Ring Nitrogens Of The Two Nitrogen Containing Hetero Rings Are Bonded Directly To The Same Atom Or Chain, Which Chain May Include A Ring Patents (Class 548/523)
  • 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: 4617314
    Abstract: Benzofuran- and benzopyran-carboxamide derivatives of the formula: ##STR1## wherein l is 1 or 2; X is hydrogen atom, amino group or halogen atom; Y is --S(O).sub.m --R.sup.3 wherein R.sup.3 is lower alkyl group and m is 0, 1 or 2, or ##STR2## wherein R.sup.4 and R.sup.5 are the same or different and are each hydrogen atom or lower alkyl group; R.sup.1 is hydrogen atom, lower alkyl group, arylthiomethyl group, halogenomethyl group or ##STR3## wherein R.sup.6 and R.sup.7 are the same or different and are each hydrogen atom or lower alkyl group or R.sup.6 and R.sup.7 together with the adjacent nitrogen atom form a hetrocycle; R.sup.2 is hydrogen atom or lower alkyl group; and Z is ##STR4## wherein p is 2 or 3, R.sup.8 and R.sup.9 are the same or different and are each lower alkyl group or R.sup.8 and R.sup.9 together with the adjacent nitrogen atom form a heterocycle, or ##STR5## wherein q is 0 or 1, n is 1 or 2, R.sup.
    Type: Grant
    Filed: March 20, 1984
    Date of Patent: October 14, 1986
    Assignee: Yoshitomi Pharmaceutical Industries Ltd.
    Inventors: Tetsuya Tahara, Kiyoharu Hayano, Michihide Setoguchi, Takemi Fukuda
  • Patent number: 4607030
    Abstract: The invention relates to 2-aminomethylphenols of the formula I ##STR1## in which R.sup.1 and R.sup.2 represent hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or benzyl which is optionally substituted by alkyl, alkoxy or halogen, R.sup.3 and R.sup.5 denote hydrogen, halogen, alkyl or alkoxy, R.sup.4 denotes halogen, alkyl or cycloalkyl and R.sup.6 and R.sup.7 represents hydrogen or alkyl, it being possible for the radicals R.sup.1 and R.sup.2, R.sup.6 and R.sup.7 and/or two of the radicals R.sup.3, R.sup.4 and R.sup.5 to form an alkylene chain which is optionally substituted by methyl groups and which, in the case of the radicals R.sup.1, R.sup.2, R.sup.6 and R.sup.7, can also be interrupted by oxygen atoms, sulfur atoms and/or imino groups, and to physiologically acceptable salts thereof, a process for their preparation, and their use and to pharmaceutical formulations based on these compounds.
    Type: Grant
    Filed: July 3, 1985
    Date of Patent: August 19, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinrich C. Englert, Dieter Mania, Roman Muschaweck, Max Hropot
  • Patent number: 4602087
    Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1-3 -alkylene-CON(R.sub.4)--CON(R.sub.4)--, --O--C.sub.1-3 alkylene-COO--, OCO or --COO--, with the proviso that if n+n'=O, X and X' may not be --CON(R.sub.4)-- or O--C.sub.1-3 -alkylene-CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)-- or --COO--, A.sup..crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1-20 -alkyene, R.sub.1 and R.sub.1 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, R.sub.1 together with R.sub.2, or R.sub.1 ' together with R.sub.2 ', is a heterocyclic ring, R.sub.2 and R.sub.2 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2 ' together with R.sub.1 ', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1 ' and R.sub.
