Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Piperidine Ring Patents (Class 546/245)
  • Patent number: 4634709
    Abstract: This invention relates to certain heterocyclic compounds which are useful as platelet inhibitory agents and intermediates for these compounds.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: January 6, 1987
    Assignee: Research Corporation
    Inventors: Andrew Lasslo, Ronald P. Quintana, Marion Dugdale, Randy W. Johnson
  • Patent number: 4632986
    Abstract: Thiocarbamylsulfenamides are readily recovered from solutions of the thiocarbamylsulfenamides by the addition of a dilute aqueous caustic solution, to flash off the solvent separating the thiocarbamylsulfenamide from the resulting water slurry and drying the thiocarbamylsulfenamide.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: December 30, 1986
    Assignee: The BFGoodrich Company
    Inventors: Enrique G. Reynes, John O. Leising
  • Patent number: 4624962
    Abstract: Compounds of the formula I ##STR1## in which n denotes 0-3,R.sup.1 and R.sup.1' are the same or different and denote hydrogen, alkyl or alkenyl, phenyl or benzyl, each substituted as desired;R.sup.2 denotes hydrogen, alkyl or alkenyl;R.sup.3 denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl or aminoalkyl, alkanoylaminoalkyl, guanidinoalkyl, imidazolylalkyl, indolylalkyl, mercaptoalkyl or alkylthioalkyl, phenylalkyl, hydroxphenylalkyl, phenoxyalkyl or phenylthioalkyl, or R.sup.2 and R.sup.3, together with the C and N atoms carrying them, denote a saturated or unsaturated 4- to 8-membered monocyclic or 8- to 10-membered bicyclic isocycle or heterocycle, optionally monosubstituted or disubstituted by hydroxyl, alkoxy having 1 to 3 C atoms or alkyl,R.sup.4 denotes hydrogen, alkyl, alkenyl, alkadienyl, alkinyl, alkeninyl or alkadiinyl, cycloalkyl, phenyl, benzyl, phenethyl or phenylpropyl, each of which can be optionally monosubstituted or disubstituted;R.sup.5 denotes hydrogen or alkyl, hydroxyl or alkoxy andR.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: November 25, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Henning, Hansjorg Urbach, Rolf Geiger, Volker Teetz, Bernward Scholkens
  • Patent number: 4621143
    Abstract: A number of novel amides were found to be highly effective as cockroach repellents.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: November 4, 1986
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Terrence P. McGovern, George S. Burden
  • Patent number: 4621149
    Abstract: A process for producing a urethane compound which comprises reacting at least one compound selected from the group consisting of a primary amine, a secondary amine and a urea compound with carbon monoxide and an organic hydroxyl compound in the presence of a catalyst system comprising:(a) at least one member selected from the group consisting of platinum group metals and compounds containing at least one platinum group element; and(b) at least one halogen-containing compound selected from the group consisting of alkali or alkaline earth metal halides, onium halides, compounds capable of forming onium halides in the reaction, oxo acids of halogen atoms and their salts, complex compounds containing halogen ions, organic halides and halogen molecules,in the presence of molecular oxygen and/or an organic nitro compound as an oxidizing agent at a temperature of from about 80.degree. C. to about 300.degree. C. under a pressure of from about 1 Kg/cm.sup.2 to about 500 Kg/cm.sup.2.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: November 4, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Shinsuke Fukuoka, Masazumi Chono
  • Patent number: 4616017
    Abstract: Novel tertiary aminohydroxypropoxy substituted aryl compounds exhibit .alpha..sub.1 -adrenoceptor and serotonin antagonism and are also useful as antihypertensive agents.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: October 7, 1986
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4613461
    Abstract: The invention relates to a new process for preparing known thiolcarbamate esters of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 stand independently for hydrogen or a straight or branched chain alkyl group containing 1 to 6 carbon atoms or an alkenyl group containing 2 to 6 atoms, or an alkyl group containing 1 to 6 or an alkenyl group containing 2 to 6 carbon atoms and mono- or polysubstituted by halogen, oxygen, sulphur and/or nitrogen; orR.sup.1 and R.sup.2 together may represent an optionally substituted .alpha.,.omega.-alkylene group containing 4 to 6 carbon atoms;R.sup.3 and R.sup.4 stand independently for hydrogen or an alkyl group containing 1 to 4 carbon atoms and optionally substituted by halogen or by a group containing oxygen, sulphur and/or nitrogen; andR.sup.5 and R.sup.6 both stand for hydrogen; orR.sup.5 and R.sup.6 together may represent a chemical bond.
