Abstract: The invention discloses a new method for producing enantiomer-enriched 1-amino-4-(hydroxymethyl)-cyclopent-2-ene derivatives of the general formulae (I) and (II) in which R1 is hydrogen or a possibly substituted C1-8 alkyl radical, aryl radical or cycloalkyl radical and R2 is acyl.
Type:
Grant
Filed:
June 22, 2001
Date of Patent:
February 25, 2003
Assignee:
Lonza AG
Inventors:
Walter Brieden, Kay-Sara Etter, Michael Petersen
Abstract: The present invention relates to the formation of an amido ester having the formula:
R1—CO—NR3—R2—COL
or
R1—NR3—CO—R2—COL
wherein R1 is C1-C12 linear or branched alkyl, C6-C14 aryl, C7-C14 alkyl substituted aryl unit; R2 is C1-C14 alkylene, C6-C14 arylene, C7-C14 alkyl substituted arylene; R3 is hydrogen, C1-C10 alkyl, C6-C10 aryl, C7-C10 alkyl substituted aryl, L is a aryl leaving group having the formula:
R4 comprises one or more anionic or cationic units, wherein said compound is formed using a spinning disc reactor.
Type:
Grant
Filed:
August 30, 2001
Date of Patent:
February 4, 2003
Assignee:
The Procter & Gamble Company
Inventors:
Michael Eugene Burns, Michael Steven Gibson, David William York
Abstract: This invention relates to a method of making an incorporated photographic amide comprising a) continuously combining an amine capable of forming an incorporated photographic amide, an acid chloride, one or more acid-absorbing reagents, and one or more water-immiscible solvents to continuously form a reaction mixture; b) continuously reacting the amine and acid chloride to form an incorporated photographic amide; and c) separating the incorporated photographic amide from the reaction mixture.
Type:
Grant
Filed:
May 24, 2001
Date of Patent:
January 21, 2003
Assignee:
Eastman Chemical Company
Inventors:
Harold Evans Carman, Eleanor Hawkins Cwirko, Robert Joseph Maleski, Karen Marie Richards, Jerry Neal Schlather
Abstract: The subject for the invention is to efficiently use, recover, and reuse a soluble metallic catalyst with great ease at low cost in various liquid-phase reactions using the soluble metallic catalyst.
Abstract: A solid acid-base catalyst contains vanadium pentoxide hydrate. Moreover, it is preferable that the vanadium pentoxide hydrate in the solid acid-base catalyst has a composition which is represented by the following general equation (1):
V2O5.nH2O (1)
(n: 0.1-3).
Creation of the vanadium pentoxide hydrate was confirmed by measuring X-ray diffraction spectrum shown in FIG. 1. In accordance with the above arrangement, the solid acid-base catalyst can sufficiently display catalytic activity under mild conditions, and it can be suitably applied to various reactions, such as the syntheses of olefins or ethers through dehydration reactions of alcohols, the syntheses of aldehydes or ketones through dehydrogenation reactions of alcohols, hydrations and isomerization reactions of olefins, alkylations, esterifications, amidations, acetalizations, aminations, hydrogen shift reactions, aldol condensation reactions and polymerization reactions.
Abstract: The present invention is one kind of gasoline additives. The compounds consist of tertiary amine, amide and poly(oxybutylene) backbone in the same molecule. The process of making this type of products required an initiator containing primary amine and tertiary amine as the starting diamines. The primary amine will be converted into amide, while the tertiary amine remained intact. Then the amide is converted into butoxylates through butoxylation at CON—H position. The preparation therefore involved two steps: (1) amidation of diamines containing primary/tertiary amines with ethyl acetate to form amidoamines, and (2) butoxylation of this amidoamines to poly(oxybutylene)amidoamine. The product is gasoline soluble and can be used as additive having good performance of detergency and octane requirement reduction.
Abstract: This invention relates to chemical compositions useful in protecting amino functional groups, e.g., during synthetic organic chemistry procedures or in the formulation and/or delivery of prodrugs. The present invention relates particularly to amino-protecting species comprising an acyl group that can form an amide bond with an amino group. The protecting groups of the present invention can be conveniently removed under a wide variety of conditions.
Type:
Grant
Filed:
June 30, 2000
Date of Patent:
July 9, 2002
Assignee:
The Regents of the University of California, San Diego
Inventors:
Murray Goodman, Christopher J. Creighton
Abstract: The process for preparing alkenyl-substituted bis(oxime ether) derivatives of the formula I
where:
R1 is unsubstituted C1-C4-alkyl or C2-C4-alkenyl-, C2-C4-alkynyl- or phenyl-substituted methyl;
R2, R4 independently of one another are hydrogen or methyl;
R3, R5 independently of one another are hydrogen or C1-C4-alkyl, trifluoromethyl or phenyl and
X is —C(═CHCH3)—COOCH3,
—C(═CHOCH3)—COOCH3,
—C(═NOCH3)—COOCH3,
—C(═NOCH3)—CONHCH3 or
—N(OCH3)—COOCH3,
and intermediates which are obtainable by this process are described. Alkenyl-substituted bis(oxime ether) derivatives of the formula I are described in the literature as interesting crop protection agents.
