Patents Examined by G. T. Breitenstein
  • Patent number: 4359430
    Abstract: Betaine is recovered from natural sources such as beet molasses, rest molasses and vinasse by diluting the molasses to 25-50% solids, introducing the molasses to the top of a chromatographic column containing a salt of a polystyrene sulfonate cation exchange resin cross-coupled with from about 2 to about 12 weight percent of divinylbenzene, eluting with water and collecting a fraction of betaine from the downstream side of the resin. When successive feeds with predetermined intervals are made, the feeds may be partly overlapped. The betaine from the preceding feed is then eluted by the dilute molasses from the following feed. The betaine fraction is evaporated under vacuum and the betaine crystallized as anhydrous crystals or as betaine monohydrate.
    Type: Grant
    Filed: February 24, 1981
    Date of Patent: November 16, 1982
    Assignee: Suomen Sokeri Osakeyhtio
    Inventors: Heikki O. Heikkila, Jaakko A. Melaja, Dan E. D. Millner, Jouko J. Virtanen
  • Patent number: 4358604
    Abstract: N-Aminoalkyl derivatives of iodothyronines, e.g., thyroxine and its lower alkyl esters, immunogen conjugates comprising the derivatives coupled to an immunogenic carrier material, and antibodies raised against such immunogen conjugates.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: November 9, 1982
    Assignee: Miles Laboratories, Inc.
    Inventors: James P. Albarella, Robert J. Carrico, Thomas M. Li
  • Patent number: 4355172
    Abstract: Process for 4-(D-3-amino-3-carboxypropoxy)phenylglyoxylic acid oxime as an amino-protected ester comprising alkylating an amino-protected D-methionine silyl ester with an alkyl or benzyl iodide; cyclizing the alkylsulfonium iodide to an amino-protected D-homoserine lactone; hydrolyzing the lactone to an amino-protected D-homoserine in aqueous base; coupling, to form an ether, the amino-protected D-homoserine as an ester with an ester of 4-hydroxyphenylglyoxylic acid; and forming the oxime of the ether or alternatively coupling the D-homoserine ester with a protected-oxime of an esterified 4-hydroxyphenylglyoxylic acid. The product is useful in preparing the antibiotic FR 1923.
    Type: Grant
    Filed: August 17, 1977
    Date of Patent: October 19, 1982
    Assignee: Eli Lilly and Company
    Inventors: Gary A. Koppel, Robin D. G. Cooper
  • Patent number: 4354033
    Abstract: Anthranilic acid esters having the generic formula: ##STR1## have been discovered. In the above formula (I) R.sub.1, R.sub.2 and R.sub.3 represent any of hydrogen, chlorine, methoxy and methyl groups and X represents a straight or branched alkyl chain comprising 1 to 4 carbon atoms. These esters are anti-inflaments, blood platelet aggregation inhibitors and prostaglandin synthetase inhibitors.The compounds of the above formula (I) may be prepared by reacting alkali metal salt of a compound of the formula (II): ##STR2## in which R.sub.1, R.sub.2, R.sub.3 and X are the same as before with the compound of formula (III): ##STR3## in which R.sub.3 has the same meaning as before and z represents a chlorine or a bromine radical.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: October 12, 1982
    Assignee: Council of Scientific & Industrial Research
    Inventors: Nanduri Bhanumati, Pralhad B. Sattur
  • Patent number: 4347377
    Abstract: The invention concerns a new process for the preparation of polyhalogenphenyl carbamates of the formula (I)R.sup.2 -OCONHR.sup.1 (I)whereinR.sup.1 is alkyl, aralkyl or aryl, where the aromatic rings may optionally be substituted; andR.sup.2 is phenyl substituted with three, four or five halogens, through intermediates of the formula (IV)(R.sup.2 --O).sub.2 C.dbd.NR.sup.1 (IV)wherein R.sup.1 and R.sup.2 are as defined above.The compounds of the formula (I) are valuable acylating agents. The intermediates of the formula (IV) are new compounds, which are also encompassed by the invention.
    Type: Grant
    Filed: September 19, 1980
    Date of Patent: August 31, 1982
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.
