Patents Examined by Norman Morganstern
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Patent number: 4110380Abstract: Optically active organic compounds are prepared starting from optically inactive reactants by means of an optically active agent which influences the course of the reaction. In particular optically active compounds having a "meso" type carbon atom undergo an intramolecular ring closure in the presence of an optically active agent to yield an optically active product having one additional ring. The present process is particularly useful in the preparation of optically active bicyclic diketones which are important intermediates in the total synthesis of steroids.Type: GrantFiled: September 14, 1976Date of Patent: August 29, 1978Assignee: Hoffmann-La Roche Inc.Inventors: Zoltan G. Hajos, David R. Parrish
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Patent number: 4097530Abstract: A process for the production of squaric acid, comprising reacting hexachlorocyclobutene with 70-96% by weight sulfuric acid at 80.degree.-150.degree. C.Type: GrantFiled: May 19, 1977Date of Patent: June 27, 1978Assignee: Chemische Werke Huels AktiengesellschaftInventors: Manfred Schroeder, Wolfgang Schaefer
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Patent number: 4072710Abstract: A process for preparing acid chlorides, wherein a silyl ester having an aliphatic, aromatic, alkanoaromatic or heterocyclic group which may support substituents, and having a low molecular weight alkyl or phenyl group is reacted with thionyl chloride in an inert solvent at a temperature of from -15.degree. to 50.degree. C, preferably from 10.degree. to 50.degree. C.Type: GrantFiled: November 7, 1975Date of Patent: February 7, 1978Inventor: Antonio Luis Palomo Coll
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Patent number: 4059632Abstract: A process for the production of isophorone involving side-stream removal of a fraction in which color forming compounds are concentrated and treatment thereof with a strong mineral acid to decompose the contaminants into higher boiling compounds. Additionally the bulk of the isophorone is separated from the aqueous phase in the presence of a strong acid which serves to neutralize the alkali catalyst. Such treatment aids phase separation and minimizes beta-isophorone production. Alpha-isophorone is recovered from both fractions.Type: GrantFiled: October 4, 1976Date of Patent: November 22, 1977Assignee: BP Chemicals LimitedInventors: Charles Cane, Bertram Yeomans
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Patent number: 4057579Abstract: Adducts of trichloromethane phosphonic dichloride and olefinically unsaturated compounds having the general formula ##STR1## WHEREIN Q designates: A. (C R"R'"--C R R').sub.nwherein R and R', which may be the same or different, each designatesH, alkyl or flourine;R" designates H, alkyl, aryl, substituted aryl, fluorine, chlorine, bromine, cyano, carbalkoxy, carboxy, acyloxy-methylene, acyloxy propylene, acetoxy, alkoxy, sulfonyl-alkyl or sulfonyl-aryl and R'" designates H, alkyl, fluorine, chlorine or bromine, or R and R" form together a ring system, and n is an integer of from 1 to about 500;B. (CH.sub.2 CR.sup.IV .dbd. CR.sup.V CH.sub.2).sub.mwherein R.sup.IV and R.sup.V, which may be the same or different, each designates hydrogen, methyl or chlorine, and m is an integer of from 1 to about 200.Type: GrantFiled: December 4, 1974Date of Patent: November 8, 1977Assignee: Rhone-ProgilInventors: Meir Asscher, Hadassa Rosin
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Patent number: 4057418Abstract: Novel benzoic acid compounds of the formula ##STR1## in which R is alkyl or substituted alkyl of up to 6 carbon atoms, where the substituents are selected from halogen, orR is aryl which is optionally substituted by halogen and/or by alkyl of up to 4 carbon atoms,R.sup.1 is alkyl, alkoxy or alkylmercapto, of in each case up to 4 carbon atoms, or halogen,R.sup.2 is hydrogen,R.sup.3 is hydrogen or halogen,R.sup.4 is hydroxyl, alkoxy of 1 to 6 carbon atoms or an amino group which is optionally substituted by one or two alkyl radicals each of up to 6 carbon atoms, andR.sup.5 is halogen or alkyl of up to 4 carbon atoms; are outstandingly effective and selective as herbicides.Type: GrantFiled: January 19, 1976Date of Patent: November 8, 1977Assignee: Bayer AktiengesellschaftInventors: Wolfgang Hofer, Fritz Maurer, Hans-Jochem Riebel, Rolf Schroder, Ludwig Eue
