, within the related reaction mixture outcoming from the first step, is thermally continuously decomposed, to yield a gaseous stream containing methyl isocyanate, from which the components different than methyl isocyanate are condensed off;in a third step the methyl isocyanate stream, outcoming from the second step, after an optional preliminary condensation, is continuously fed and contacted with a solution of a substituted phenol or of a naphthol in an inert organic solvent, containing a basic catalyst, to form N-methylcarbamate (I);N-methylcarbamate (I) is finally recovered from the reaction mixture outcoming from the third st
    Type: Grant
    Filed: May 7, 1985
    Date of Patent: April 21, 1987
    Assignee: Enichem Sintesi S.p.A.
    Inventors: Franco Rivetti, Franco Mizia, Guido Garone, Ugo Romano
  • Patent number: 4595769
    Abstract: Carbamate-sulfenyl-carbamoyl fluoride compounds are valuable insecticidal compositions and are also useful intermediates in the production of bis-carbamate compounds.
    Type: Grant
    Filed: April 20, 1984
    Date of Patent: June 17, 1986
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4584318
    Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation of a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein Q is hydroxy, carbamoyloxy, or acyloxy, R is alkyl, alkenyl, alkynyl, X is halogen or methyl, n is 1 or 2. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: April 22, 1986
    Assignee: FMC Corporation
    Inventors: Clinton J. Peake, Carmine P. DiSanzo, John F. Engel
  • Patent number: 4551472
    Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4486447
    Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.
    Type: Grant
    Filed: June 24, 1983
    Date of Patent: December 4, 1984
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4474808
    Abstract: N-Sulphenylated biuret-N"-carboxylic acid esters of the general formula ##STR1## in which R.sup.1 and R.sup.2 can be identical or different and represent an optionally substituted aliphatic, cycloaliphatic, aromatic or araliphatic radical,R.sup.3 represents a hydrogen atom or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical andR.sup.4 represents a trihalogenomethyl radical,are obtained by the reaction of an acyl isocyanate of the general formula ##STR2## with a sulphenamide of the general formula ##STR3## if appropriate in the presence of a diluent. The compounds of the formula (I) are new. They can be used as pest-combating agents which are microbicides, especially fungicides or bactericides.
    Type: Grant
    Filed: November 3, 1982
    Date of Patent: October 2, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Engelbert Kuhle, Paul Reinecke, Karl-Heinz Kuck
  • Patent number: 4419364
    Abstract: New bronchospasmolytically active compounds exhibiting long duration of action and reduced undesired side effects of the structural formula ##STR1## and therapeutically acceptable salts thereof, in which formula R is selected from the group consisting of --C(CH.sub.3).sub.3, ##STR2## R.sup.1 is selected from the group consisting of H and R.sup.2, R.sup.2 represents the radical of the formula ##STR3## wherein R.sup.3 is selected from the group consisting of (a) H(b) alkyl groups containing 1-3 carbon atoms ##STR4## wherein R.sup.5 is selected from the group consisting of (e) OH(b) alkoxy groups containing 1-3 carbon atoms and whereinR.sup.4 is selected from the group consisting of(a) H(b) alkyl groups containing 1-3 carbon atoms, with the proviso that R.sup.3 and R.sup.4 are combined as follows:______________________________________ when R.sup.3 is then is R.sup.
    Type: Grant
    Filed: July 1, 1981
    Date of Patent: December 6, 1983
    Assignee: Aktiebolaget Draco
    Inventors: O. A. Torsten Olsson, Leif A. Svensson, Kjell I. L. Wetterlin
  • Patent number: 4400389
    Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.
    Type: Grant
    Filed: May 8, 1978
    Date of Patent: August 23, 1983
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4394383
    Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkoxysulfenylcarbamate esters. The preparation of these compounds, their physical properties, formulations, and use to control both household insects and crop pests are exemplified.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: July 19, 1983
    Assignee: Regents of the University of California
    Inventors: Mitsuyasu Kawata, Noriharu Umetsu, Tetsuo R. Fukuto
  • Patent number: 4387058
    Abstract: Novel phenyl and naphthyl esters of 2-(1-oxo-alkoxy)ethyl carbamic acids are prepared. The compounds are useful as pharmacological and agricultural agents.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: June 7, 1983
    Assignee: The Dow Chemical Company
    Inventor: Chester E. Pawloski
  • Patent number: 4386101
    Abstract: Unsymmetrical bis-carbamates of the formula ##STR1## wherein R.sub.1 is a phenyl, dihydrobenzofuranyl, naphthyl, pyrimidyl, pyrazolyl, triazolyl, quinolinyl or tetrahydroquinolinyl group, andR.sub.2 is a benzyl group,processes for producing them and their use for combating pests are described.