    Inventors: Istvan Bitter, Rudolf Soos, Geza Toth, Laszlo Toke, Gabor Szabo
  • Patent number: 4347375
    Abstract: A process for preparing .alpha.-amino acids or ester thereof having an .alpha.-vinyl substituent and certain intermediates are disclosed.
    Type: Grant
    Filed: December 3, 1980
    Date of Patent: August 31, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Arthur A. Patchett, William J. Greenlee
  • Patent number: 4341798
    Abstract: The amide derivatives of p-isobutyl-phenyl-propionic acid, having general formula ##STR1## wherein X is the radical of a substituted amine, of the group comprising lysine, metatrifluorotoluidine, glutamic acid and aspartic acid, show a good anti-inflammatory activity, accompanied by favourable side properties. For the preparation of the compounds of the invention, the p-isobutyl-phenyl-propionic acid is chlorinated, and the chlorinated derivative is reacted with the proper substituted amine.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: July 27, 1982
    Assignee: Laboratori Prophin S.p.A.
    Inventor: Alberto Reiner
  • Patent number: 4341899
    Abstract: This invention provides a selective dechlorination process that comprises contacting a vaporized mixture of methyl 2,5-dichlorobenzoate and hydrogen, in a molar ratio respectively of 1:3-4, optionally together with between about 1% and about 10% of methanol by weight of methyl 2,5-dichlorobenzoate with a nickel catalyst at a temperature between about C. and about C. and for a residence time of between about 2.0 seconds and about 5.0 seconds.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: July 27, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Ross A. Kremer, Leopoldo C. Mansueto, Jr.
  • Patent number: 4340753
    Abstract: A method is provided for oxidatively cleaving .alpha.,.beta.-unsaturated cyclic ketones, such as isophorone, with an oxidizing agent, for example, ozone, and thereafter recovering the resulting keto acid. In instances where ozone is used, an aqueous hydroperoxide and phase transfer catalyst can be used to recover the keto acid. Dione cyclics, for example, dimedone, can be obtained by direct dehydration of the keto acid.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: July 20, 1982
    Assignee: General Electric Company
    Inventor: James A. Cella
  • Patent number: 4340749
    Abstract: An ester of a fluoroaliphatic radical- and aliphatic chlorine-containing alcohol and a mono or polycarboxylic acid useful in carpet treatment.
    Type: Grant
    Filed: December 8, 1980
    Date of Patent: July 20, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Kalyanji U. Patel
  • Patent number: 4339268
    Abstract: There is provided herbicidal nitroalkyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoates. These compounds are particularly useful when applied in a post-emergence application to soybean fields containing broadleaf weeds.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: July 13, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Robert J. Theissen
  • Patent number: 4339345
    Abstract: Nickel boride colloid useful as a catalyst for the hydrogenation of carbonyl compound is obtained by causing a nickel salt to react upon an alkali metal borohydride in an alcohol substantially free from dissolved oxygen under a non-oxidative atmosphere in the presence of an alcohol-soluble polymer.
    Type: Grant
    Filed: June 19, 1980
    Date of Patent: July 13, 1982
    Assignees: Agency of Industrial Science & Technology, Ministry of International Trade & Industry
    Inventors: Yukimichi Nakao, Shoei Fujishige
  • 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: 4339601
    Abstract: The novel compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each either hydrogen or an alkyl group containing from 1 to 4 carbon atoms, and maybe the same or different, are useful intermediates in a novel process for the preparation of herbicidally active compounds such as 2,5-dichloro-3-nitro-benzoic acid, 2,5-dichloro-3-amino-benzoic acid and their functional derivatives.
    Type: Grant
    Filed: September 30, 1980
    Date of Patent: July 13, 1982
    Assignee: Union Carbide Corporation
    Inventor: Albert M. V. Jacques
  • Patent number: 4339348
    Abstract: Dioxime extractants having the following general formula: ##STR1## where R and R' may be any of a variety of organic hydrocarbon radicals such as aliphatic, alkyl and aryl radicals. R and R' may also be hydrogen. Preferably R is an unsaturated hydrocarbon or branch chain alkyl group containing from about 3 to 20 carbon atoms and R' is hydrogen or an unsaturated hydrocarbon or branch chain alkyl group containing from about 1 to 10 carbon atoms. Preferably, there is a difference of about 3 to 10 carbon atoms between R and R' resulting in dissymmetry of the resulting dioxime molecule. Preferably, the dioximes also contain a total of about 5 to 32 carbon atoms. Representative compounds are methyl octyl dioxime and methyl hexyl dioxime.Organic preparations containing such dioximes are useful for the extraction of copper, nickel and cobalt metal values from acid or basic aqueous solution.
