Saturated Lower Fatty Acids Patents (Class 562/606)
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Patent number: 6258980Abstract: There is described a process for the production of a substantially anhydrous salt of an organic acid which comprises reacting a basic compound of a metal with the appropriate organic acid, removing a substantial proportion of water present so as to produce the salt or its hydrate as a liquid phase and then dissolving the liquid phase in a non-aqueous solvent.Type: GrantFiled: June 27, 1994Date of Patent: July 10, 2001Assignee: Contracts Chemicals Ltd.Inventor: David Anthony Jones
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Patent number: 6201021Abstract: Formula (I) compounds: wherein R1 is alkyl substituted by fluorine(s); R2 is hydroxy, alkoxy, alkoxy substituted by phenyl, NR3R4, in which R3, R4 is (i) hydrogen, (ii) alkyl, (iii) phenyl, (iv) phenyl substituted by alkoxy or carboxyl, (v) heterocyclic ring containing nitrogen atom, (vi) alkyl substituted by phenyl, phenyl subsituted by alkoxy or carboxyl, heterocyclic ring containing nitrogen atom, (vii) the nitrogen bonded to R3 and R4, taken together is a saturated heterocyclic ring or amino acid residue; and non-toxic salts and acid addition salts thereof.Type: GrantFiled: July 23, 1996Date of Patent: March 13, 2001Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Shuichi Ohuchida, Kazuo Kishimoto, Narito Tateishi, Hiroyuki Ohno
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Patent number: 6077542Abstract: Substances that are solid at 25.degree. C. are obtained by dissolving sodium valproate in heated valproic acid and cooling the resultant solution. The resulting solid substances can easily be processed into solid pharmaceutical dosage forms.Type: GrantFiled: July 31, 1997Date of Patent: June 20, 2000Inventor: Bernard Charles Sherman
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Patent number: 6043392Abstract: This invention provides a method for thermally converting volatile fatty acid (VFA) salts to ketones by mixing dry calcium salts of VFAs with hot heat transfer agent in an evacuated container, thereby causing thermal decomposition of the calcium salts of VFAs to form ketone-containing vapor and calcium carbonate; and separating the ketone-containing vapor from the calcium carbonate and heat transfer agent by condensing a mixture of ketones from the ketone-containing vapor. This invention also provides a process for conversion of VFA salts, produced by anaerobic fermentation of cellulosic biomass, into liquid fuels, volatile fatty acids, aldehydes, alcohols, and lactic acid.Type: GrantFiled: June 30, 1997Date of Patent: March 28, 2000Assignee: Texas A&M University SystemInventors: Mark T. Holtzapple, Richard R. Davison
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Patent number: 6013816Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.Type: GrantFiled: July 5, 1996Date of Patent: January 11, 2000Assignee: DSM NVInventors: Onko J. Gelling, Imre Toth
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Patent number: 5990351Abstract: A process for recovering 2,2-dimethylpropanoic acid in highly pure form from a mixture of 2,2-dimethylpropanoic acid and impurities which may be obtained in the production of a beta lactam antibiotic, by degrading impurities and separating off the volatile fragments.Type: GrantFiled: December 22, 1997Date of Patent: November 23, 1999Assignee: Biochemie GmbHInventors: Joan Cabre, Victor Centellas, Jose Diago, Asuncion Esteve, Joan Serrat
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Patent number: 5969183Abstract: Provided is a process for producing acetic acid by carrying out reaction of methyl formate in the presence of a Group VIII metal catalyst, at least one iodine compound, acetic acid and carbon monoxide, continuously drawing a reaction mixture from a reactor, introducing the reaction mixture into a flash distillation zone, separating an evaporated component and an unevaporated component, recycling the unevaporated component to the reaction zone, and obtaining acetic acid from the evaporated component, wherein formic acid and methyl formate are allowed to coexist in the flash distillation zone and/or the recycling zone. According to this process, no loss of methyl formate and formic acid is caused and only methyl formate is used as a starting material with basically requiring no supply of carbon monoxide.Type: GrantFiled: March 2, 1998Date of Patent: October 19, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Futoshi Kawataka, Yoshikazu Shima, Kenichi Nakamura