    Type: Grant
    Filed: December 31, 1984
    Date of Patent: September 23, 1986
    Assignees: MTA Kozponti Kemiai Kutato Intezet, Borsodi Vegyi Kombinat
    Inventors: Peter Viski, Laszlo Simandi, Ferenc Nagy, Gabor Besenyei, Gyorgy Paszthy, Gyula Pazmandi, Istvan Szita, Gyula Szilagyi, Istvan Toth, Ilona Szigeti nee Kiss
  • Patent number: 4608201
    Abstract: A process for preparing a lactam imide involves reacting together a lactam, a non-volatile carboxyl group-containing material, and an anhydride of a volatile carboxylic acid with the proviso that an appreciable amount of non-volatile carboxyl group-containing material and volatile carboxylic acid which is generated as the anhydride reacts are both present in the reaction mixture at the same time.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: August 26, 1986
    Assignee: PPG Industries, Inc.
    Inventor: Gregory J. McCollum
  • Patent number: 4602002
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.2 is --(CH.sub.2).sub.k --X--(CH.sub.2).sub.j --NHR.sup.3 ; wherein k is 0 to 3, j is 1 or 2; X is F or OH; and, R.sup.3 is hydrogen; loweralkyl or loweraralkyl which may be substituted by hydroxy, carboxy, carbamoyl, or carbalkoxy; or, acyl; and, a pharmaceutically acceptable salt thereof; are inhibitors of angiotensin I converting enzyme useful as antihypertensive agents.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: July 22, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Arthur A. Patchett, Mu T. Wu
  • Patent number: 4582855
    Abstract: Novel compounds of the general formula ##STR1## wherein Ar represents a substituted or unsubstituted aromatic or heterocyclic group; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NR.sub.2 COR.sub.1, --NR.sub.2 CONR.sub.1 R.sub.3, --NR.sub.2 SO.sub.2 R.sub.1, --NR.sub.2 SO.sub.2 NR.sub.1 R.sub.3, or --NR.sub.2 COOR.sub.1 wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.1 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.1 or --NR.sub.2 COOR.sub.1, or R.sub.1 and R.sub.3 may together with N form a 5 to 7 momoered heterocyclic group; and the pharmaceutically acceptable salts thereof. These compounds exhibit .beta.-adrenergic blocking activity and are also useful in the treatment of glaucoma.
    Type: Grant
    Filed: November 12, 1981
    Date of Patent: April 15, 1986
    Assignee: American Hospital Supply Corporation
    Inventors: Sheung T. Kam, William L. Matier
  • Patent number: 4581175
    Abstract: N'-Acylhydrazine-N-thiocarboxylic acid O-carbamoylmethyl esters of the formula ##STR1## in which R.sup.1 is alkyl, alkoxy, alkylthio, halogenoalkyl, aralkyl, aralkoxy, aralkylthio or optionally substituted aryl, andR.sup.2 and R.sup.3 each independently is hydrogen, alkyl, alkenyl, alkinyl, optionally substituted cycloalkyl or cycloalkenyl, halogenoalkyl, alkoxyalkyl, alkoxy, aralkyl or optionally substituted aryl, orR.sup.2 and R.sup.3, together with the nitrogen atom to which they are bonded, are an optionally substituted heterocyclic radical,are new compounds useful in preparing known thiadiazole herbicides in high yield by ring closure.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: April 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Fritz Maurer
  • Patent number: 4543424
    Abstract: In the process of preparing substituted formamides by the catalytic oxidation of substituted tertiary amines, in which a metal halide catalyst is used in conjunction with an alkali metal halide corrosion inhibitor, pitting of equipment can be inhibited by including in the reaction medium a primary alkylamine, urea or a substituted urea, or thiourea or a substituted thiourea.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: September 24, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harold E. Bellis
  • Patent number: 4522945
    Abstract: Novel quinazoline derivatives, comprising in the heterocyclic part of their quinazoline nucleus at least one carbonyl or thiocarbonyl group and a particularly substituted piperidinyl-alkyl side chain, said compounds being potent serotonin-antagonists.
