Patents Examined by Dolph H. Torrence
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Patent number: 4465639Abstract: Addition of controlled amounts of water to the reaction mixture produced by phosgenation of a mixture of polymethylene polyphenyl polyamines (and like polyamines produced by condensation of formaldehyde and aromatic amines) prior to complete removal of excess phosgene gives rise to the corresponding polymethylene polyphenyl polyisocyanates having significantly improved properties. Not only is the color of the product, and of polyurethane foams prepared therefrom, significantly lighter but the proportion of higher molecular weight products is significantly less and the viscosity is less. No undesirable by-products are introduced into the polyisocyanate as a result of the process.Type: GrantFiled: January 26, 1983Date of Patent: August 14, 1984Assignee: The Upjohn CompanyInventor: Richard Hatfield, Jr.
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Patent number: 4464391Abstract: New insecticides are of formula: ##STR1## wherein R.sup.1 represents hydrogen or a methyl group; R.sup.2 represents hydrogen or a halogeno or lower alkyl group; R.sup.3 represents hydrogen or a halogeno or carbo(lower alkoxy) group which contains at least 2 carbon atoms in the lower alkoxy residue when R.sup.2 represents methyl; with the proviso that (a) R.sup.2 and R.sup.3 each represent hydrogen only when R.sup.1 represents methyl, (b) when R.sup.1 and R.sup.3 each represent hydrogen and R.sup.2 represents alkyl, that alkyl group contains at least 2 carbon atoms and (c) when R.sup.3 represents halogeno, R.sup.2 represents hydrogen or halogeno; and R represents a group which forms insecticidal esters with chrysanthemic acid e.g. 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, .alpha.-cyano-3-phenoxybenzyl.Type: GrantFiled: July 28, 1980Date of Patent: August 7, 1984Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, David A. Pulman
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Patent number: 4459308Abstract: There are described 2,2-dimethyl-cyclopropanecarboxylates having in position 3 of the cyclopropane ring, a polyhalogenated chain having from 3 to 6 carbon atoms.Said compounds are insecticide and acaricide compounds with a high activity and long persistence.There is also described the use of the above mentioned compounds, as well as the synthesys processes and the corresponding intermediates.Type: GrantFiled: July 27, 1981Date of Patent: July 10, 1984Assignee: Montedison S.p.A.Inventors: Francesco Corda, Franco Gozzo, Vincenzo Caprioli
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Patent number: 4459305Abstract: The present invention relates to a cyclopropanecarboxylic acid ester derivative of the general formula I: ##STR1## in which R.sub.1 stands for a hydrogen atom, a methyl group, a halogen atom or a halomethyl group, R.sub.1 ' stands for a halomethyl or haloethyl group, R.sub.2 and R.sub.2 ' are the same or different, each standing for methyl group, a halogen atom or a halomethyl group, provided that if R.sub.1 is a hydrogen atom, R.sub.1 ' is a halomethyl group, and R.sub.2 and R.sub.2 ' are each a methyl group, and R stands for a group of the formula II, III, IV, V or VI: ##STR2## in which R.sub.3 stands for a hydrogen atom or a methyl group, R.sub.4 stands for an allyl, propargyl, benzyl or 2,4-pentadienyl group, X stands for an oxygen or sulfur atom, or a --CH.dbd.CH-- group, R.sub.5 stands for a hydrogen atom, or a cyano, ethynyl, propynyl or trifluoromethyl group, R.sub.6 stands for a hydrogen or halogen atom or a methyl or trifluoromethyl group, n is an integer of 1 to 4, R.sub.Type: GrantFiled: December 4, 1981Date of Patent: July 10, 1984Assignee: Dainippon Sochugiku Kabushiki KaishaInventors: Yoshio Katsuda, Yoshihiro Minamite
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Patent number: 4457871Abstract: A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans-cyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide.Type: GrantFiled: September 20, 1982Date of Patent: July 3, 1984Assignee: Akzona IncorporatedInventors: Hans Zengel, Manfred Bergfeld
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Patent number: 4456758Abstract: New heterocyclic nitriles of the formula: ##STR1## wherein (i) Het represents a heterocyclic radical of aromatic character containing one or two nitrogen atoms selected from pyrid-3-yl, pyrid-4-yl, pyridazinyl, pyrazinyl, pyrimidinyl, quinolyl, imidazolyl, naphthyridinyl, quinoxalinyl and quinazolinyl, X represents an oxygen atom and Y represents a valency bond or a methylene radical, or altenatively X represents a sulphur atom and Y represents a sulphur atom, a valency bond or a methylene radical, or(ii) Het represents the pyrid-2-yl radical, X represents an oxygen atom and Y represents a valency bond or a methylene radical, or alternatively X represents a sulphur atom and Y represents a sulphur atom or a methylene radical, are useful, in particular, as intermediates for the preparation of therapeutically useful heterocyclic thioformamides by converting the depicted cyano radical into a grouping --CSNHR wherein R represents a hydrogen atom or an alkyl (C.sub.1-4) radical.Type: GrantFiled: August 10, 1982Date of Patent: June 26, 1984Assignee: Rhone-Poulenc SanteInventors: Jean-Claude Aloup, Jean Bouchaudon, Daniel Farge, Claude James
