Having Acyclic Acid Moiety Patents (Class 564/135)
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Patent number: 5849855Abstract: Disclosed is a blocked polyisocyanate composition comprising: a blocked polyisocyanate obtained by blocking the terminal isocyanate groups of a two or more terminal isocyanate groups-containing polyisocyanate derived from at least one diisocyanate selected from an aliphatic diisocyanate and an alicyclic diisocyanate with a blocking agent comprising at least one active methylene compound selected from a malonic diester and an acetoacetic ester; and a salt of a basic compound with an acidic compound, or a mixture of the salt with the basic compound or the acidic compound, the composition having a pH value of from 1 to 8.5. The blocked polyisocyanate composition of the present invention not only exhibits high stability even under high temperature conditions, but also is capable of maintaining such high stability for a prolonged period of time.Type: GrantFiled: August 19, 1996Date of Patent: December 15, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Taketoshi Usui, Yoshiyuki Asahina
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Patent number: 5831125Abstract: A method of selective N-acylation of an aminodiol having a primary alcoholic hydroxyl group and a secondary alcoholic hydroxyl group, in which the objective product can be prepared in high yield and without troublesome extraction and purification operations. More particularly, a method of making a primary amide derivative represented by the following general formula (3) is disclosed: ##STR1## wherein R.sup.1 represents a linear saturated aliphatic hydrocarbon group having 11 to 19 carbon atoms, R.sup.2 represents a linear saturated or unsaturated aliphatic hydrocarbon group having 9 to 19 carbon atoms which may have a hydroxyl group at the 1-position, which includes the steps of reacting an aminodiol represented by the following general formula (1): ##STR2## wherein R.sup.1 is the same as R.sup.1 in general formula (3) with a fatty acid alkyl ester represented by the following general formula (2):R.sup.2 --COO--R.sup.3 (2)wherein R.sup.2 is the same as R.sup.2 in general formula (3) and R.sup.Type: GrantFiled: April 17, 1997Date of Patent: November 3, 1998Assignee: Takasago International CorporationInventors: Kazutoshi Sakurai, Kenya Ishida, Miharu Ogura
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Patent number: 5783735Abstract: A process for preparing polymeric amides is disclosed. The process comprises sequentially reacting a hydrocarbon polymer functionalized (e.g., via the Koch reaction) to contain acid, ester, thioacid and/or thioester groups with a heavy polyamine to form a partially derivatized product in which at least about 85% of the functional groups are converted to heavy (thio)amide groups, and then reacting the partially derivatized product with an excess of light amine to complete the derivatization by converting substantially all of the remaining functional groups to light (thio)amide groups. Products of the foregoing process are also disclosed, which products are useful as additives in fuels and in lubricants.Type: GrantFiled: May 25, 1995Date of Patent: July 21, 1998Assignee: Exxon Chemical Patents Inc.Inventors: Jacob I. Emert, Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
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Patent number: 5717118Abstract: The present invention relates to a one-step process for preparing amido-carboxylic acid esters having the amide nitrogen positioned between two carbonyl carbons by reacting a carboxylic acid or carboxylic acid ester with a monohydric alcohol and either a lactam, amino-carboxylic acid or a polymeric amino-carboxylic acid. In this process, amidation, esterification, alcoholysis, and hydrolysis reactions occur simultaneously.Type: GrantFiled: September 5, 1995Date of Patent: February 10, 1998Assignee: Eastman Chemical CompanyInventors: Gary Paul Lutz, George Chester Zima, Thomas Hugh Williams
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Patent number: 5654478Abstract: N-Alkenylcarboxamides of the formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen, the second radical R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.2 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by reacting an alkenyl carboxylate of the formula II ##STR2## where R.sup.1 has the abovementioned meanings and R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where R.sup.2 has the abovementioned meanings, in the presence of a base.Type: GrantFiled: August 10, 1995Date of Patent: August 5, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider, Bernd Fiechter