    Type: Grant
    Filed: March 26, 1982
    Date of Patent: June 11, 1985
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Vandenberk, Ludo Kennis, Marcel Van der Aa, Albert Van Heertum
  • Patent number: 4515803
    Abstract: Compounds of the formula I ##STR1## in which n denotes 0-3,R.sup.1 and R.sup.1' are the same or different and denote hydrogen, alkyl or alkenyl, phenyl or benzyl, each substituted as desired;R.sup.2 denotes hydrogen, alkyl or alkenyl;R.sup.3 denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl or aminoalkyl, alkanoylaminoalkyl, guanidinoalkyl, imidazolylalkyl, indolylalkyl, mercaptoalkyl or alkylthioalkyl, phenylalkyl, hydroxyphenylalkyl, phenoxyalkyl or phenylthioalkyl, or R.sup.2 and R.sup.3, together with the C and N atoms carrying them, denote a saturated or unsaturated 4- to 8-membered monocyclic or 8- to 10-membered bicyclic isocycle or heterocycle, optionally monosubstituted or disubstituted by hydroxyl, alkoxy having 1 to 3 C atoms or alkyl,R.sup.4 denotes hydrogen, alkyl, alkenyl, alkadienyl, alkinyl, alkeninyl or alkadiinyl, cycloalkyl, phenyl, benzyl, phenethyl or phenylpropyl, each of which can be optionally monosubstituted or disubstituted;R.sup.5 denotes hydrogen or alkyl, hydroxyl or alkoxy andR.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: May 7, 1985
    Assignee: Hoechst Aktiengesellschafat
    Inventors: Rainer Henning, Hansjorg Urbach, Rolf Geiger, Volker Teetz, Bernward Scholkens
  • Patent number: 4511719
    Abstract: There are prepared specific .alpha.-aminocarboxylic acids or their methyl, ethyl, or benzyl esters in which the .alpha.-amino group is substituted by a 3-cyanopropanoyl group. The compounds are useful for producing the corresponding derivatives of 4-aminobutyramide ("Gabamide") by catalytic hydrogenation of the cyano group.
    Type: Grant
    Filed: October 28, 1983
    Date of Patent: April 16, 1985
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Jurgen Martens, Horst Weigel
  • Patent number: 4500518
    Abstract: Amino thiol substituted dipeptides of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: February 19, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Jollie D. Godfrey, Jr.
  • Patent number: 4495355
    Abstract: A novel optically active diamide derivative represented by the following general formula is provided, which is useful as a starting material for asymmetric synthesis of optically active compounds, ##STR1## wherein R.sup.1 is an acyclic or cyclic, divalent atomic group containing at least one carbon atom which will, upon substitution of one of the heterocyclic groups in the formula with a nucleophilic reagent, stand as an asymmetric center in the substitution product; R.sup.2 is a substituent which has such a configuration and a molecular size that the regioselectivity in the substitution reaction of the heterocyclic group with the nucleophilic reagent can be determined by a stereo-chemical interaction thereof with the substituent R.sup.1, the steric configuration of the two asymmetric carbon atoms to which the R.sup.2 substituents are attached being identical; X is a sulfur atom or an oxygen atom; and n is an integer which is 1 or 2.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: January 22, 1985
    Assignee: Yamasa Shoyu Kabushiki Kaisha
    Inventors: Eiichi Fujita, Yoshimitsu Nagao, Takao Ikeda, Takehisa Inoue
  • Patent number: 4491583
    Abstract: A process for inducing the production of endogenous interferon in a vertebrate animal which comprises parenterally, intranasally or topically adminstering to the animal an interferon-inducing effective amount of composition containing as the essential active ingredient a compound of the formula ##STR1## or a non-toxic acid addition salt thereof wherein R.sub.7 and R.sub.8 are each alkyl of from 12 to 30 carbon atoms and Z is selected from the group consisting of N-(lower alkyl)-piperazino and N-(W-hydroxy-lower alkyl)-piperazino, said lower alkyl groups having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: January 1, 1985
    Assignee: Pfizer Inc.
    Inventors: Timothy H. Cronin, Hermann Faubl, William W. Hoffman, James J. Korst
  • Patent number: 4478836
    Abstract: The present invention concerns new derivatives of 1-aryl 2-aminomethyl cyclopropane carboxamides (Z) of general formula I: ##STR1## in which: R represents a hydrogen or halogen atom, a lower alkyl group, a lower alkoxy group, or a hydroxy. nitro or amino group;n represents the value 1 or 2;R.sub.1 and R.sub.2 represent a hydrogen atom, a lower alkyl group, an aryl or lower alkaryl group, possibly substituted, preferably in para position, by a halogen atom, preferably a chlorine atom;R.sub.1 and R.sub.2 may also form a heterocycle having 5 or 6 members with the adjacent nitrogen atom;R.sub.3 and R.sub.4 represent a hydrogen atom or a lower alkyl group;R.sub.3 and R.sub.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: October 23, 1984
    Assignee: Pierre Fabre S.A.