    Type: Grant
    Filed: November 9, 1981
    Date of Patent: May 31, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger
  • Patent number: 4378239
    Abstract: Herbicidally active thiolcarbamates are employed in combination with certain N-methylcarbamoyloxy benzaldehyde imines having the formula ##STR1## in which R.sup.4 is selected from the group consisting of chlorophenyl, chlorophenylthiomethylphenyl, acetoxy, and ##STR2## where R.sup.5 is selected from the group consisting of phenyl, pyridyl, and cyanomethyl, and n is zero or one.In a typical application, the imine is included in sufficient quantity to lessen the rate of soil degradation of the thiolcarbamate. As a result, the herbicidal effectiveness of the thiolcarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.
    Type: Grant
    Filed: April 27, 1981
    Date of Patent: March 29, 1983
    Assignee: Stauffer Chemical Company
    Inventors: Daniel L. Hyzak, Llewellyn W. Fancher, Edmund J. Gaughan, Joanna K. Hsu
  • Patent number: 4370497
    Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.
    Type: Grant
    Filed: August 7, 1980
    Date of Patent: January 25, 1983
    Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
  • Patent number: 4347256
    Abstract: This invention relates to substituted isopentenyl phenyl compounds and their use as anti-juvenile hormones. The compounds have been found effective in the control of insects by inhibiting the actions of juvenile hormones. Such compounds act to induce precocious maturation of immature insects resulting in a reduction in the ecological impact of the insect. Additional effects which have been obtained include sterilization of mature insects. Based on previous research it is also believed these compounds will cause interruption of embryogenesis in insect eggs, the induction of diapause in insects and the prevention of sex pheromone secretion in insects.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: August 31, 1982
    Assignee: Cornell Research Foundation, Inc.
    Inventor: William S. Bowers
  • Patent number: 4344883
    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: October 6, 1980
    Date of Patent: August 17, 1982
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4341795
    Abstract: Asymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: December 1, 1975
    Date of Patent: July 27, 1982
    Assignee: Union Carbide Corporation
    Inventor: Wei C. Liang
  • Patent number: 4339592
    Abstract: A urethane is produced by reacting an organic nitro compound with carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst and a co-catalyst. This reaction is conducted in the liquid phase at elevated temperature and pressure. The catalyst employed is an element and/or compound of an element from the group of noble metals of the 8th Secondary Group of the Periodic Table. The co-catalyst used is formed from (1) a component taken from the group consisting of iron oxychloride, a mixture of iron compounds containing iron oxychloride and oxide-chloride combinations and (2) metallic iron or an iron alloy in finely divided or high surface form. The oxides which may be used in the oxide-chloride combinations of co-catalyst component (1) are the oxides and/or oxide hydrates of tetravalent tin, trivalent chromium, hexavalent molybdenum, hexavalent tungsten, pentavalent vanadium, divalent iron and trivalent iron.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: July 13, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Christian Rasp, Gunter Stammann, Johann Grolig
  • Patent number: 4316908
    Abstract: Sulfinylamides of the formula ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl,R.sub.2 is C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkoxy, andR.sub.3 is phenyl which is unsubstituted or mono- or poly-substituted by identical or different substituents selected from the group comprising halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, nitro, ##STR2## processes for producing them, and their use in combating insect pests.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: February 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Odd Kristiansen, Jozef Drabek
  • Patent number: 4315026
    Abstract: A novel class of chemical compounds useful as pesticides consists of alkylpolyoxysulfinyl and alkylpolythiosulfinyl derivatives of carbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: February 9, 1982
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto, Teruomi Jojima
  • 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: 4288605
    Abstract: Esterified bromoacetanilides as new compositions of matter useful as microbiocides, especially 3'-cyclohexane carbonyloxybromoacetanilide.
    Type: Grant
    Filed: January 15, 1980
    Date of Patent: September 8, 1981
    Assignee: Stauffer Chemical Company
    Inventors: Don R. Baker, Eugene G. Teach
  • Patent number: 4288611
    Abstract: There are provided new N-methyl-carbamates of 3,5-dimethyl-4-(N'-monosubstituted)-aminophenols which are characterized by one substituent on the amino group in the 4 position, the substituent being selected from the group consisting of alkenyl, alkynyl, benzyl, cycloalkyl-methyl, cyclopropyl-alkyl and dichlorocyclopropyl-methyl. These are useful as insecticides and acaricides.
    Type: Grant
    Filed: May 21, 1980
    Date of Patent: September 8, 1981
    Assignee: Montedison S.p.A.