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Patent number: 5641881Abstract: Preparation of N-alkenylcarboxamides of the general formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen and the second radical R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl group, the radical R.sup.2 is an aliphatic, cycloaliphatic, araliphatic or aromatic radical which can be bonded to the radical R.sup.3 to give a 3- to 10-membered bridge member, and the radical R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, from an alkenyl carboxylate of the general formula II ##STR2## where R.sup.1 has the meanings indicated above and R.sup.4 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where the radicals R.sup.2 and R.sup.3 have the meanings indicated above, by reacting the starting compounds in the presence of a base is described.Type: GrantFiled: August 10, 1995Date of Patent: June 24, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider
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Patent number: 5637748Abstract: Syntheses of fluorinated amide and fluorinated nitrile compounds are improved by use of particular media for the reactions. Fluorinated amide can also be synthesized in high yield in a neat reaction.Type: GrantFiled: March 1, 1995Date of Patent: June 10, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ming-Hong Hung, Vinayakam Subramanyam
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Patent number: 5587515Abstract: A process for producing N-monosubstituted acrylamides in high yields without forming by-products. The process comprises preparing a .beta.-dialkylamino-(methyl)propionic ester by the reaction of a (meth)-acrylic ester with a specified dialkylamine, converting the formed ester into an N-monosubstituted .beta.-dialkylamino(methyl)propionamide by the reaction thereof with a primary amine in the presence of sodium methoxide, and thermally decomposing the amide under a reduced pressure.Type: GrantFiled: July 22, 1994Date of Patent: December 24, 1996Assignee: Kohjin Co., Ltd.Inventors: Yuuichi Takao, Hidetoshi Oogami
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Patent number: 5428116Abstract: New synthesis and analysis procedures for novel crosslinked polyamines and ampholytes. Polyamines are crosslinked with tartaric acid ester, malonic acid ester, or polycarboxylic acid esters of the citric acid cycle. The resulting crosslinked polyamine may further react with other compounds such as an .alpha.,.beta.-unsaturated or .alpha.-halo unsaturated carboxylic acids to prepare new ampholyte mixtures. The resulting novel ampholytes exhibit greater heterogeneity and complexity than presently prepared ampholytes, and can be used in analytical and preparative isoelectric focusing processes.Novel ampholyte analysis process entails analyzing chemical compounds, usually ampholytes, used in isoelectric focusing processes. The ampholyte is isoelectrically focused on an immobilized pH gradient, and then immersed in a picric acid solution to cause precipitation and visualization of amphoteric species.Type: GrantFiled: March 11, 1994Date of Patent: June 27, 1995Assignee: Board of Regents, The University of Texas SystemInventors: L. Scott Rodkey, Philip R. DeShong
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Patent number: 5393319Abstract: Oxamide granules are produced by (A) feed-mixing ammonia to a starting material comprising 60 to 100 weight % of a diester of oxalic acid with a C.sub.1-6 aliphatic alcohol, and 0 to 40 weight % of the same aliphatic alcohol as mentioned above, to produce oxamide and the aliphatic alcohol as by-product, while controlling the aliphatic alcohol content to 5 to 40% based on the weight of the reaction mixture to provide the resultant oxamide wetted by the aliphatic alcohol; (B) granulating the wetted product while maintaining the content of the aliphatic alcohol at a level of 5 to 40% based on the weight of the wetted reaction product; (C) heat-evaporating away the aliphatic alcohol from the wetted granules; and optionally (D) re-wetting the resultant dry oxamide granules with water in an amount of 5 to 20% based on the weight of the dry oxamide granules; and (E) re-drying the re-wetted oxamide granules, to provide oxamide granules having an enhanced mechanical strength and form-stability in water.Type: GrantFiled: July 8, 1993Date of Patent: February 28, 1995Assignee: Ube Industries, Ltd.Inventors: Yukio Inaba, Tomohiko Yamamoto, Genji Koga, Hideki Noguchi, Joji Funatsu
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Patent number: 5336805Abstract: Process for preparing an a-amino acid having the general formula (1) of ##STR1## where R represents an aryl group or a substituted aryl, cycloalkyl or alkyl group, in which process glyoxylic acid, or a precursor or derivative thereof, is contacted in the presence of sulphamic acid with an unsaturated compound chosen from the group of aromatics, cycloalkenes and alkenes. By applying the process higher efficiencies are obtained.The acid obtained as reaction product can be esterified and amidated without prior isolation.Type: GrantFiled: August 12, 1992Date of Patent: August 9, 1994Assignee: DSM N.V.Inventors: Wilhelmus H. J. Boesten, Nicolaas A. de Heij