    Type: Grant
    Filed: May 18, 1984
    Date of Patent: July 22, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Luthi, Hans R. Meyer, Kurt Weber
  • Patent number: 4598161
    Abstract: Tris(dialkylamino)sulfonium bifluoride salts are obtained by hydrolysis, methanolysis, or pyrolysis of corresponding tris(dialkylamino)sulfonium difluorotrimethylsilicates, reaction of dialkylaminotrialkylsilanes with sulfur tetrafluoride, or reaction of bis(dialkylamino)sulfur difluorides with dialkylamines. These bifluoride salts, which have the general formula (R.sup.1 R.sup.2 N)(R.sup.3 R.sup.4 N)(R.sup.5 R.sup.6 N)S.sup..sym. HF.sub.2.sup..crclbar., are useful polymerization catalysts.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: July 1, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: William B. Farnham, William J. Middleton, Dotsevi Y. Sogah
  • Patent number: 4588727
    Abstract: There are described novel pyrrolo[1,2-b][1,2,5]triazepines of the general formula ##STR1## where R is hydrogen, loweralkyl, loweralkylaminoloweralkyl or diloweralkylaminoloweralkyl; X is hydrogen, halogen (fluorine, chlorine, bromine or iodine), trifluoromethyl or nitro; and Y is hydrogen, halogen or loweralkyl. Also described are derivatives of 1-amino-2-benzoylpyrrole having the general formula ##STR2## where R, X and Y are as defined above, and R.sub.1 is hydrogen, ##STR3##Compounds I and II are useful as analgesic, anxiolytic and/or anticonvulsant agents, and many of Compounds II are useful as intermediates for synthesizing Compounds I.
    Type: Grant
    Filed: February 4, 1985
    Date of Patent: May 13, 1986
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Richard C. Effland, Joseph T. Klein, R. Richard L. Hamer
  • Patent number: 4579863
    Abstract: Substituted trans-1,2-diaminocyclohexyl amide compounds demonstrating selective opioid receptor binding possess utility as analgesic, diuretic, and psychotherapeutic agents. A method of preparing the compounds, pharmaceutical compositions employing the compounds, and a method of alleviating pain employing the compounds are also disclosed.
    Type: Grant
    Filed: December 6, 1983
    Date of Patent: April 1, 1986
    Assignee: Warner-Lambert Company
    Inventors: David C. Horwell, Andrew Beeby
  • Patent number: 4562201
    Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 31, 1985
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4548928
    Abstract: Compounds of the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl,n is an integer from 0 to 4 inclusive,M is heterocyclic or heterocyclic alkyl,Y is hydroxy, alkoxy, amino, or substituted amino, amino-alkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is hydrogen, alkanoyl, carboxylalkanoyl, hydroxyalkanoyl, amino-alkanoyl, cyano, amidino, carbalkoxy, ##STR2## wherein Z is hydrogen, alkyl, hydroxyalkyl, aminoalkyl or the radical ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, n, M and Y are as described above; and where Y is hydroxy their nontoxic, pharmaceutically acceptable alkali metal, alkaline earth metal, and amine salts.
    Type: Grant
    Filed: November 19, 1984
    Date of Patent: October 22, 1985
    Assignee: USV Pharmaceutical Co.
    Inventors: John T. Suh, Jerry W. Skiles, Bruce E. Williams, Alfred Schwab
  • Patent number: 4537960
    Abstract: N- and O-substituted carbamates are prepared by reacting urea with an aminopropanol at 140.degree. C. or above. The compounds obtained by the novel process are useful starting materials for the preparation of textile finishing agents, stabilizers, plasticizers, dyes and crop protection agents.
    Type: Grant
    Filed: September 2, 1983
    Date of Patent: August 27, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Gerhard Nestler, Friedrich Towae
  • Patent number: 4532348
    Abstract: 1-(Substituted phenylthiocarbamyl) 3,3-disubstituted formamidine compounds having the structural formula ##STR1## wherein n is 1, 2 or 3,R is alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, alkylthio having 1 to 4 carbon atoms, halogen, nitro, acyl having 1 to 4 carbon atoms, hydroxyl and ##STR2## wherein R.sup.3 and R.sup.4 have the same meaning as R.sup.1 and R.sup.2 defined below,R.sup.1 and R.sup.2 are the same or different and are alkyl having 1 to 6 carbon atoms, or taken together represent the chain --(CH.sub.2).sub.p --(X).sub.m --(CH.sub.2).sub.q and forming a ring structure with the nitrogen to which they are bound wherein p is 1, 2 or 3, q is 2 or 3, X represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.3 --, R.sup.3 is hydrogen or alkyl having 1 to 6 carbon atoms, and m is 0 or 1 and their use as pharmaceutical agents.
    Type: Grant
    Filed: July 16, 1980
    Date of Patent: July 30, 1985
    Assignee: Stauffer Chemical Company
    Inventors: Ferenc M. Pallos, Jack R. DeBaun, Eugene G. Teach
  • Patent number: 4506081
    Abstract: Novel polyquaternary ammonium compounds prepared from N,N'-bis(dialkylaminoalkyl)ureas, hydrochloric acid, epichlorohydrin and tertiary amines are useful as microbicides, corrosion inhibitors, debonding agents, flocculants, softeners, anti-static agents, and demulsifiers.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: March 19, 1985
    Assignee: Buckman Laboratories, Inc.