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Patent number: 4053522Abstract: A process and catalyst for the preparation of bisphenols is disclosed. The process involves contacting a phenol with a ketone in the presence of a solid perfluorinated polymer catalyst having pendent sulfonic acid groups which are partially neutralized with a mercaptoamine.Type: GrantFiled: May 21, 1976Date of Patent: October 11, 1977Assignee: Shell Oil CompanyInventors: James D. McClure, Friedrich E. Neumann
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Patent number: 4052458Abstract: 2-(1-CYCLOHEXYL)-CYCLOHEXANONE IS PREPARED BY CONDENSATION OF CYCLOHEXANONE USING A MACRO-POROUS ION EXCHANGE RESIN SUCH AS Lewatite SPC 118 W or equivalent at temperatures not exceeding 125.degree. C., provided that the conversion reaction is maintained below 50%, preferably below 35%. The reaction mixture is distilled at atmospheric pressure in the absence of the ion exchange resin and the desired product is recovered in substantially high yields generally greater than 95%.Type: GrantFiled: January 16, 1976Date of Patent: October 4, 1977Assignee: Stamicarbon B.V.Inventors: Joseph F. M. Klein, Petrus A. M. J. Stijfs, Jozef A. Thoma
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Patent number: 4046813Abstract: Process for producing ketoisophorone from .beta.-isophorone by oxidation utilizing a metal salt catalyst and an organic nitrogen base.Type: GrantFiled: March 28, 1975Date of Patent: September 6, 1977Assignee: Hoffmann-La Roche Inc.Inventor: Wolf Brenner
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Patent number: 4044040Abstract: Compounds are provided having the structure ##STR1## WHEREIN N IS 1, 2 OR 3, M AND M' ARE 0, 1, OR 2, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may be the same or different and can be hydrogen, lower alkyl, halolower alkyl, acyl, lower alkoxy-carbonyl ##STR2## or lower alkoxyalkylene, X is a straight or branched bivalent aliphatic radical and Y is ##STR3## These compounds are useful in the treatment of hypertension.Type: GrantFiled: March 15, 1976Date of Patent: August 23, 1977Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic Peter Hauck, Joyce Reid, Venkatachala L. Narayanan, Christopher M. Cimarusti, Rudiger D. Haugwitz, Joseph E. Sundeen
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Patent number: 4021490Abstract: Benzene is converted by reductive alkylation to cyclohexylbenzene; cyclohexylbenzene by oxidation and cleavage is converted into a mixture of cyclohexylbenzene, phenol and cyclohexanone; after removal of cyclohexylbenzene from this mixture, the remaining mixture consisting essentially of phenol and cyclohexanone is effectively separated into its components by extractive distillation with a sulfolane.Type: GrantFiled: October 14, 1975Date of Patent: May 3, 1977Assignee: Phillips Petroleum CompanyInventor: Paul S. Hudson
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Patent number: 4005134Abstract: A method is provided for making aromatic bis(ether dicarboxylic acid) useful for making high performance injection moldable polyetherimides. An aromatic bis(ether N-organo phthalimide) is hydrolyzed directly to the corresponding tetra-acid by heating the aromatic bis(ehter N-organo phthalimide) in a closed system in the presence of acetic acid, water, and a mineral acid.Type: GrantFiled: September 11, 1975Date of Patent: January 25, 1977Assignee: General Electric CompanyInventor: Ronald L. Markezich
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Patent number: 4003927Abstract: (1-Oxo-7,8-disubstituted-1,2,3,4-tetrahydro-6-naphthyloxy)- and (3,4-disubstituted-5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yloxy)ac etic acids, their carboxylate salts, and the amide and 5-tetrazole derivatives thereof are active as diuretic and saluretic agents, which also have uricosuric activity.Type: GrantFiled: October 12, 1973Date of Patent: January 18, 1977Assignee: Merck & Co., Inc.Inventors: Otto W. Woltersdorf, Jr., Edward J. Cragoe, Jr., Everett M. Schultz, Gerald E. Stokker
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Patent number: 3998884Abstract: Phenol is reacted with hydrogen in contact with a nickel catalyst, wherein the concentration of hydrogen is controlled, and/or wherein controlled amounts of water are included in the reaction mixture, to produce cyclohexanol, or preferably cyclohexanol plus cyclohexanone. Optionally, the product stream from this reaction is used as the feed stream for a dehydrogenation reaction to produce cyclohexanone.Type: GrantFiled: April 4, 1975Date of Patent: December 21, 1976Assignee: Union Carbide CorporationInventor: Charles Arnold Gibson