    Inventors: Franco Gozzo, Paride Paolucci, Angelo Longoni
  • Patent number: 4272547
    Abstract: Compounds of the general formula I ##STR1## wherein one of the two radicals R.sub.1 and R.sub.2 denotes the acyl radical of a carboxylic acid of aromatic character and the other denotes hydrogen or optionally esterified or etherified hydroxyl, R.sub.3 denotes hydrogen, alkyl or hydroxyalkyl, R.sub.4 denotes optionally esterified or amidized carboxyl, m denotes 1 or 2 and n denotes 0 or 1, in the free form or in the form of their salts are useful as antiphlogistics, mild analgesics, antipyretics and as anti-rheumatic agents.
    Type: Grant
    Filed: August 18, 1977
    Date of Patent: June 9, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Georges Haas, Alberto Rossi
  • 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: 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: 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: 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: 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: 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: 4106924
    Abstract: A process of controlling the growth of undesired plant life which comprises treating the undesired plants with an effective amount of a compound of the general formula: ##STR1## wherein X is chlorine, bromine or hydrogen and an inert carrier therefor.
    Type: Grant
    Filed: May 22, 1974
    Date of Patent: August 15, 1978
    Assignee: ICI Australia Limited
    Inventors: Asbjorn Baklien, Alexandru Serban, Jocelyn Margaret Gregory
  • Patent number: 4097676
    Abstract: Aromatic urethans are prepared by reacting aromatic carbonates with aliphatic amines, within an organic solvent or not. It is preferred that a stoichiometric quantity of the amine be employed to prevent the formation of urea by-products which are likely to be formed if an excess of the amine is used. The temperature should not exceed 100.degree. C, the interval between 20.degree. and 40.degree. C being preferred. Nearly quantitative yields are obtained.
    Type: Grant
    Filed: November 22, 1976
    Date of Patent: June 27, 1978
    Assignee: Anic S.p.A.
    Inventor: Ugo Romano
  • Patent number: 4082779
    Abstract: This invention relates to a novel carbamoylation method for the preparation of steroid phenolic N-disubstituted carbamate esters, and novel compounds in said method. Phenolic carbamate esters are useful for various purposes, for instance as pharmaceuticals, e.g. antitumor agents, as biocides, e.g. pesticides, and intermediates for preparing such useful compounds.
    Type: Grant
    Filed: June 24, 1976
    Date of Patent: April 4, 1978
    Assignee: Aktiebolaget Leo
    Inventors: Hans Jacob Fex, Sten Krister Kristensson, Anders Robert Stamvik
  • Patent number: 4081536
    Abstract: Some new phosphinic acid derivatives of aminothio methylcarbamates have been synthesized and tested as pesticides. The new compounds are active against insects, mites, and nematodes. The N-[(phosphinyl)amino]thio- and N-[(phosphinothioyl)amino]thio- methylcarbamates are readily prepared by the general procedure of reacting a phosphinic acid amide with sulfur dichloride so as to obtain the corresponding N-(chlorothio)phosphinic acid amide which reactant will react with a methylcarbamate so as to produce the corresponding object compounds, the N-[phosphinyl)amino]thio- and N-[(phosphinothioyl)-amino]thio- methylcarbamates of this invention. Various formulations for pesticidal use are described along with appropriate rates of application.
    Type: Grant
    Filed: February 4, 1977
    Date of Patent: March 28, 1978
    Assignee: The Upjohn Company
    Inventor: Stephen J. Nelson
  • Patent number: 4081440
    Abstract: A penicillin sulfoxide ester is reacted with an N-chloro halogenating agent at a temperature of from about 75.degree. C. to about 135.degree. C. to produce a novel 2-chlorosulfinylazetidin-4-one intermediate. The intermediate can be treated with stannic chloride to produce a 3-exomethylenecepham sulfoxide.
    Type: Grant
    Filed: April 2, 1976
    Date of Patent: March 28, 1978
    Assignee: Eli Lilly and Company
    Inventor: Stjepan Kukolja
  • Patent number: 4081461
    Abstract: This invention relates to a novel carbamoylation method for the preparation of phenolic N-disubstituted carbamate esters, and novel compounds in said method. Phenolic carbamate esters are useful for various purposes, for instance as pharmaceuticals, e.g. antitumor agents, as biocides, e.g. pesticides, and intermediates for preparing such useful compounds.
    Type: Grant
    Filed: June 24, 1976
    Date of Patent: March 28, 1978
    Assignee: Aktiebolaget Leo
    Inventors: Hans Jacob Fex, Sten Krister Kristensson, Anders Robert Stamvik