    Inventors: Joseph G. Fenyes, John D. Pera
  • Patent number: 4486428
    Abstract: Bicyclic fused benzenoid compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, where M is O, CH.sub.2 or NR.sub.6 ; R.sub.6 is hydrogen, formyl, carbobenzyloxy or certain carboalkoxyalkyl, alkanoyl, alkyl, aralkyl or aralkylcarbonyl groups;A' is:(1) A where one of A and B is hydrogen such that when A is hydrogen, B is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 1 or 2; when B is hydrogen, A is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 0 or 1, when taken together A and OR.sub.1 form a lactone or certain derivatives thereof;(2) A' is ##STR2## (3) A' is Q.sub.3 ; Q is CO.sub.2 R.sub.7, COR.sub.8, C(OH)R.sub.8 R.sub.9, CN, CONR.sub.12 R.sub.13, CH.sub.2 NR.sub.12 R.sub.13, CH.sub.2 NHCOR.sub.14, CH.sub.2 NHSO.sub.2 R.sub.17 or 5-tetrazoyl;Q.sub.3 is ##STR3## 5-tetrazolyl, CH.sub.2 CONHCOR.sub.7, COOH or certain ester, amide, carboximido or sulfonimido derivatives thereof, CONHOH, CONHCONH.sub.2, or COCH.sub.2 Q.sub.4 where Q.sub.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: December 4, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4482563
    Abstract: 3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 - receptor antagonists. The 2- position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: November 13, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Patent number: 4482549
    Abstract: Compounds are described of the formula ##STR1## in which --COR.sup.1 is a complex ester or thioester group,W is alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,n is 1 or 2,Y is a saturated heterocyclic amino group having 5-8 ring members, andR.sup.2 is unsubstituted or substituted phenylalkyl, thienzlalkyl, naphthylalkyl or cinnamyl, and their salts and solvates.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and antiasthmatic agents.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: November 13, 1984
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, Norman F. Hayes, John Bradshaw, Malcolm Carter, Alan Wadsworth
  • Patent number: 4481148
    Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: November 6, 1984
    Assignee: The B. F. Goodrich Company
    Inventor: Changkiu K. Riew
  • Patent number: 4480094
    Abstract: Benzil-di[.beta.-(di-.beta.-methallylisocyanuryl)ethyl]ketal of the following structural formula: ##STR1## and other novel benzil ketal derivatives. The novel benzil ketal derivatives are characterized by having a structure in which an isocyanuryl-containing group is bonded to each of the two oxygen atoms of ketal. Because these compounds have a high decomposition or sublimation temperature and ability to initiate photopolymerization, they are useful as photopolymerization initiators in the production of photopolymerizable shaped articles from a molten blend of a photopolymerizable thermoplastic polymer composition.
    Type: Grant
    Filed: May 11, 1982
    Date of Patent: October 30, 1984
    Assignee: Teijin Limited
    Inventors: Tsuneo Hagiwara, Akihiro Horike
  • 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: 4463176
    Abstract: A process for resolving a racemic modification of .beta.-adrenergic aryl- or hetaryl-oxypropanolamines such as (.+-.)-2-[2-hydroxy-3-[[2-(1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy] benzonitrile into its individual enantiomers is described. The process comprises converting the racemic modification into a pair of diastereomeric urea derivatives by reaction with a chiral aralkylisocyanate; separation into the individual diastereomers; and facile regeneration of the starting amine by cleavage of the intermediate urea compound using hydrazine. This final step is improved by the addition of an .alpha.-keto carboxylic acid, such as pyruvic acid, which functions as a scavenger of nucleophilic by-products.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: July 31, 1984
    Assignee: Mead Johnson & Company
    Inventors: Ronald D. Dennis, Terence M. Dolak, William E. Kreighbaum
  • 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: 4447428
    Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH--or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: May 8, 1984
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger F. Newton
  • Patent number: 4433154
    Abstract: Bis(carboxamide) derivatives being useful as histamine H.sub.2 receptor antagonists or anti-peptic ulcer agents are provided from certain dicarboxylic acid derivatives.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: February 21, 1984
    Assignee: Shionogi & Company, Limited
    Inventor: Kentaro Hirai
  • Patent number: 4419354
    Abstract: This disclosure describes certain substituted 9,10-bis(2-aminoethoxy)anthracenes which are useful as modulators of the immune response system in warm-blooded animals and for inducing the regression of tumors in such animals.