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Patent number: 4456468Abstract: Oxime carbamates and oxime carbonates of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl, furan or thiophene,X is hydrogen, carboxylic acid, alkanoyl, halogen or alkyl, andR is mono- or disubstituted amine, an optionally substituted alkoxy or an optionally substituted alkylthio group, the substituents of which include optionally-substituted hydrocarbyl groups and heterocyclic groupsare suitable as antidotes for the protection of cultivated plants against harmful agricultural chemicals, in particular against herbicides which are insufficiently compatible with the cultivated plants. These compounds can be used either on their own or together with the agricultural chemicals. One of the possibilities offered is the dressing or immersion treatment of seed or of seedlings, of the crop to be protected with solutions or dispersions of said compounds.Type: GrantFiled: September 28, 1982Date of Patent: June 26, 1984Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4456562Abstract: In a process for producing a nitrile compound from a corresponding aldehyde exhibited by the general formula (I) and a hydroxylamine inorganic acid saltR.sup.1 CHO (I)or from an aldoxime exhibited by the general formula (II),R.sup.2 CH.dbd.NOH (II)(in the general formulas shown hereinabove, R.sup.1 represents an aryl group having 6 to 9 carbon atoms and R.sup.2 represents an alkyl or alkenyl group having 1 to 9 carbon atoms or an aryl group having 6 to 9 carbon atoms), a process, wherein water produced in the reaction is azeotropically distilled out of the reaction system with the aid of a solvent which makes an azeotropic mixture with water.The nitrile compound is useful as an important intermediate for the synthesis of pharmaceuticals or pesticides.Type: GrantFiled: November 23, 1982Date of Patent: June 26, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsuhisa Tamura, Hiroshi Sato
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Patent number: 4455264Abstract: Acyl cyanides of the formula ##STR1## in which R represents an optionally substituted alkyl group having 1 to 8 carbon atoms, an optionally substituted cycloalkyl group having 3 to 12 carbon atoms or an optionally substituted aryl group, or an optionally substituted 5-membered or 6-membered heterocyclic radical which additionally can be fused to a benzene ring,are obtained in high yields by reacting carboxylic acid anhydrides of the formula R--CO--O--CO--R (II) with trimethylsilyl cyanide, (CH.sub.3).sub.3 Si--CN (III), if appropriate in the presence of a catalyst and, if appropriate, in the presence of a diluent, at a temperature between 50.degree. and 250.degree. C. The acyl cyanides can be used as intermediate products, for example, for the preparation of certain herbicidally active compounds of the triazinone series.Type: GrantFiled: October 22, 1982Date of Patent: June 19, 1984Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Eckart Kranz
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Patent number: 4455261Abstract: A compound represented by the general formula ##STR1## wherein R represents a linear alkyl group having 1 to 10 carbon atoms.Type: GrantFiled: November 4, 1982Date of Patent: June 19, 1984Assignees: Dainippon Ink and Chemicals, Inc., Hitachi, Ltd.Inventors: Makoto Sasaki, Haruyoshi Takatsu, Hisato Sato, Tuneo Shimamura, Kazuhisa Toriyama, Tamihito Nakagomi
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Patent number: 4455260Abstract: Alk-1-enyl isocyanates are prepared by reacting a 1-haloalkylcarbamyl halide and/or a 1-haloalkyl isocyanate with a carboxamide, and are useful starting materials for the preparation of pesticides, dyes, drugs, textile water-repellents, detergents, plastics, bleaches and adhesives.Type: GrantFiled: January 27, 1983Date of Patent: June 19, 1984Assignee: BASF AktiengesellschaftInventors: Volker Schwendemann, Karl-Heinz Koenig
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Patent number: 4453973Abstract: Novel carbaminic acid phenyl esters of the general formula ##STR1## are described, in which R.sub.1 is C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, di-C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, cyano-C.sub.1 -C.sub.2 -alkyl, halogen-C.sub.1 -C.sub.2 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl, 1,3-dioxolan-2-yl-methyl, 2-methyl-1,3-dioxolan-4-yl-methyl, 2,2-dimethyl-1,3-dioxolan-4-yl-methyl or aminocarbonylmethyl;R.sub.2 is phenyl optionally mono- or disubstituted by one or more substituents selected from the group consisting of halogen, methyl and methoxy; andR.sub.3 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, cyclopropyl or trichloromethyl, or R.sub.1 is methyl or ethyl, R.sub.2 is .alpha.-cyanobenzyl or 1-cyano-2-phenylethyl and R.sub.3 is ethyl.Type: GrantFiled: January 4, 1982Date of Patent: June 12, 1984Assignee: Schering AktiengesellschaftInventors: Gerhard Boroschewski, Ludwig Nusslein, Friedrich Arndt