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Patent number: 5962735Abstract: A solution is provided to the long sought inorganic alternative to resin based adsorbents for iodide clean-up service for corrosive organic liquid. The solution involves the use of a solid inorganic adsorbent comprising a combination of a silica-rich zeolite molecular sieve, which has been cation-exchanged with an iodide-reactive metal selected from silver, mercury, copper, lead, thallium, palladium or mixtures thereof, with a substantially insoluble, porous refractory inorganic oxide binder. Reactivation and regeneration technique for the spent inorganic adsorbent are also covered.Type: GrantFiled: March 6, 1998Date of Patent: October 5, 1999Assignee: UOP LLCInventors: Santi Kulprathipanja, Benjamin C. Spehlmann, Richard R. Willis, John D. Sherman, William A. Leet
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Patent number: 5942237Abstract: A novel type of formulation for the topical administration of antigens and/or vaccines to mammals via mucosal membranes comprising one or more adjuvants/vehicles selected from (a) polyoxyethylene sorbitan monoesters, (b) polyoxyethylene castor oil, (c) caprylic/capric acid glycerides and (d) gangliosides in an amount of 0.01 to 15% (v/v) calculated on the total volume of the preparation. This formulation enhances the immunological response n a mammal following mucosal administration, e.g. nasal, oral, rectal or vaginal application.Type: GrantFiled: October 6, 1995Date of Patent: August 24, 1999Assignee: Lyfjathroun H.F.Inventors: Sveinbjorn Gizurarson, Iver Heron
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Patent number: 5907060Abstract: The present invention relates to a novel process for preparing 3,3-dimethylbutyric acid by reaction of trimethylpyruvic acid with hydrazine hydrate and treatment of the resulting hydrazone with a base.Type: GrantFiled: June 4, 1998Date of Patent: May 25, 1999Assignee: Bayer AktiengesellschaftInventor: Uwe Stelzer
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Patent number: 5891921Abstract: Wood preservative systems comprising (a) a biocidal effective amount of (i) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium carboxylate having the formula ##STR1## wherein R.sup.1 and R.sup.2 are a C.sub.8 -C.sub.12 alkyl group; R.sup.3 is a substituted or unsubstituted, interrupted or uninterrupted C.sub.1 -C.sub.100 group; l and q independently are 1, 2 or 3 and (l) (q) is 1, 2, or 3; and n is 0 or an integer from 1 to 50; (ii) at least one di C.sub.8 -C.sub.12 alkyl quaternary ammonium borate having the formula ##STR2## wherein R.sup.1 and R.sup.2 are defined as above, and a is 2 or 3, but when a is 2, b is 0 or 1, and when a is 3, b is 0, 1, or 2; or (iii) a combination of (i) and (ii); and (b) a solvent are provided. These carboxylate quats as well as carboxylate quats wherein R.sup.1 is a C.sub.1 -C.sub.20 alkyl or aryl-substituted alkyl group and R.sup.2 is a C.sub.8 -C.sub.20 alkyl group are preferably prepared by an indirect or a direct synthesis.Type: GrantFiled: April 18, 1996Date of Patent: April 6, 1999Assignee: Lonza Inc.Inventor: Leigh E. Walker
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Patent number: 5877349Abstract: This process for the synthesis of 3-mercaptopropionic acid by an addition reaction of H.sub.2 S with acrylic acid is carried out in the presence of a solid support having basic guanidine functional groups, provided that the latter do not contain hydrogen bonded directly to a nitrogen atom.Type: GrantFiled: September 19, 1997Date of Patent: March 2, 1999Assignee: Elf Acquitaine Exploration Production FranceInventor: Emmanuel Arretz
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Patent number: 5856569Abstract: A process for making valproic acid from an alkyl alkanoylacetate is disclosed. The alkyl alkanoylacetate is reacted with an n-propyl halide in a biphasic system in the presence of a base and a phase transfer catalyst. The product mixture is acidified to convert the resulting valproate salt into valproic acid.Type: GrantFiled: October 1, 1997Date of Patent: January 5, 1999Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventors: Mose Santaniello, Carlo Alberto Bagolini, Agostino Uttaro, Silverio Fontana