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Patent number: 3991109Abstract: I. A novel class of compounds X.sub.n --R.sub.p --Y.sub.m where R is a 2-4 valence aliphatic, cycloaliphatic or aromatic radical, X is an acylating function; Y is a peroxy containing group and n and m are each equal to 1-2 and p is at least 1.Ii. a novel class of polymers [A.sub.n -(R-D.sub.n).sub.n ].sub.v -P.sub.w -Z where A is a peroxy containing group; R is a 2-4 valence aliphatic, cycloaliphatic or aromatic radical, P is a polyvalent polymeric residue; D is a carbonyl containing connecting group; Z is H, OH, NH.sub.2, NHR.sub.2, SH or R.sub.2 O group; v and w are each equal to 1-100; and n is equal to 1-2.Iii. polymers II are useful with vinyl monomers in the formation of block and graft polymers.Iv. peroxides having an acylating function are prepared by reacting at 0.degree.-80.degree. C an organic peroxide having an hydroxyl or carboxyl group with a defined acylating reactant.V.Type: GrantFiled: January 12, 1976Date of Patent: November 9, 1976Assignee: Pennwalt CorporationInventors: Antonio Joseph D'Angelo, Orville Leonard Mageli
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Patent number: 3979451Abstract: A process for the production of thiophosgene by the reduction of trichloromethanesulfenyl chloride with hydrogen sulfide at an elevated temperature and in contact with silica gel, the molar ratio of the hydrogen sulfide to trichloromethanesulfenyl chloride being from 1.5:1 to 4:1.Type: GrantFiled: May 22, 1974Date of Patent: September 7, 1976Assignee: Akzona IncorporatedInventors: Gerhard Meyer, Helmut Magerlein, Hans-Dieter Rupp
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Patent number: 3965189Abstract: New oxygenated sesquiterpenic derivatives useful as perfuming and odor-modifying agents in the manufacture of perfumes and perfumed articles, and as flavoring and taste-modifying agents in the aromatization of foodstuffs in general and imitation flavors for foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products.Novel process for the preparation of said compounds and compositions of matter relating to mixtures containing same.Type: GrantFiled: October 20, 1975Date of Patent: June 22, 1976Assignee: Firmenich S.A.Inventors: Karl-Heinrich Schulte-Elte, Michel Joyeux, Gunther Ohloff
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Patent number: 3959381Abstract: Method of producing phenol and cyclohexanone in enhanced yields consisting essentially of contacting cyclohexylbenzene, preferably in the presence of a member selected from the group consisting of cumene and cumene hydroperoxide, with an oxygen containing gas to form 1-phenylcyclohexyl hydroperoxide containing intermediate product, optionally purifying said intermediate, contacting the 1-phenylcyclohexyl hydroperoxide intermediate product with an acid cleavage catalyst in the presence of an alkanone of from 3 to 6 carbons and recovering the formed phenol and cyclohexanone.Type: GrantFiled: October 22, 1970Date of Patent: May 25, 1976Assignee: Texaco Inc.Inventors: Alfred Arkell, Peter A. Riedl, Edwin R. Kerr
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Patent number: 3953471Abstract: Novel diketone, illustrative of which is that having the formula ##SPC1##And derivatives thereof, illustrative of which are lower enolethers such as those of the formula ##SPC2##Where R represents a lower alkyl group. These compounds possess useful perfume properties.Type: GrantFiled: February 3, 1975Date of Patent: April 27, 1976Assignee: Societe Anonyme Roure Bertrand DupontInventors: Bernard Pierre Corbier, Paul Jose Teisseire
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Patent number: 3944621Abstract: A process for the preparation of a mixture of compounds of the structure ##SPC1##Is disclosed whereby a Pi-halotricyclene having the structure ##SPC2##Where Y is chloro, bromo or iodo is reacted with an alkali metal cyanide to prepare the corresponding nitrile; the nitrile is reacted with diisobutylaluminum hyhdride to prepare the corresponding aldehyde, a nortricycloekasantalal which is then condensed with butanone to prepare the above mentioned mixture of compounds. Also claimed are the product ketones which are useful for altering the aroma of consumable products including perfumes, perfume compositions and perfumed articles.Type: GrantFiled: March 10, 1975Date of Patent: March 16, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Braja Dulal Mookherjee, Venkatesh Kamath, Edward J. Shuster