    Inventors: Gilbert Mouzin, Henri Cousse, Bernard Bonnaud, Michel Morre, Antoine Stenger
  • Patent number: 4470973
    Abstract: Substituted peptide compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: September 11, 1984
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4469870
    Abstract: Nitrobenzofurazan derivatives having the formula ##STR1## are provided wherein R.sub.1 and R.sub.2 each is hydrogen, lower alkyl or phenyl-lower alkyl; R.sub.3 is hydrogen, hydroxy or lower alkyl; R.sub.4 is hydrogen or lower alkyl; m is 2 or 3; and n is 0, 1 or 2; these compounds are useful analytical tools.
    Type: Grant
    Filed: April 28, 1983
    Date of Patent: September 4, 1984
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Callixtus E. Ita, Anthony F. Heald, Peter Egli
  • Patent number: 4468526
    Abstract: A process for the preparation of thiuram disulfides substituted with aliphatic, cycloaliphatic, araliphatic, or aromatic hydrocarbon radicals, said process comprising reacting a suitably substituted secondary amine with carbon disulfide and in the presence of a tertiary amine or ammonia, oxygen or oxygen-containing gas, a solvent, and a metalliferous catalyst, at a temperature of between 0.degree. C. and 200.degree. C.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: August 28, 1984
    Assignee: Akzona Incorporated
    Inventors: Ludwig Eisenhuth, Hans G. Zengel, Manfred Bergfeld
  • Patent number: 4462821
    Abstract: The present invention is directed to a class of novel 1-benzoyl-3-thiosemicarbazides which are useful as plant growth regulants. The present invention is also directed to methods and formulations for plant growth regulation.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: July 31, 1984
    Assignee: Gulf Oil Corporation
    Inventors: Jerry L. Rutter, James L. Ahle
  • Patent number: 4459424
    Abstract: A process for the preparation of thiuram disulfides substituted with aliphatic cycloaliphatic, araliphatic, or aromatic hydrocarbon radicals, said process comprising reacting a suitably substituted secondary amine having a pK.sub.a .gtoreq.8 with carbon disulfide in a solvent and in the presence of oxygen or oxygen-containing gas, a solvent, and a metalliferous catalyst, at a temperature of between 0.degree. C. and 200.degree. C.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: July 10, 1984
    Assignee: Akzona Incorporated
    Inventors: Ludwig Eisenhuth, Hans G. Zengel, Manfred Bergfeld
  • Patent number: 4456565
    Abstract: Acyl cyanides of the general formula ##STR1## in which R represents alkyl or substituted alkyl of from 1 to 8 carbon atoms; cycloalkyl or substituted cycloalkyl with 3 to 12 carbon atoms; aryl or substituted aryl; or an optionally substituted 5-membered or 6-membered heterocyclic radical which can additionally also be fused with a benzene ring, are prepared by reacting the corresponding carboxylic acid anhydride in the liquid phase with anhydrous hydrocyanic acid, at a temperature of between 50.degree. to 250.degree. C.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: June 26, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Findeisen, Herbert Schwarz
  • Patent number: 4456468
    Abstract: 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: Grant
    Filed: September 28, 1982
    Date of Patent: June 26, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Martin
  • Patent number: 4454134
    Abstract: Amide oxime compounds are useful intermediates in the preparation of pesticidally active amide carbamate compounds.
    Type: Grant
    Filed: June 14, 1976
    Date of Patent: June 12, 1984
    Assignee: Union Carbide Corporation
    Inventor: John A. Durden, Jr.