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Patent number: 5821382Abstract: In order to manufacture a thiol compound by causing reaction between an unsaturated compound and hydrogen sulfide, the unsaturated compound and the thiol compound being expressed by following formulas (1) and (2), respectively:CH.sub.2 .dbd.CR.sup.1 --COOR.sup.2 (1)HS--CH.sub.2 --CHR.sup.1 --COOR.sup.2 (2)where R.sup.1 represents a hydrogen atom or a methyl group, and R.sup.Type: GrantFiled: October 16, 1997Date of Patent: October 13, 1998Assignee: Nippon Shokubai Co., Ltd.Inventors: Youichi Hino, Ryuichi Ishikawa, Norihiro Wakao
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Patent number: 5801274Abstract: N-?Mercaptoacyl(amino acid or peptide)! compounds and S-lipophilic aliphatic carbonyl derivatives thereof, and pharmaceutical compositions comprising such compounds, as well as the use of these compounds as antihypertensives by the inhibition of neutral endopeptidase and/or peptidyldipeptidase A are disclosed. Methods for preparing such compounds and derivatives are disclosed also.Type: GrantFiled: June 7, 1995Date of Patent: September 1, 1998Assignee: Institut National de la Sante et de la Recherche MedicaleInventors: Marie-Claude Fournie-Zaluski, Bernard-Pierre Roques
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Patent number: 5786380Abstract: The invention provides compounds which are effective antiepileptics and at the same time display only a slight sedative and teratogenic effect and have the formula ##STR1## where the compounds of the formulae (I) and (II) can also be mono- or polyunsaturated, in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each, independently of one another, hydrogen or a C.sub.1 -C.sub.6 -alkyl group, R.sup.5 is hydrogen or a C.sub.1 -C.sub.2 -alkyl group, and at least one of the radicals R.sup.1 to R.sup.4 in the compounds of the formulae (I) and (II) is different from hydrogen, where the compounds of the formula (I), in the case where a center of asymmetry is present on the carbon atom in position 2, and the compounds of the formulae (II), (III) and (IV) are in the form of their racemate, their pure enantiomers or a mixture of their enantiomers which differs from the racemate, and pharmaceutically compatible salts thereof.Type: GrantFiled: November 23, 1994Date of Patent: July 28, 1998Inventors: Heinz Nau, Ursula Bojic, Ralf-Siegbert Hauck, Mohamed Mohey Eldin Elmazar
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Patent number: 5756752Abstract: Substituted oxadiazolones of the formula (I) ##STR1## in which R represents optionally substituted alkyl, are obtained in good yields and high purity on reacting in a first step carboxylic acids of the general formula (II)R--COOH (II)with hydrazine hydrate in the presence of a catalyst and an inert diluent at temperatures between 0.degree. C. and 150.degree. C. with elimination of water and removal of said catalyst and reacting the resulting carboxylic hydrazides of the general formula (III)R--CO--NH--NH.sub.2 (III)in a second step with phosgene (COCl.sub.2) at temperatures between 20.degree. C. and 120.degree. C.Type: GrantFiled: April 15, 1997Date of Patent: May 26, 1998Assignees: Bayer Corporation, Bayer AktiengesellschaftInventors: Hans Joachim Diehr, Reinhard Lantzsch, Jacqueline M. Applegate, Klaus Jelich
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Patent number: 5750571Abstract: Methods for treating cystic fibrosis are described. The methods involve the administration of a protein enhancing agent, differentiating agent and/or carboxy-compound to a subject afflicted with cystic fibrosis such that mutant cystic fibrosis transmembrane regulator protein present within cystic fibrosis-associated cells becomes functional. Other aspects described include therapeutic compositions and packaged drugs.Type: GrantFiled: December 23, 1996Date of Patent: May 12, 1998Assignee: Genzyme CorporationInventors: Seng Hing Cheng, Shaona Lee Fang, Henry Hoppe, IV, Alan Edward Smith