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Patent number: 5334747Abstract: Malonic mono-ester mono-anilides and malonic acid mono-anilides and bis-anilides are produced by reaction of malonic acid di-alkyl esters with an aniline in the presence of a stoichiometric amount, based on the aniline, of an alkali alcoholate, accompanied by the initial formation of alkali salts of mono-ester mono-anilides or malonic-acid bis-anilides. Neutralization results in the formation of free malonic mono-ester mono-anilide or malonic-acid bis-anilide and saponification forms the malonic acid mono-anilide. Chloro-substituted anilides of cyclopropyl-1,1-dicarboxylic acid and their mono-esters are preferred.Type: GrantFiled: April 7, 1992Date of Patent: August 2, 1994Assignee: Huls AktiengesellschaftInventor: Klaus-Dieter Steffen
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Patent number: 5231217Abstract: The present invention is directed to a novel solvent-free process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8.Type: GrantFiled: March 20, 1991Date of Patent: July 27, 1993Assignee: Miles Inc.Inventors: Robert P. Yeater, Robson Mafoti, Josef Sanders
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Patent number: 5229036Abstract: Diethanolamine and triglyceride are reacted to produce a reaction mixture comprising diethanol amide of monocarboxylic acid and hydroxy-functional glyceride. The reaction mixture is useful as an antistatic composition for formulating with polymers, especially polyolefins.Type: GrantFiled: October 7, 1991Date of Patent: July 20, 1993Assignee: PPG Industries, Inc.Inventors: Kenneth J. Sienkowski, Paritosh M. Chakrabarti
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Patent number: 5220063Abstract: 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: May 10, 1991Date of Patent: June 15, 1993Assignee: Hoechst Celanese CorporationInventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
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Patent number: 5105009Abstract: Intermediates of Formula ##STR1## where R is a methylthio, methylsulfoxy, methylsulfonyl or a nitro group; andX1 is hydrogen, 1-6 C alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl, phenyl or phenylalkyl(1-6C), where the phenyl ring may be substituted by one or two halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; orX1 together with X2 is an oxygen atom or an alkylene having from two to five Carbon atoms; orX1 together with X2 and R4 is a chain of formula ##STR2## where p is 3 or 4 and q is 1 or 2; and X2 is hydrogen, 1-6 C alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl or phenyl which may be substituted by one or two halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; orX2 together with R4 is ##STR3## where n is 1 or 2; m is 0 or 1; X is hydrogen, halogen, 1-3 C alkyl, 1-3 C alkoxy or nitro; andX3 is hydrogen or --CO--R4 where R4 is hydrogen, 1-6 alkyl, 1-6 C haloalkyl, 3-6 C cycloalkyl, phenylalkyl(1-6C) or phenyl where the phenyl ring may be substituted by one or two halogen, 1-3 alkyl, 1-3 alkoxy or nitro; andX4 is --OH, fluorine,Type: GrantFiled: February 29, 1988Date of Patent: April 14, 1992Assignee: Zambon S.p.A.Inventors: Giancarlo Jommi, Dario Chiarino
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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: 5091572Abstract: Liquid amine terminated polyamide addition products having an average molecular weight of about 3,000 to about 10,000 are prepared by the non-catalytic reaction of a dicarboxylic acid having a molecular weight within the range of about 130 to about 700 with a higher molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 1,500 to about 6,000 and with a lower molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 200 to about 700, the reaction conditions including a temperature within the range of about 150.degree. to about 280.degree. C., a pressure of about 0.1 to 20 atmospheres and a reaction time of about 2 to about 5 hours.Type: GrantFiled: December 11, 1989Date of Patent: February 25, 1992Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Wei-Yang Su
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Patent number: 5066824Abstract: The present invention is directed to a process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifuloride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8 with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.Type: GrantFiled: August 3, 1990Date of Patent: November 19, 1991Assignee: Mobay CorporationInventors: Robson Mafoti, Josef Sanders