    Type: Grant
    Filed: April 17, 1980
    Date of Patent: July 13, 1982
    Assignee: Kennecott Corporation
    Inventors: Ralph W. M. Lai, John K. Litchfield
  • Patent number: 4338333
    Abstract: The compounds of formula (II): ##STR1## in which R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group, R.sub.4 is a hydrogen atom or a methyl group; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen, fluorine or chlorine atom or a methyl, methoxyl or hydroxy group; X is an oxygen atom or a bond; Y is an alkylene group of up to 6 carbon atoms or a bond; and Z is an alkylene, alkenylene or alkynylene group of up to 10 carbon atoms, have been found to possess anti-obesity and/or anti-hyperglycaemic activity.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: July 6, 1982
    Assignee: Beecham Group Limited
    Inventors: Anthony T. Ainsworth, David G. Smith
  • Patent number: 4338455
    Abstract: The invention relates to a novel process and novel intermediates useful in the preparation of sympathomimetic amines. The pharmacologically useful final products, which are acyl derivatives of mono- and dihydroxy aromatic amines (e.g., catechol amines) can be prepared in optically active or racemic form by reacting the corresponding mono- or dihydroxy aromatic amine with a reagent capable of forming the N-tert-butoxycarbonyl derivative thereof; reacting the novel intermediate thus obtained with an acyloxymethyl chloride to afford the corresponding novel mono- or diacylated N-protected aromatic amine; and removing the N-protecting group therefrom.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: July 6, 1982
    Assignee: Merck & Co., Inc.
    Inventor: Jacob A. Zupan
  • Patent number: 4338460
    Abstract: A process for preparing in high yield an isolable orthohydroxydiaminodicarboxylic acid which is useful as a metal chelating agent. The process comprises reacting a phenol (or mixture of phenols), a diaminodicarboxylic acid (or acid source), and a formaldehyde source in a medium having an acidic pH.
    Type: Grant
    Filed: August 20, 1980
    Date of Patent: July 6, 1982
    Assignee: W. R. Grace & Co.
    Inventors: Roger R. Gaudette, John L. Ohlson, Patricia M. Scanlon
  • Patent number: 4337270
    Abstract: Novel anthranilic acid derivatives of the general formula: ##STR1## wherein X is a halogen atom, an alkoxyl group having 1-3 carbon atoms, an alkyl group having 1-3 carbon atoms or a nitro group, n is an integer of 1-2, Y is an alkoxyl group having 1-3 carbon atoms, m is an integer of 2-3, Z is --COCH.dbd.CH-- or --CO--, R.sub.1 is a hydrogen atom or an alkyl group having 1-4 carbon atoms, and pharmaceutically acceptable salts thereof, which derivatives and salts possess a strong antiallergic action and are thus useful as therapeutically active agents for diseases caused by allergies, such as asthma, hay fever, urticaria and atopic dermatitis; an antiallergic composition comprising the same; and a method of alleviating diseases caused by allergies using the same.
    Type: Grant
    Filed: May 21, 1980
    Date of Patent: June 29, 1982
    Assignee: Hisamitsu Pharmaceutical Co., Inc.
    Inventors: Kanji Noda, Akira Nakagawa, Toshiharu Motomura, Masayoshi Tsuji, Hidetoshi Amano, Hiroyuki Ide
  • Patent number: 4336405
    Abstract: There are described novel compounds which include a silver halide developing function, a colorless ligand which is a radical of an iminodiacetic acid and a radical containing an onium group. The compounds are useful in photography as silver halide developing agents and also may be complexed with metals to form dye developers.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: June 22, 1982
    Assignee: Polaroid Corporation
    Inventor: Elbert M. Idelson