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Patent number: 5719290Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitriles thereof. These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure ##STR1## in which X is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Try, L-Thr, or an amide such as NHCH.sub.2 C.sub.6 H.sub.5 or NH(CH.sub.2).sub.2 C.sub.6 H.sub.5.Type: GrantFiled: November 4, 1996Date of Patent: February 17, 1998Assignee: G. D. Searle & Co.Inventors: Sean T. Nugent, Richard A. Mueller
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Patent number: 5679697Abstract: Novel palladium complexes and pharmaceutical compositions comprising the same are provided. Such complexes comprise (palladium).sub.m (lipoic acid).sub.n, wherein m and n are each independently 1 or 2. A process for preparing such complexes is also disclosed. In addition, a method of treatment of tumors and a method of treatment of psoriasis comprising administering the pharmaceutical compositions of the present invention are provided.Type: GrantFiled: October 18, 1995Date of Patent: October 21, 1997Inventor: Merrill Garnett
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Patent number: 5674898Abstract: Methods and compositions for treating Cystic Fibrosis by mobilizing mutant forms of CFTR, which retain at least some functional activity, to the plasma membrane where they can mediate chloride ion transport are disclosed.Type: GrantFiled: June 7, 1993Date of Patent: October 7, 1997Assignee: Genzyme CorporationInventors: Seng Hing Cheng, Shaona Lee Fang, Henry Hoppe, IV, Alan Edward Smith
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Patent number: 5672746Abstract: Neurotrophic and antiproliferative compounds related to the antiepileptic drug valproate are provided. These compounds are useful for promoting neuronal function as in neurodegenerative disorders and for treating neoplastic disease.Type: GrantFiled: August 30, 1994Date of Patent: September 30, 1997Assignees: American Biogenetic Sciences, Inc., University College DublinInventors: Heinz Nau, Ciaran M. Regan
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Patent number: 5663430Abstract: In a process for purifying a carboxylic acid fraction obtained by liquid phase carbonylation of an alkyl alcohol and/or its reactive derivative in which volatile iridium- and/or volatile co-promoter contaminants are converted to involatile forms by contacting with an iodide in the absence of carbon monoxide or at a partial pressure less than that of the carbonylation reaction. The involatile contaminants are then separated from the carboxylic acid.Type: GrantFiled: June 2, 1995Date of Patent: September 2, 1997Assignee: BP Chemicals LimitedInventors: George Ernest Morris, Stephen James Smith, John Glenn Sunley, Robert John Watt, Bruce Leo Williams
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Fluorine-containing carboxylic acid amine salt and a magnetic recording medium with the same thereon
Patent number: 5604032Abstract: A fluorine-containing carboxylic acid amine salt of Formula A below: ##STR1## wherein R.sup.1 denotes an aliphatic alkyl group or an aliphatic alkenyl group with 6 to 30 carbons; R.sup.2 denotes a group selected from the group consisting of a fluoroalkyl group with 3 to 30 carbons, a fluoroalkenyl group with 3 to 30 carbons, a fluorophenyl group with 6 to 18 carbons, and a fluoroalkylether group with 5 to 50 carbons; R.sup.3 and R.sup.4 each denotes a saturated or unsaturated hydrocarbon chain with 1 to 20 carbons; R.sup.5 denotes either a fluoroalkyl group with 3 to 30 carbons or a fluoroalkenyl group with 3 to 30 carbons; n denotes 0 or 1; X denotes hydrogen or -(R.sup.6) -R.sup.7 ; and Y denotes hydrogen or -(R.sup.8) -R.sup.9, where R.sup.6 and R.sup.8 each denotes a saturated or unsaturated hydrocarbon chain with 1 to 20 carbons, and R.sup.7 and R.sup.9 each denotes a fluoroalkyl group with 3 to 30 carbons or a fluoroalkenyl group with 3 to 30 carbons.Type: GrantFiled: October 13, 1994Date of Patent: February 18, 1997Assignee: Matsushita Electric Industrial Co., Ltd.Inventors: Yoshiaki Kai, Yukikazu Ohchi -