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Patent number: 4973750Abstract: A novel sequence of highly selective chemical reactions for conversion of 3-Aryl-2-propyn-1-ols into cis-1-Aryl-3-fluoro-1-propene and into D,L-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanols is disclosed. Preparation of D-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanol antibacterial agents including the D-(threo)-3-fluoro-3-deoxy derivatives of chloramphenicol and thiamphenicol is also disclosed.Type: GrantFiled: January 23, 1989Date of Patent: November 27, 1990Assignee: Schering CorporationInventors: Tattanahali L. Nagabhushan, Stuart W. McCombie
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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: 4721797Abstract: N-acyl-N-alkyl-2,6-dialkyl-3-chloroanilines of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, R.sub.2 is alkoxymethyl, chloromethyl or 2-tetrahydrofuryl, R.sub.3 is alkoxymethyl, carboxy or alkoxycarbonyl and R.sub.4 is hydrogen or methyl and, if R.sub.3 is carboxy or alkoxycarbonyl, R.sub.4 is also 2-alkoxyethyl and 2-alkoxypropyl, and R.sub.3 and R.sub.4, together with the carbon atom to which both radicals are attached, may also form a 2-oxotetrahydro-3-furyl radical or a 2-oxo-5-methyltetrahydro-3-furyl radical, are prepared by reacting a 2,6-dialkylaniline of the formula ##STR2## with a halide of the formula ##STR3## wherein X is chlorine or bromine, to give an N-alkyl-2,6-dialkylaniline of the formula ##STR4## then converting said compound by further reaction with an acylating agent of the formulaX.sub.1 --CO--R.sub.2wherein X.sub.1 is chlorine, bromine or -O-CO-R.sub.Type: GrantFiled: September 2, 1986Date of Patent: January 26, 1988Assignee: Ciba-Geigy CorporationInventors: Wolfgang Eckhardt, Hans Suess
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Patent number: 4675442Abstract: What is disclosed is a method for making an amide of acrylic acid or of methacrylic acid by the reaction of an alkyl ester of acrylic acid or of methacrylic acid with an amine at a temperature between 50.degree. C. and 180.degree. C., whereby the reaction with the amine is carried out in the presence of a catalytic amount of a compound of a metal of Group IVB of the periodic table of the elements or of a compound of lead, zinc, or tantalum.Type: GrantFiled: March 6, 1985Date of Patent: June 23, 1987Assignee: Rohm GmbHInventors: Siegmund Besecke, Guenter Schroeder
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Patent number: 4675441Abstract: This invention is directed to novel catalysts characterized as compounds of tin or zinc containing a direct metal-nitrogen bond. The novel catalysts are derived from a primary or secondary amine such as an alkyl amine, a heterocyclic amine, an aromatic amine, etc. The amine is reacted with a tin compound such as a tin chloride, a tin bromide, a tin oxide, or a tin alkoxide. Alternatively, the amine may be reacted with a zinc halide, a zinc alkoxide or an organozinc compound.In another aspect of the present invention, the novel catalysts are used to catalyze the reaction of an acrylate or methacrylate ester with an amine in order to prepare N-substituted acrylamides or methacrylamides in good yield and with high selectivity.Type: GrantFiled: March 6, 1986Date of Patent: June 23, 1987Assignee: Texaco Inc.Inventors: Edward E. McEntire, Kathy B. Sellstrom
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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: 4613673Abstract: This invention is directed to novel catalysts characterized as compounds of tin or zinc containing a direct metal-nitrogen bond. The novel catalysts are derived from a primary or secondary amine such as an alkyl amine, a heterocyclic amine, an aromatic amine, etc. The amine is reacted with a tin compound such as a tin chloride, a tin bromide, a tin oxide, or a tin alkoxide. Alternatively, the amine may be reacted with a zinc halide, a zinc alkoxide or an organozinc compound.In another aspect of the present invention, the novel catalysts are used to catalyze the reaction of an acrylate or methacrylate ester with an amine in order to prepare N-substituted acrylamides or methacrylamides in good yield and with high selectivity.Type: GrantFiled: September 23, 1983Date of Patent: September 23, 1986Assignee: Texaco Inc.Inventors: Edward E. McEntire, Kathy B. Sellstrom