  • Patent number: 4450248
    Abstract: Piperidine-4-carboxylic acid derivatives of the formula ##STR1## wherein: R.sub.2 is hydrogen, alkyl having from one to four carbon atoms, or oxyl;R.sub.3 is --XR.sub.5 or --CN;R.sub.4 is alkylene having from two to twelve carbon atoms; cycloalkylene having from three to twelve carbon atoms; arylene having from six to twelve carbon atoms; or aralkylene having from seven to twelve carbon atoms;R.sub.5 is hydrogen, alkyl having from one to twenty carbon atoms, cycloalkyl having from five to six carbon atoms; or alkenyl having from three to twenty carbon atoms; or ##STR2## X is --O-- or --NH--; and n is 0 to 10;and the acid addition salts thereof.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: May 22, 1984
    Assignee: Phoenix Chemical Corporation
    Inventors: William E. Leistner, Charles G. Overberger
  • Patent number: 4440788
    Abstract: This invention relates to S-alkylcysteines and processes for preparing same. The compounds according to this invention are expected to be applicable as therapeutic agents for hepatic failures.
    Type: Grant
    Filed: December 30, 1981
    Date of Patent: April 3, 1984
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Hiroshi Terayama, Yoshiharu Morita, Kohei Umezu
  • Patent number: 4438031
    Abstract: Disclosed herein are (lower)alkylsulfonyl derivatives of various proline amides, thiazolidine carboxylic acid amides and indoline-2-carboxylic acid amides, among others, which inhibit angiotensin converting enzyme and are antihypertensive agents.
    Type: Grant
    Filed: February 24, 1982
    Date of Patent: March 20, 1984
    Assignee: American Home Products Corporation
    Inventors: Michael W. Winkley, Scott J. Childress
  • Patent number: 4436910
    Abstract: Aqueous solutions of sodium salts of .alpha.-aminocarboxylic acids practically free of foreign salts are produced by saponifying the corresponding hydantoin at a temperature between 110.degree. C. and 180.degree. C. with a mixture, in each case based on the hydantoin, of 1 equivalent of sodium hydroxide and 2 equivalents of calcium oxide or hydroxide, separating off the precipitated calcium carbonate after the end of the saponification and concentrating the aqueous sodium salt solution remaining to drive off the ammonia contained therein.
    Type: Grant
    Filed: February 10, 1982
    Date of Patent: March 13, 1984
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Bernd Lehmann, Jurgen Martens
  • Patent number: 4432985
    Abstract: Described are compounds of the formula ##STR1## wherein R is hydrogen or loweralkyl; R.sub.1 is --OR.sub.2 or --NR.sub.2 R.sub.3 wherein R.sub.2 and R.sub.3 independently of one another denote hydrogen or loweralkyl; n is 0 or 1; R.sub.4 and R.sub.5 independently of one another denote loweralkyl or together form a 5 or 6 membered cycloalkyl substituted by hydrogen or loweralkyl, and together with the nitrogen atom, form a ring; and pharmaceutically acceptable salts thereof and their use as anticonvulsant agents in a method of controlling convulsions or seizures.
    Type: Grant
    Filed: March 15, 1982
    Date of Patent: February 21, 1984
    Assignee: Abbott Laboratories
    Inventors: Alex M. Nadzan, George R. Granneman
  • Patent number: 4421916
    Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3.2.1]-octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl-7-oxa-2-azabicyclo[3.2.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p-MeC.sub.6 H.sub.4 SO.sub.3 -- and MeSO.sub.3 --.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: December 20, 1983
    Assignee: E. I. Du Pont de Nemours & Co.
    Inventor: Ashokkumar B. Shenvi
  • Patent number: 4416826
    Abstract: Peresters of the formula: ##STR1## wherein R is an alkyl group; and ##STR2## light-absorbing chromophore group; and use thereof as photoinitiators are provided.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: November 22, 1983
    Inventor: Douglas C. Neckers
  • Patent number: 4416818
    Abstract: N-alkoxycarbonyl-substituted cyclic lactams and nitrogen-containing cyclic ketones are prepared by reaction of a C.sub.1-20 alkyl ester of trichloroacetic acid with the corresponding cyclic lactam or nitrogen-containing cyclic ketone.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: November 22, 1983
    Assignee: The Dow Chemical Company
    Inventor: Graham S. Poindexter
  • Patent number: 4412021
    Abstract: Polyalkylpiperidyl-ureas of the formula I ##STR1## in which m is 1-4, X, R.sup.2 and R.sup.3 are monovalent substituents and R.sup.1 is a m-valent radical, can be prepared from the corresponding 4-aminopiperidines by reaction with carbamoyl chlorides. They are outstanding stabilizers for plastics, and especially for polyolefins, to protect them against degradation by the action of light.