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Patent number: 4453969Abstract: Oxime carbamates and oxime carbonates of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl, furan or thiophene,X is hydrogen, carboxylic acid, alkanoyl, halogen or alkyl, andR is a mono- or di-substituted amine,an optionally substituted alkoxy or an optionally substituted alkylthio group, the substituents of which include optionally-substituted hydrocarbyl groups and heterocyclic groups, are suitable as antidotes for the protection of cultivated plants against harmful agricultural chemicals, in particular against herbicides which are insufficiently compatible with the cultivated plants. These compounds can be used either on their own or together with the agricultural chemicals. One of the possibilities offered is the dressing or immersion treatment of seed or of seedlings, of the crop to be protected, with solutions or dispersions of said compounds.Type: GrantFiled: September 28, 1982Date of Patent: June 12, 1984Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4453966Abstract: Novel carbaminic acid phenyl esters of the general formula ##STR1## are described, in which R.sub.1 is C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, di-C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, cyano-C.sub.1 -C.sub.2 -alkyl, halogen-C.sub.1 -C.sub.2 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl, 1,3-dioxolan-2-yl-methyl, 2-methyl-1,3-dioxolan-4-yl-methyl, 2,2-dimethyl-1,3-dioxolan-4-yl-methyl or aminocarbonylmethyl;R.sub.2 is phenyl optionally mono- or disubstituted by one or more substituents selected from the group consisting of halogen, methyl and methoxy; andR.sub.3 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, cyclopropyl or trichloromethyl, or R.sub.1 is methyl or ethyl, R.sub.2 is .alpha.-cyanobenzyl or 1-cyano-2-phenylethyl and R.sub.3 is ethyl.Type: GrantFiled: January 4, 1982Date of Patent: June 12, 1984Assignee: Schering AktiengesellschaftInventors: Gerhard Boroschewski, Ludwig Nusslein, Friedrich Arndt
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Patent number: 4453974Abstract: Oxime carbamates and oxime carbonates of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl, furan or thiophene,X is hydrogen, carboxylic acid, alkanoyl, halogen or alkyl, andR is a mono- or di-substituted amine, an optionally substituted alkoxy or an optionally substituted alkylthio group, the substituents of which include optionally-substituted hydrocarbyl groups and heterocyclic groups,are suitable as antidotes for the protection of cultivated plants against harmful agricultural chemicals, in particular against herbicides which are insufficiently compatible with the cultivated plants. These compounds can be used either on their own or together with the agricultural chemicals. One of the possibilities offered is the dressing or immersion treatment of seed or of seedlings, of the crop to be protected, with solutions or dispersions of said compounds.Type: GrantFiled: September 28, 1982Date of Patent: June 12, 1984Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4452745Abstract: Fluorenes bearing a 9-aminoalkyl substituent are useful antiarrhythmic agents. Pharmaceutical formulations containing such compounds are provided, as well as a method of treatment.Type: GrantFiled: September 29, 1982Date of Patent: June 5, 1984Assignee: Eli Lilly and CompanyInventors: William B. Lacefield, Richard L. Simon
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Patent number: 4452719Abstract: Novel liquid crystal compounds which are useful as a component constituting liquid crystal compositions and particularly capable of broadening the liquid crystal temperature range of the compositions due to high clearing point of the compounds, and liquid crystal compositions comprising the same, are provided, which compounds are 4-(trans-4'-alkyloxymethylcyclohexyl)benzoic acid esters having the general formula ##STR1## wherein X represents ##STR2## each represent an alkyl group of 1 to 10 carbon atoms.Type: GrantFiled: May 10, 1983Date of Patent: June 5, 1984Assignee: Chisso CorporationInventors: Hiromichi Inoue, Takashi Inukai, Yasuyuki Goto
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Patent number: 4451285Abstract: The present disclosure relates to a new class of 2-haloacetanilide derivatives which are useful as herbicides. This disclosure further relates to herbicidal compositions containing such 2-haloacetanilides and to herbicidal methods of use employing such compounds and compositions.Type: GrantFiled: May 28, 1982Date of Patent: May 29, 1984Assignee: Monsanto CompanyInventor: Gerhard H. Alt
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Patent number: 4450115Abstract: New amino-alcohol derivatives and processes for production thereof are disclosed. These compounds exhibit .alpha. and .beta.-adrenergic receptor blocking activity or they act to increase the flow of blood of certain organs.Type: GrantFiled: July 9, 1981Date of Patent: May 22, 1984Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Hiroshi Takizawa, Yoshimasa Oiji, Kazuhiro Kubo
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Patent number: 4448731Abstract: Compounds of the formula ##STR1## wherein X is halogen, R.sub.1 and R.sub.2 are hydrogen, halogen, (halo)alk(en)yl, (halo)alkoxyalkyl or together form an (optionally substituted) alkylene bridge, and R.sub.3 is hydrogen, alkyl or halogen are valuable intermediates in particular for the manufacture of pesticides.Type: GrantFiled: August 30, 1982Date of Patent: May 15, 1984Assignee: Hoechst AktiengesellschaftInventors: Lothar Willms, Dieter Gunther, Thomas Huttelmaier