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Patent number: 4605740Abstract: The present invention relates to a process for the production of N-substituted acrylic acid amides by conversion of 2-carboalkoxy-t-oxabicyclo(2,2,1)hept-5-enes with primary or secondary amines to 2-carboxamide-7-oxabicyclo(2,2,1)hept-5-enes and the thermal decomposition of the latter, preferably in the presence of Lewis acids and in a vacuum, to furane and N-substituted acrylic acid amides. The process according to the invention results in high purity N-substituted acrylic acid amides that are, in the main, free of bifunctional monomers which would disrupt the subsequent polymerization of the N-substituted acrylic acid amides by undesired cross-linking.Type: GrantFiled: September 22, 1983Date of Patent: August 12, 1986Assignee: Chemische Fabrik Stockhausen GmbHInventor: Alfons Landscheidt
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Patent number: 4571435Abstract: 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. The process teaches preparation of oxamide, a potential slow-release nitrogen fertilizer via the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt and an optionally substituted quinone (substituted or unsubstituted 2,5-cyclohexadiene-1,4-dione) followed by ammoniation of the filtered reaction mixture at room temperature, or below. High yields of isolated oxamide were obtained by regulating the temperature and pressure during the oxidative carbonylation and maintaining essentially anhydrous conditions throughout the process. In addition, nearly quantitative yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered for recycle along with the solvents, or for other commercial uses.Type: GrantFiled: December 3, 1981Date of Patent: February 18, 1986Assignee: Tennessee Valley AuthorityInventors: Robert J. Radel, Jack M. Sullivan
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Patent number: 4549017Abstract: The invention is related to a catalytic method for the production of N-substituted (meth)acrylamides and is more particularly related to a catalytic method for the production of N-substituted (meth)acrylamides from (meth)acrylates and amines in the presence of an alkoxide of silicon, titanium or zirconium.Type: GrantFiled: September 23, 1983Date of Patent: October 22, 1985Assignee: Texaco Inc.Inventors: Edward E. McEntire, John F. Knifton, Edward C. Y. Nieh, Kathy B. Sellstrom
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Patent number: 4539427Abstract: Formamides e.g. diethylformamide are prepared by reacting a primary or secondary amine e.g. diethylamine or ammonia with (a) an alkyl formate or (b) carbon monoxide and an alkanol in the presence, as catalyst, of (i) a compound containing an amidine group or (ii) a Group V element-containing Lewis base and an epoxide. The Lewis base can be a trivalent nitrogen or phosphorus-containing compound. The amidine group which can be cyclic or acyclic can form part of a guanidine group.Type: GrantFiled: October 18, 1983Date of Patent: September 3, 1985Assignee: BP Chemicals LimitedInventor: Michael J. Green
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Patent number: 4492801Abstract: A one-step process for the preparation of N-substituted (meth)acrylamides from the reaction of a (meth)acrylate ester and an amine over a catalytic amount of a metal alkoxide catalyst is described. These catalysts, such as stannous dimethoxide, lead dimethoxide, zinc dimethoxide, copper dimethoxide and bismuth tributoxide give high selectivity to the N-substituted (meth)acrylamides and little selectivity of the Michael adduct propionate ester, which would predominate in the absence of these catalysts. Also, these catalysts are less costly than organo metal catalysts commonly used.Type: GrantFiled: February 28, 1983Date of Patent: January 8, 1985Assignee: Texaco Inc.Inventors: Edward E. McEntire, Kathy B. Sellstrom, Edward C. Y. Nieh, David R. Livingston
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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: 4365092Abstract: This invention relates to an improved process for the preparation of methacrylamide by the reaction of methylmethacrylate with a molar excess of aqueous ammonium hydroxide at or near ambient temperatures to provide a high purity and yield of methacrylamide reaction product that is compatible in the preparation of isocyanate resins.Type: GrantFiled: July 13, 1978Date of Patent: December 21, 1982Assignee: Cook Paint and Varnish CompanyInventor: Kenneth E. Harwell
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Patent number: 4358612Abstract: Amides having the formulaRCONR.sub.2 R.sub.3in which R is .alpha.-halo-C.sub.1 -C.sub.8 -alkyl; R.sub.2 is C.sub.1 -C.sub.8 alkyl, and R.sub.3 is C.sub.1 -C.sub.8 alkyl, are prepared by reacting an ester with an amine in the presence of a promotor which is a halide of a Group IIIa metal having a molecular weight of 26 or greater, or of a Group IVb metal. The process is particularly suitable for production of a desired optical isomer of such an amide.Type: GrantFiled: August 21, 1981Date of Patent: November 9, 1982Assignee: Stauffer Chemical CompanyInventor: Richard D. Gless, Jr.