    Type: Grant
    Filed: February 23, 1982
    Date of Patent: October 25, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 4400199
    Abstract: Chloroalkylthiolcarbamate compounds of the formula: ##STR1## wherein Z represents ##STR2## and when Z is ##STR3## n is an integer of 4 to 10, whereas when Z is ##STR4## n is an integer of 3 to 10. These compounds are useful as effective herbicides having no harmful effect on the ecosystem, particularly extremely low toxicity to fish, and can be obtained, for example, by reacting the corresponding thiolcarbamate derivatives with a chloroalkyl halide.
    Type: Grant
    Filed: October 29, 1981
    Date of Patent: August 23, 1983
    Assignee: Asahi Kasei Kabashiki Kaisha
    Inventors: Shigeo Yokoyama, Teruyuki Misumi, Einosuke Fujimoto, Yutaka Kobayashi
  • Patent number: 4389400
    Abstract: The 2,2-bis(haloalkenyl)-1-substituted-1-cyanoethylene compounds of this invention are effective fungicides. In particular, some of the compounds of this invention are especially effective against Grape Downy Mildew and Rice Blast.
    Type: Grant
    Filed: March 25, 1982
    Date of Patent: June 21, 1983
    Assignee: Chevron Research Company
    Inventor: Andrew W. Ho
  • Patent number: 4389401
    Abstract: This invention relates to novel compounds of the formula ##STR1## wherein R.sup.1 is lower alkenyl or lower alkynyl; R.sup.2 is lower alkenyl, lower alkynyl or cycloalkyl; R.sup.3 is hydrogen; R.sup.4 is alkyl, cycloalkyl or lower alkoxycarbonylalkyl or R.sup.2 and R.sup.3 are joined to form dimethyleneoxy (i.e. --CH.sub.2 OCH.sub.2 --) or R.sup.3 and R.sup.4 taken together with the nitrogen to which they are attached, form a 5- to 6- membered heterocyclic ring, compositions containing said compounds and a method of employing said compounds as arthropod repellents.
    Type: Grant
    Filed: July 10, 1979
    Date of Patent: June 21, 1983
    Assignee: Rohm and Haas Company
    Inventor: Joel R. Smolanoff
  • Patent number: 4379928
    Abstract: Alkyl amides have been synthesized from cyclic anhydrides, carboxyl acids and their esters by contacting them with an amine carbamic acid salt.
    Type: Grant
    Filed: March 4, 1981
    Date of Patent: April 12, 1983
    Assignee: Union Carbide Corporation
    Inventor: Spyros Theodoropulos
  • Patent number: 4377701
    Abstract: Compounds having the formula ##STR1## and salts thereof, wherein R.sub.1 is a readily hydrolyzable acyl protecting group;R.sub.2 is hydrogen or alkyl;R.sub.3 is hydrogen, alkyl or arylalkyl;n is 1 or 2; andp is 1 or 2inhibit the action of angiotensin converting enzyme.
    Type: Grant
    Filed: September 21, 1981
    Date of Patent: March 22, 1983
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Miguel A. Ondetti
  • Patent number: 4374991
    Abstract: This invention relates to a method of using compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, alkyl or alkenyl; R.sup.2 is hydrogen, alkyl, cycloalkyl or mononuclear aryl or R.sup.1 and R.sup.2, taken together with the carbon atom to which they are attached, form a cycloalkyl or cycloalkoxyalkyl; R.sup.3 is hydroxy, alkyl, alkoxycarbonyl, hydroxy lower alkyl or a radical of the formula: --C(.dbd.Y)NR.sup.4 R.sup.5 wherein R.sup.4 is hydrogen, alkyl, alkenyl, R.sup.5 is alkyl, alkenyl, alkoxyalkyl, carbalkoxy, mononuclear aryl, or R.sup.4 and R.sup.5 may be joined together with the nitrogen atom to which they are attached to form a 5 to 7 membered heterocyclic ring having from 1 to 3 hetero atoms; Y is O or S; X is alkyl, alkoxycarbonylalkyl or cyano; m is an integer of 0 to 2 and n and n' are integers each having a value of 1 to 2 and the dotted line indicates an optional double bond anywhere in the ring, compositions containing said compounds as insect repellents and to novel compounds.
    Type: Grant
    Filed: December 29, 1981
    Date of Patent: February 22, 1983
    Assignee: Rohm and Haas Company
    Inventor: Joel R. Smolanoff
  • Patent number: 4369274
    Abstract: Compounds of the formula ##STR1## and polymers thereof are useful as ultraviolet radiation stabilizers for polymers.
