Additional Oxygen In The Acid Moiety Patents (Class 564/136)
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Patent number: 5101073Abstract: A method of preparing solid hydroxyalkylamides by reacting carboxylic alkyl esters with alkanolamines at controlled reaction temperatures, removing the alcohol byproduct, controlling the temperature of the reaction mixture to form a slurry, maintaining the slurry and recovering the solid hydroxyalkylamides.Type: GrantFiled: August 27, 1990Date of Patent: March 31, 1992Assignee: Rohm and Haas CompanyInventor: Francis W. Schlaefer
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 4959489Abstract: A process is provided for making an N-substituted acrylamide dialkyl acetal, such as acrylamidobutyraldehyde dimethylacetal (ABDA), by blocking the double bond in an acrylic acid ester with a nucleophile, such as methanol, removing excess nucleophile from the blocked ester, aminating the blocked ester with an amino dialkyl acetal in the presence of an aminolysis catalyst but in the absence of any protic solvent, and deblocking the double bond in the product by pyrolysis.Type: GrantFiled: October 2, 1989Date of Patent: September 25, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Andrew F. Nordquist, Robert K. Pinschmidt, Jr.
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Patent number: 4855455Abstract: A hydroxy-carboxylate ester is converted to an amino-acid-amide by replacement of the --OH group with --N.sub.3, via, e.g., CH.sub.3 SO.sub.2 Cl and NaN.sub.3 ; reacting with amine to convert the ester to amide; and hydrogenating --N.sub.3 to --NH.sub.2. The present process alleviates the conventional use of blocking-deblocking procedures.Type: GrantFiled: January 22, 1988Date of Patent: August 8, 1989Assignee: W. R. Grace & Co.-Conn.Inventor: Robert J. Kupper
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Patent number: 4801750Abstract: Process for the production of 2-chloroacetoacetic acid amides. Diketene is converted at a temperature of +30.degree. to -40.degree. C. with the help of hydrogen chloride into acetoacetic acid chloride. Chlorine is introduced into the mixture at a temperature of +30.degree. to -40.degree. C., whereby 2-chloroacetoacetic acid chloride is formed. The latter is converted into the corresponding amide at a temperature of +50.degree. to -40.degree. C. by reaction with a N-compound having the formula: ##STR1## wherein (i) R=R'=H, or(ii) R=R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alky, or(iii) R=H, and R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alkyl.Type: GrantFiled: March 24, 1982Date of Patent: January 31, 1989Assignee: Lonza Ltd.Inventors: Leander Tenud, Raimund Miller, Barry Jackson
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Patent number: 4739104Abstract: An improved process for the preparation of pivaloylpyruyic acid ester by reaction of pinacolin with an oxalic acid dialkyl ester followed by neutralization of the reaction mixture is disclosed, wherein the reactants are mixed at a temperature of -50.degree. to +50.degree. C. and the reaction completed at a temperature of 35.degree. to 200.degree. C.Type: GrantFiled: May 13, 1983Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventors: Friedrich Werner, Heinz Blank
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Patent number: 4661621Abstract: An improved process for the preparation of pivaloylacetic acid esters by decarbonylation of pivaloylpyruvic acid esters at elevated temperatures is described. The process is carried out in the presence of 0.01 to 5 percent by weight of a metal of sub-groups one to eight of the periodic system, which metal is in metallic and/or oxidic form. Initially, 30 percent of the pivaloylpyruvic acid ester to be converted is heated in the presence of the metal, and after conversion of the same there is added additional pivaloylpyruvic acid ester according to the rate at which the pivaloylpyruvic acid ester is converted.Type: GrantFiled: December 26, 1984Date of Patent: April 28, 1987Assignee: Bayer AktiengesellschaftInventors: Friedrich Werner, Heinz U. Blank
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Patent number: 4629812Abstract: The invention relates to a method for the production of N,N'-bis-salicyloyl hydrazine by a catalytic reaction of salicylic-acid alkyl esters with hydrazine or salicylic-acid hydrazide and has the object to develop such a method in such a manner that not only an N,N'-bis-salicyloyl hydrazine with reduced eye irritation is obtained, but wherein the product is also produced with a high yield and purity. For this purpose, the invention provides that hydrazine or salicylic-acid hydrazide is heated with a 1-to-10 times excess of salicylic-acid alkyl ester in the presence of a halogenide, hydroxide or oxide of boron, aluminum or zinc to temperatures of up to 150.degree. C. The N,N'-bis-salicyloyl hydrazine prepared by the method according to the invention is suitable particularly as an additive to polymers for cable and wire insulation in power and communication engineering.Type: GrantFiled: August 18, 1981Date of Patent: December 16, 1986Assignee: Siemens AktiengesellschaftInventor: Wolfgang von Gentzkow