Patent number: 5599979Abstract: Formic acid is difficult to separate from acetic acid by conventional distillation or rectification because of the close proximity of their boiling points. Formic acid can be readily separated from acetic acid by using extractive distillation. Effective agents are propionic acid, butyric acid, valeric acid and 2-ethyl hexanoic acid.Type: GrantFiled: September 8, 1995Date of Patent: February 4, 1997Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5563295Abstract: A process for the production of an optically active carboxylic acid (I), which comprises subjecting an olefinic carboxylic acid (II) to asymmetric hydrogenation using a complex as a catalyst consisting of an optically active phosphine (III) and a ruthenium compound.Complex of ##STR1## with a ruthenium compound ##STR2## According to the process of the present invention, optically active carboxylic acids can be produced with high yield.Type: GrantFiled: March 7, 1995Date of Patent: October 8, 1996Assignee: Takasago International CorporationInventors: Hidemasa Takaya, Xiaoyong Zhang, Kazuhiko Matsumura, Noboru Sayo, Hidenori Kumobayashi
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Patent number: 5534651Abstract: .gamma.-Mercaptocarboxylic acids and their derivatives, in particular esters and amides, are prepared from .gamma.-butyrolactones via the corresponding thiolactones. The thiolactones are obtained by reaction of a .gamma.-lactone with thiocarboxylates in polar solvents and are converted by ring opening using nucleophilic reagents, such as, alkali metal alkoxides, into the .gamma.-mercaptocarboxylic acid derivatives. These are intermediates, for example, for the synthesis of leucotriene antagonists.Type: GrantFiled: August 30, 1994Date of Patent: July 9, 1996Assignee: Lonza Ltd.Inventors: Wilhelm Quittmann, John McGarrity
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Patent number: 5502248Abstract: A process for the continuous hydrolysis of esters containing from 2 to about 16 carbon atoms to form at least one alcohol and at least one carboxylic acid and the concurrent separation of the hydrolysis products has been developed. The process uses a solid bed which acts as a catalyst for hydrolysis and as an adsorbent for at least one class of the products. The process operates in the simulated moving bed mode. A specific embodiment of the invention is one where the simulated moving bed is a homogeneous mixture of at least one solid effective as a hydrolysis catalyst and at least one solid effective as an alcohol or carboxylic acid adsorbent. Another specific embodiment is one where the simulated moving bed is a strongly acidic macroreticular polymeric resin effective both as a hydrolysis catalyst and as an adsorbent for at least one hydrolysis product.Type: GrantFiled: February 27, 1995Date of Patent: March 26, 1996Assignee: UOPInventors: Gregory A. Funk, Hemant W. Dandekar, Simon H. Hobbs
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Patent number: 5463093Abstract: Novel palladium complexes and pharmaceutical compositions comprising the same are provided. Such complexes comprise (palladium).sub.m (lipoic acid).sub.n, wherein m and n are each independently 1 or 2. A process for preparing such complexes is also disclosed. In addition, a method of treatment of tumors and a method of treatment of psoriasis comprising administering the pharmaceutical compositions of the present invention are provided.Type: GrantFiled: November 26, 1993Date of Patent: October 31, 1995Inventor: Merrill Garnett
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Patent number: 5430185Abstract: A process is provided for making bulk calcium magnesium acetate in a substantially pure crystalline form. The crystalline CMA contains less than about 0.5% of water soluble impurities.Type: GrantFiled: February 18, 1992Date of Patent: July 4, 1995Assignee: General Atomics International Services CorporationInventor: Fu Su
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Patent number: 5414116Abstract: The invention relates to a catalyst formed of an active charcoal support in the form of particles or of cylinders having a diameter from 0.3 to 1.5 mm and a length of 0.3 to 5 mm or spheres having a diameter from 0.3 to 2 mm, the said particles being loaded with a precious metal from group 8. Advantageously, palladium on active charcoal is used.The invention is particularly useful for purifying monochloroacetic acid.Type: GrantFiled: February 19, 1993Date of Patent: May 9, 1995Assignee: Societe Elf Atochem S.A.Inventor: Yves Correia