    Type: Grant
    Filed: July 20, 1981
    Date of Patent: January 18, 1983
    Assignee: American Cyanamid Company
    Inventor: Walter M. Thomas
  • Patent number: 4345100
    Abstract: A process for the preparation of an .alpha.-ketocarboxylic acid N-tert.-butylamide of the formulaR--CO--CO--NH--C(CH.sub.3).sub.3in whichR is an aliphatic radical with up to 8 carbon atoms, a cycloalkyl radical with 3 to 6 carbon atoms, a phenyl or naphthyl radical or a heterocyclic radical,comprising reacting an acyl cyanide of the formulaR--CO--CNwith tert.-butyl methyl ether of the formula(CH.sub.3).sub.3 C--O--CH.sub.3at a temperature between about 0.degree. and 80.degree. C. in the presence of an acid which is capable of activating the ether of formula (III) under the reaction conditions to give a tert.-butyl carbonium ion, and then hydrolyzing the reaction mixture. Advantageously the acyl cyanide is pivaloyl cyanide or benzoyl cyanide and is reacted with an approximately equimolar amount of the ether in the presence of about 1.1 to 1.5 times the molar amount of concentrated sulphuric acid as the activating acid. The products are useful as intermediates in the synthesis of known herbicides.
    Type: Grant
    Filed: January 2, 1981
    Date of Patent: August 17, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Heinz U. Blank
  • Patent number: 4343737
    Abstract: A process for producing a thiolcarbamate compound of the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogen atom or a nitro group, R.sub.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, m is 1 or 2, and n is an integer of 4 to 6,which comprises reacting an .alpha.-methylstyrene of the following formula ##STR2## wherein R.sub.1 is as defined above, or its dimer with hydrogen sulfide in the presence of a catalyst to form a mercaptan of the following formula ##STR3## wherein R.sub.1 is as defined above, and reacting the mercaptan of formula (II) with a carbamoyl chloride of the following formula ##STR4## wherein R.sub.2, m and n are as defined.
    Type: Grant
    Filed: March 25, 1981
    Date of Patent: August 10, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhiko Konno, Atsushi Goh, Kunio Uchimura
  • Patent number: 4342705
    Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: August 3, 1982
    Assignee: Monsanto Company
    Inventors: Otto W. Maender, Eiichi Morita
  • Patent number: 4341702
    Abstract: Herbicidal active sulfoxide and sulfone compounds and their method of use as described herein. The compounds have the following generic formula: ##STR1## wherein n is 1 or 2; R is selected from the group consisting of lower alkyl and lower haloalkyl; R.sub.1 and R.sub.
    Type: Grant
    Filed: December 24, 1980
    Date of Patent: July 27, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Harry Tilles
  • Patent number: 4340739
    Abstract: Novel valuable N-chloromethyl-carboxylic acid anilides, a process for their preparation, and their use for the preparation of novel valuable N-carboxylic acid anilides.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: July 20, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Plath, Karl Eicken, Wolfgang Rohr
  • Patent number: 4334073
    Abstract: Process for the preparation of an alpha-hydroxycarboxylic acid amide compound of the formula ##STR1## wherein R.sup.1 is hydrogen or alkyl; andR.sup.2 and R.sup.3 are individually selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, cycloalkyl or aryl, each of which may be optionally substituted, or a nitrogen-containing heterocyclic radical; orR.sup.2 and R.sup.3, together with the nitrogen atom to which they are bonded, represent an optionally benzo-fused monocyclic or bicyclic ring, which ring may be substituted and may be partially unsaturated,which process comprises reacting in a first stage an alpha-halocarboxylic acid amide of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are identified as above; andHal is chlorine or bromine,with an alkali metal acetate or alkaline earth metal acetate in the presence of a quaternary ammonium salt at a temperature between 20.degree. and 200.degree. C.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: June 8, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Joachim Diehr
  • Patent number: 4329462
    Abstract: Carboxylic amides can be produced simply and in good yield by reacting primary alcohols with at least one compound selected from ammonia, primary amines, and secondary amines, in the presence of a molecular oxygen-containing gas and a palladium or platinum catalyst under oxidative conditions.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: May 11, 1982
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Nobuhiro Tamura, Yohei Fukuoka, Joji Nishikido, Setsuo Yamamatsu, Yoshio Suzuki