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Patent number: 4622426Abstract: N,N'-bis(2-hydroxyethyl)oxamide is facilely prepared, e.g., in finely divided crystalline form, by reacting an alkyl oxalate with ethanolamine in an aqueous reaction medium.Type: GrantFiled: November 9, 1984Date of Patent: November 11, 1986Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Crochemore
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Patent number: 4600794Abstract: Gamma dimethylamino L-beta hydroxy butyric acid (L-norcarnitine) is prepared by reacting gamma-iodo beta hydroxy butyric acid octyl ester with dimethylamine in a lower alkanol, e.g. ethanol, thereby obtaining a mixture of the hydroiodides of the gamma-dimethylamino L-beta hydroxy butyric acid ethyl ester and dimethylamide (in a molar ratio of about 60:40). The mixture is eluted on a weakly basic ion exchange resin activated in the OH.sup.- form in order to remove the iodide ions. Upon subsequent alkaline hydrolysis the desired compound is obtained.Type: GrantFiled: June 28, 1985Date of Patent: July 15, 1986Assignee: Sigma Tau Industrie Farmaceutiche Riunite S.P.A.Inventor: Maria O. Tinti
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Patent number: 4443627Abstract: Process for the production of carnitine amide in the form of a chloride. The carnitine ethyl ester is obtained by reaction of 4-chloroacetoacetic acid ethyl ester with trimethyl amine and the subsequent hydrogenation is carried out with the help of a Pt/C catalyst. Such carnitine ethyl ester, without isolating it, is reacted with ammonia in an autoclave at -30.degree. to +10.degree. C. Everything is heated to 40.degree. to 80.degree. C. The mixture is stirred at such temperature at an ammoniac pressure of 8 to 24 atu. The product is filtered after cooling it to ambient temperature and counterbalancing the excess pressure. The product is then washed with alcohol and subsequently dried at 30.degree. to 50.degree. C. and at a pressure of 15 to 25 torr.Type: GrantFiled: January 20, 1982Date of Patent: April 17, 1984Assignee: Lonza Ltd.Inventors: Leander Tenud, Rene Blum
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Patent number: 4379939Abstract: A process for the preparation of nitrogen fertilizers, especially oxamide, either indirectly, or directly from oxalate esters, including the regeneration of the quinone oxidant utilized in the formation of the above esters.Preparation of oxalate esters as potential intermediates for nitrogen fertilizers by the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt with or without a corresponding metal oxidant salt and an optionally substituted quinone (substituted or unsubstituted 2,5-cyclohexadiene-1,4-dione). High yields of isolated dialkyl oxalates are obtained by regulating temperature and carbon monoxide pressure and by maintaining essentially anhydrous conditions. In addition, high yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered.Type: GrantFiled: June 30, 1980Date of Patent: April 12, 1983Assignee: Tennessee Valley AuthorityInventors: Robert J. Radel, Jack M. Sullivan
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Patent number: 4277395Abstract: Compounds of the following general formula are irreversible inhibitors of pancreatic elastase: ##STR1## wherein M is hydroxy, lower alkoxy, benzyloxy or --NY.sub.1 Y.sub.2 wherein each of R.sub.4 and R.sub.5 is hydrogen or lower alkyl; R is CF.sub.3, CHF.sub.2 or CH.sub.2 F; R.sub.1 is straight or branched lower alkyl; R.sub.2 is defined the same as R.sub.1 or is benzyl; R.sub.30 is CHO, carbobenzoxy, tert-butoxycarbonyl, benzoyl or lower alkanoyl; X is pro, ala or leu and Y and Z together form a single bond; or Y-X is ala-pro, ala-ala or ala-leu and Z forms a single bond; and Z-Y-X is ala-ala-pro, ala-ala-ala or pro-ala-leu.Type: GrantFiled: June 16, 1980Date of Patent: July 7, 1981Assignee: Richardson-Merrell Inc.Inventors: Philippe Bey, Brian W. Metcalf, Jeffrey S. Wiseman
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Patent number: T100903Abstract: A process for the preparation of nitrogen fertilizers, especially oxamide, either indirectly or directly from oxalate esters, including the regeneration of the quinone oxidant utilized in the formation of the above esters.Preparation of oxalate esters by the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt with or without a corresponding metal oxidant salt and an optionally substituted quinone. High yields of isolated dialkyl oxalates are obtained by regulating temperature and carbon monoxide pressure and by maintaining essentially anhydrous conditions. In addition, high yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered.Type: GrantFiled: April 4, 1980Date of Patent: August 4, 1981Inventors: Robert J. Radel, Jack M. Sullivan