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Patent number: 4322551Abstract: A process for the preparation of aromatic amide antioxidants from a simple aliphatic or aromatic ester and primary amine in the presence of a metal alkoxide and an alcohol. Unsaturated products produced using this process are sufficiently pure to use as comonomers in the preparation of elastomers.Type: GrantFiled: February 16, 1978Date of Patent: March 30, 1982Assignee: The Goodyear Tire & Rubber CompanyInventor: Niranjan V. Shah
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Patent number: 4321411Abstract: A process is described for producing N-substituted acrylamide or methacrylamide comprising reacting an acrylic or methacrylic acid ester with an aliphatic or aromatic amine in liquid medium in the presence of a catalytic amount of alkyltin alkoxide.Type: GrantFiled: March 12, 1981Date of Patent: March 23, 1982Assignee: Nitto Chemical Industry Co., Ltd.Inventors: Tomio Nakamura, Shunichi Doi
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Patent number: 4258200Abstract: Carboxylic acid amides are produced by the catalytic reaction of an ester and an amine is shown. Organo cobalt salts are used as the catalyst. The process is particularly useful for producing dimethylacetamide by the reaction of methyl acetate and dimethylamine.Type: GrantFiled: March 11, 1980Date of Patent: March 24, 1981Assignee: Air Products and Chemicals, Inc.Inventor: Randall J. Daughenbaugh
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Patent number: 4256665Abstract: Covers a process for the preparation of a .beta.-aminopropionamide of the formula ##STR1## wherein R.sub.1 is H or methyl, n is an integer of 2 to 6 and R.sub.2 and R.sub.3, taken singly are hydrogen or lower alkyl groups containing 1 to 4 carbon atoms or R.sub.2 and R.sub.3, taken jointly are combined with the nitrogen atom to form a heterocyclic group selected from the groups consisting of morpholine, pyrrollidine and piperidine ring groups; which process comprises reacting in the presence of carbon dioxide acting as a catalyst a tertiaryaminoalkyl amine of the formula. ##STR2## where R.sub.2, R.sub.3 and n are as above with an acrylic or methacrylic compound of the formula: ##STR3## where R.sub.1 is as above and R.sub.4 is lower alkyl and recovering said .beta.-aminopropionamide.Type: GrantFiled: August 31, 1979Date of Patent: March 17, 1981Assignee: Texaco Development CorporationInventor: Edward E. McEntire
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Patent number: 4256666Abstract: Covers a process for the preparation of a .beta.-aminopropionamide of the formula ##STR1## wherein R.sub.1 is H or methyl, n is an integer of 2 to 6 and R.sub.2 and R.sub.3, taken singly are hydrogen or lower alkyl groups containing 1 to 4 carbon atoms or R.sub.2 and R.sub.3, taken jointly are combined with the nitrogen atom to form a heterocyclic group selected from the groups consisting of morpholine, pyrrolidine and piperidine ring groups; which process comprises reacting in the presence of a Lanthanide salt having an anion derivative from a strong acid having a pK.sub.a of about 5 or less acting as a catalyst, a tertiaryaminoalkyl amine of the formula: ##STR2## where R.sub.2, R.sub.3 and n are as above with an acrylic or methacrylic compound of the formula: ##STR3## where R.sub.1 is as above and R.sub.4 is lower alkyl and recovering said .beta.-aminopropionamide.Type: GrantFiled: October 29, 1979Date of Patent: March 17, 1981Assignee: Texaco Development CorporationInventor: Edward E. McEntire