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Patent number: 5414108Abstract: The subject matter of the invention is a process for the preparation of carboxylic acids and derivatives of them of the general formula ##STR1## wherein R means hydrogen, or a C.sub.1-4 alkyl or a (C.sub.1-5 alkoxy)carbonyl group,R.sub.1 is as defined in claim 1,R.sub.7 stands for hydrogen or a C.sub.1-7 alkyl group andR.sub.8 means hydrogen or a carboxyl group.Type: GrantFiled: August 11, 1992Date of Patent: May 9, 1995Assignee: Biogal GyogyszergrarInventors: Gyorgy Toth, Janos Balint, Klara Elek nee Herczik, Zsuzsanna Moricz nee Garai, Eva Mudra nee Kantor
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Patent number: 5393924Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.Type: GrantFiled: April 29, 1994Date of Patent: February 28, 1995Assignee: Hoechst Celanese CorporationInventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
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Patent number: 5350872Abstract: The subject matter of the invention is a process for the preparation of carboxylic acids and derivatives of them of the general formula ##STR1## wherein R means hydrogen, or a C.sub.1-4 alkyl or a (C.sub.1-5 alkoxy)carbonyl group,R.sub.1 is as defined in claim 1,R.sub.7 stands for hydrogen or a C.sub.1-7 alkyl group andR.sub.8 means hydrogen or a carboxyl group,by reacting a 1,3-dioxane-4,6-dione derivative of the general formula ##STR2## wherein R.sub.9 stands for a C.sub.1-4 alkyl group or a phenyl group, optionally monosubstituted by halogen andR.sub.10 stands for hydrogen or a C.sub.1-5 alkyl group orR.sub.9 and R.sub.10 together form a pentamethylene group,and an aldehyde or ketone of the general formula ##STR3## in the presence of formic acid.Type: GrantFiled: October 29, 1993Date of Patent: September 27, 1994Assignee: Biogal GyogyszergrarInventors: Gyorgy Toth, Janos Balint, Klara Elek nee Herczik, Zsuzsanna Moricz nee Garai, Eva Mudra nee Kantor
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Patent number: 5344975Abstract: A process for production of lower alkanoic acids. A reaction mixture comprising a substituted malonic acid, an acid catalyst, and a limited amount of water is heated to a temperature sufficient to hydrolyze and decarboxylate the ester. The reaction mixture is maintained at the temperature by periodic addition of limited amounts of water, and the reaction is continued for a period of time sufficient to remove substantially all of the alcohol and carbon dioxide generated by the hydrolysis reaction, thereby converting substantially all of the ester to alkanoic acid. The process is particularly useful for the production of valproic acid.Type: GrantFiled: September 3, 1993Date of Patent: September 6, 1994Assignee: Wyckoff Chemical Company, Inc.Inventor: Andrew G. Zeiler
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Patent number: 5334758Abstract: A process for preparing an optically active carboxylic acid is disclosed, comprising asymmetric hydrogenation of an .alpha.,.beta.-unsaturated carboxylic acid using an alcohol as a hydrogen donor in the presence of a metal-optically active phosphine complex. A carboxylic acid having high optical purity can easily be obtained in a high yield without using specific equipment as required in using hydrogen gas as a hydrogen donor.Type: GrantFiled: September 30, 1993Date of Patent: August 2, 1994Assignee: Takasago International CorporationInventors: Masahiko Saburi, Masamichi Ohnuki, Yasuzo Uchida
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Patent number: 5331011Abstract: Disclosed is an N-benzyl-N-phenoxyethylamine selected from the group consisting of the N-benzyl-N-phenoxyethylamine represented by the following formula (I): ##STR1## and an agriculturally acceptable acid addition salt represented by the following formula (II): ##STR2## wherein m represents a number of 1 or 2 with a proviso that when m is 1 and a chlorine atom in the ring A is present at para(4)-position of the ring A, two chlorine atoms in the ring B are present at 2,3-, 2,5-, 2,6-, 3,4- or 3,5-positions of the ring B, and HX represents an acid.Type: GrantFiled: April 7, 1993Date of Patent: July 19, 1994Assignee: Mitsubishi Gas Chemical Co., Inc.Inventors: Mitsunori Oda, Kazutoshi Kikkawa, Akinori Tanaka, Satoko Imaruoka, Shigeo Yoshinaka
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Patent number: 5329045Abstract: A process for deodorizing a mercapto acid or a polar solvent solution thereof includes extracting malodorous compounds present therein by extraction with carbon dioxide in gaseous, liquid or solid form. The mercapto acid has the formula HS-A-COOH wherein A represents ##STR1## wherein n is an integer ranging from 1-4 and R is linear or branched C.sub.1 -C.sub.3 alkyl.Type: GrantFiled: April 12, 1993Date of Patent: July 12, 1994Assignee: L'OrealInventors: Michel Dedieu, Herve Burgaud, Eric LaPoirie, Veronique Gurfein, Gerard Malle