    Type: Grant
    Filed: June 3, 1982
    Date of Patent: December 6, 1983
    Assignee: American Cyanamid Company
    Inventors: Ralph G. Child, Stanley A. Lang, Jr.
  • Patent number: 4410521
    Abstract: Compounds are described of the formula ##STR1## in which --COR.sup.1 is a complex ester or thioester group,W is alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,n is 1 or 2,Y is a saturated heterocyclic amino group having 5-8 ring members, andR.sup.2 is unsubstituted or substituted phenylalkyl, thienylalkyl, naphthylalkyl or cinnamyl,and their salts and solvates.These compounds inhibit blood platelet aggregation and bronchoconstruction and may be formulated for use as antithrombotic and antiasthmatic agents.
    Type: Grant
    Filed: September 16, 1982
    Date of Patent: October 18, 1983
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, Norman F. Hayes, John Bradshaw, Malcolm Carter
  • Patent number: 4409213
    Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH-- or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.
    Type: Grant
    Filed: November 10, 1982
    Date of Patent: October 11, 1983
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger F. Newton, Christopher J. Wallis
  • Patent number: 4380656
    Abstract: Novel 2-vinyl- and 2-ethylcyclopropane carboxylates useful as pesticides, herbicides and chemical intermediates are provided. The products of this invention contain two gem carboxylate ##STR1## groups, which can be the same or different. The carboxylate groups will contain an aliphatic, cycloaliphatic, aromatic, heteroalkyl or heterocyclic moiety.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: April 19, 1983
    Assignee: Emery Industries, Inc.
    Inventor: Richard G. Fayter, Jr.
  • Patent number: 4372960
    Abstract: Quaternary derivatives of N-(substituted-aminoalkyl)-2-oxo-1-pyrrolidineacetamide are disclosed. These compounds are useful for treating senility, for enhancing memory and for reversing amnesia.
    Type: Grant
    Filed: December 12, 1980
    Date of Patent: February 8, 1983
    Assignee: Warner-Lambert Company
    Inventor: Yvon J. L'Italien
  • Patent number: 4366164
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached from a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: December 28, 1982
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry Price, John Bradshaw, Michael Martin-Smith
  • Patent number: 4356182
    Abstract: This invention is directed to compounds of the formula ##STR1## and various intermediates therefore. The final products possess useful hypotensive activity.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: October 26, 1982
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: John Krapcho
  • Patent number: 4332726
    Abstract: A method of purifying by separation of mercaptoacyl amino acid from mercaptoacyl amino acid dimer comprising,providing a first solution of impure mercaptoacyl amino acid in a fluid container means,contacting said first solution with a metal whereby said mercaptoacyl amino acid precipitates yielding a second solution and a purified mercaptoacyl amino acid precipitate,separating said purified mercaptoacyl amino acid precipitate from said second solution.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: June 1, 1982
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: John N. Korzun
  • Patent number: 4332941
    Abstract: Cyclohexanones and -hexenones ##STR1## R.sup.1 is hydrogen or--CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5) (1c)R.sup.2 is a group 1c, R.sup.3 is C.sub.1 - to C.sub.10 -alkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, chloro, carbamoyl, lower-alkyl-carbamoyl, sulfamoyl or lower-alkyl-sulfamoyl, R.sup.4 and R.sup.5 are lower alkyl or --NR.sup.4 R.sup.5 is pyrrolidinyl, piperidyl or morpholyl, m is 1 or 2 and n is 2 to 6, are obtained by reacting 2 mols of an esterCH.sub.3 --CO--CH.sub.2 --CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (2)with an aldehyde R.sup.3 --CHO (3). The compounds (1) easily saponify and decarboxylate without an added catalyst to form a cyclohexenones ##STR2## while setting free the alcoholHO--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (5)which reacts without a catalyst with diketene to form the ester (2).
    Type: Grant
    Filed: October 10, 1980
    Date of Patent: June 1, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Berthold, Werner H. Muller