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Patent number: 5292928Abstract: In a process for reacting a low molecular weight hydroxy compound with a carboxylic acid halide, a small amount of the acid halide is introduced into the reaction vessel and the remainder of the acid halide and the hydroxy compound are added gradually in an approximately stoichiometric ratio. The hydrogen halide formed is thus prevented from dissolving in the reaction medium. The heat of reaction to be dissipated is negligible.Type: GrantFiled: July 31, 1992Date of Patent: March 8, 1994Assignee: Hoechst AktiengesellschaftInventor: Karlheinz Miltenberger
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Patent number: 5235102Abstract: There is provided a process for the conversion of a feedstream comprising gaseous and/or liquid feed materials to a desired products by means of catalytic distillation employing a catalyst-packing material comprising a rigid, cellular monolith or a rigid, cellular monolith coated with a catalytically-active material.Preferred rigid, cellular monoliths are ceramic honeycomb monoliths.Type: GrantFiled: November 20, 1990Date of Patent: August 10, 1993Assignee: Amoco CorporationInventors: David A. Palmer, Gary P. Hagen
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Patent number: 5212326Abstract: This invention concerns certain diethyl- or dipropylacetic acid salts of sodium valproate which have physiological properties similar to those of valproic acid or sodium valproate but show highly superior stability characteristics.Type: GrantFiled: January 7, 1991Date of Patent: May 18, 1993Assignee: Abbott LaboratoriesInventor: Edwin M. Meade
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Patent number: 5180850Abstract: A new crystalline form of magnesium valproate obtained by reacting valproic acid with magnesium alkoxides in alcoholic solution is described.The new crystalline form is endowed with enhanced bioavailability and may be used in a particularly pure form to prepare pharmaceutical compositions which are useful for treating Central Nervous System pathologies.Type: GrantFiled: December 13, 1990Date of Patent: January 19, 1993Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventor: Claudio Cavazza
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Patent number: 5175322Abstract: A continuous process for preparing a metallic soap by a double decomposition process is disclosed, in which an aqueous solution of an alkali soap and an inorganic metal salt are separately fed directly on the surface of the rotating impeller of a mixer to instantaneously mix them together and the resulting metallic soap aqueous slurry is discharged out from the mixer without delay. Metallic soaps free from contamination with unreacted starting materials or by-products can be continuously obtained using small-sized reactor vessels with a reduced energy.Type: GrantFiled: November 27, 1989Date of Patent: December 29, 1992Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Fumihiko Yoshizawa, Fumio Kikuchi, Seiichi Kojima, Kenichi Yuasa
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Patent number: 5175363Abstract: Disclosed is a method for reducing olefinic impurities in solutions of carboxylic acids and/or anhydrides. The invention is especially useful for removing substantially all, i.e., greater than 90 percent of trace amounts of olefinic impurities.Type: GrantFiled: January 28, 1991Date of Patent: December 29, 1992Assignee: Eastman Kodak CompanyInventors: Joseph R. Zoeller, Regina M. Moncier
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Patent number: 5166445Abstract: Phosphonium salts of the formula ##STR1## wherein A signifies aryl and Y.sup.- signifies C.sub.1 -C.sub.6 -alkanoate or hydroxytrifluoroborate, as well as their manufacture from 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with a triarylphosphine and with a C.sub.1 -C.sub.6 -alkanoic acid or a boron trifluoride etherate and, if desired after conversion into the phosphonium salt of a strong acid, further reaction to give lycopene.Type: GrantFiled: January 11, 1990Date of Patent: November 24, 1992Assignee: Hoffman-La Roche Inc.Inventor: Karl Meyer
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Patent number: 5162214Abstract: A method is provided for removing an anion from an aqueous liquid, such as a fermentation broth. The aqueous broth is contacted with a water-immiscible ion exchange liquid to extract the anion from the broth. The anion exchange liquid is then back extracted with an aqueous phase, to remove the anion, preferably for other uses.Type: GrantFiled: April 5, 1991Date of Patent: November 10, 1992Assignee: General Atomics International Services CorporationInventor: Gale L. Hubred
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Patent number: 5142063Abstract: The present invention describes novel chiral rhodium-diphosphine complexes having the formula[Rh(X) (Y) (Lp)]owherein X represents a residue of the formula X--COO.sup.- in which Z signifies a group ##STR1## aryl or substituted aryl, wherein R.sup.1, R.sup.2, R.sup.3 =hydrogen, halogen, lower alkyl, aryl-lower alkyl, perfluoro-C.sub.1-20 -alkyl, aryl, substituted aryl, the group --OR.sup.7, --(CH.sub.2).sub.m --COA or AOC--(CF.sub.2).sub.n, with the proviso that at least one of R.sup.1, R.sup.2, and R.sup.3 represents --OR.sup.7, aryl or substituted aryl,R.sup.4, R.sup.5, R.sup.6 =hydrogen, halogen, lower alkyl, aryl-lower alkyl, perfluoro--C.sub.1-20 -alkyl, aryl, substituted aryl, --(CH.sub.2).sub.m --COA or AOC--(CF.sub.2).sub.n,R.sup.7 =hydrogen, lower alkyl, partially or completely halogenated lower alkyl, aryl, substituted aryl or aryl-lower alkyl,A=The residue --OR or NR'.sub.Type: GrantFiled: November 20, 1990Date of Patent: August 25, 1992Assignee: Hoffmann-La Roche, Inc.Inventors: Emil A. Broger, Yvo Crameri
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Patent number: 5101070Abstract: A process for preparing valproic acid which comprises:(I) producing a 2,2-dipropyl acetoacetic acid ester from an acetoacetic acid ester,(II) deacetylating the 2,2-dipropyl acetoacetic acid ester with an alcohol to give a valproic acid ester, and(III) hydrolyzing the valproic acid ester. In the process of the present invention, valproic acid can be prepared in a high yield as not less than 85% by mole and by-products such as .alpha.-propyl-.beta.-ethyl acrylic acid and its esters which cannot be easily separated from valproic acid, are not entirely produced.Type: GrantFiled: July 5, 1988Date of Patent: March 31, 1992Assignee: Nippon Gohsei Kagaku Kogyo Kabushiki KaishaInventors: Toshio Yamamoto, Akira Yamashita, Noriyoshi Numoto
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Patent number: 5087728Abstract: A process for producing a carboxylic acid or an ester thereof represented by formula (I): ##STR1## wherein: R represents a hydrogen atom or a lower alkyl group; R.sup.1 represents a lower alkyl group; CH.sub.2 COOR.sup.3, wherein R.sup.3 represents a hydrogen atom or a lower alkyl group; or NHR.sup.4, wherein R.sup.4 represents a formyl group, an acetyl group, a benzoyl group, or a chloroacetyl group, andR.sup.2 represents a hydrogen atom, a lower alkyl group, or a phenyl group,which comprises hydrogenating an unsaturated compound represented by formula (II): ##STR2## wherein R, R.sup.1, and R.sup.2 are as defined above, in the presence of a rhodium or ruthenium complex catalyst having, as a ligand, BICHEP which means 2,2'-bis(dicyclohexylphoshino)-6,6'-dimethyl-1,1'-biphenyl represented by formula (III): ##STR3## is disclosed.Type: GrantFiled: July 11, 1990Date of Patent: February 11, 1992Assignee: Takasago International CorporationInventors: Hiroyuki Nohira, Hidemasa Takaya, Akira Miyashita
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Patent number: 5047583Abstract: A carboxylic acid of formula RCO.sub.2 H, for example acetic acid, is prepared from a formate ester of formula HCO.sub.2 R, for example methyl formate, by heating the ester at elevated temperature with an iridium catalyst, a halide promoter and a strong acid. The strong acid is one having a pKa of not greater than 0 in aqueous media for example a sulphonic acid. Addition of the strong acid to the reaction mixture causes an increase in the rate of conversion of formate ester to carboxylic acid.Type: GrantFiled: July 13, 1984Date of Patent: September 10, 1991Assignee: BP Chemicals LimitedInventor: Peter S. Williams