Type:
Grant
Filed:
May 9, 2001
Date of Patent:
July 9, 2002
Assignee:
BASF Aktiengesellschaft
Inventors:
Wassilios Grammenos, Hubert Sauter, Andreas Gypser, Herbert Bayer, Norbert Götz, Roland Götz
Abstract: A process for the increasing the conversion of raw materials into DMAc by increasing the temperature at which the reaction occurs. The higher temperature is achieved by installing a pressure control valve in the dimethyl amine recycle line returning to the scrubber column. This raises back pressure on reactor and reactor column. The higher pressure raises the temperature in reactor vessel. Higher temperature increases the reaction rate and efficiency. The implementation of this invention greatly increases the capacity of existing equipment without adding large amounts of capital to expand conventional methods.
Abstract: The present invention provides an inexpensive one-step method for preparing an aromatic carboxamide, such as a phenyl substituted carboxamide) by reacting an aromatic amine (e.g. a phenylamine) and a carboxylic acid (e.g. an alkanoic acid or ester thereof) in the presence of a boron containing compound (e.g. boronic acid or boric acid) and, optionally, a chelating agent (e.g. a 2-pyridinylamine).
Abstract: This invention relates to a method for the novel preparation of 1-adamantanecarboxamides and 1-adamantaneacetamides. Adamantanecarboxamides and adamantaneacetamides are prepared in high yields (80-100%) by treating adamantanecarboxylic acid and adamantaneacetic acid with N,N-diethyl-1,1,2,3,3,3-hexafluoropropylamine, followed by addition of aqueous ammonia or the appropriate amine. The procedure, carried out at ambient temperature using common laboratory equipment, is both convenient and rapid, requiring no more than one or two hours. Several reactions can be carried out simultaneously.
Abstract: Compounds of formula (II)
where R1 is in the para or meta position and is (A); R2 and R3 are each independently selected from hydrogen, nitro, C1-6alkyl, C3-6cycloalkyl, C2-6alkenyl, C2-6alkynyl, C1-4alkoxyl, C1-6alkylamino, C1-6dialkylamino, C1-6akylC1-4alkoxyl, C1-6alkylaminoC1-6alkyl, amino, cyano, halogeno, trifluoromethyl, —CO2R12 and —CONR12R13, where R12 and R13 are independently selected from hydrogen or C1-6alkyl, or R2 and R3 together with the phenyl to which they are attached form a 9 or 10 membered bicyclic ring system; R4 is C1-4alkyl; R5 is selected from hydrogen and C1-4alkyl; R6 is selected from C1-6alkyl, C1-4alkyl(C4-6)cycloalkyl, C1-6alkyl(C1-6)alkoxyl, C1-6alkylS(C1-6)alkyl, C1-4alkylsulphonyl(C1-4)alkyl; (B) where q is an integer from 1 to 6 and R14 is halogeno; R7 is selected from C1-6alkyl, C1-8alkoxylcarbonyl, C2-6alkenyl, 1,3-benzodioxol-5-yl and aryl each optionally substituted by one or more substituents selected from C1-4alkoxy, C1-6alkyl, cyano, halog
Abstract: Compounds of the formula R2.[(AO)n.R3]m, where R2 is a residue of a group having at least m active hydrogen atoms derived from hydroxyl and/or amino and/or amido groups, AO is alkyleneoxy, n is 2 to 200; R3 includes residue(s) of alkenyl succinic acids and optionally other acids, and m is 2 to 10, but when m is 2 there are other restrictions in the definitions, are disclosed as useful thickeners and/or dispersants in aqueous systems. The use of such materials as thickeners is also disclosed.
Type:
Application
Filed:
August 25, 1999
Publication date:
January 31, 2002
Inventors:
NEIL MICHAEL CARPENTER, STEVEN JOHN ANDERSON, RICHARD ROBERT TENORE, PETER GLYNN HIBBERT
Abstract: There is provided a process for producing an N-acyl amino acid amide, comprising a condensation reaction of an N-acyl amino acid with an amine and/or an ammonia, preferably a primary amine, a secondary amine and/or an ammonia under dehydration in the presence of a boron compound as the catalyst under coexistence of an alcohol as the auxiliary solvent, at a high yield for a short time. A medium for hylotropic dehydration such as hydrocarbon compounds may be used in the reaction.
Abstract: The present invention provides a method for producing a mass-coded combinatorial library comprising a set of compounds having the general formula X(Y)n, where X is a scaffold, each Y is, independently, a peripheral moiety, and n is an integer greater than 1. The method comprises selecting a peripheral moiety precursor subset from a peripheral moiety precursor set. The subset includes a sufficient number of peripheral moiety precursors that at least about 50 distinct combinations of n peripheral moieties derived from the peripheral moiety precursors in the subset exist. The subset of peripheral moiety precursors is selected so that at least about 90% of all possible combinations of n peripheral moieties derived from the subset have a molecular mass sum which is distinct from the molecular mass sums of all of the other combinations of n peripheral moieties. The method further comprises contacting the peripheral moiety precursor subset with a scaffold precursor which has n reactive groups.
Type:
Grant
Filed:
February 17, 1998
Date of Patent:
March 27, 2001
Assignee:
NeoGenesis, Inc.
Inventors:
Huw M. Nash, Seth Birnbaum, Edward A. Wintner, Krishna Kalghatgi, Gerald Shipps, Satish Jindal
Abstract: This invention features a template for synthesizing combinatorial libraries, methods of synthesizing combiatorial libraries of chemical compounds utilizing the template, and combinatorial libraries of chemical compounds formed by the methods of this invention.
Type:
Grant
Filed:
April 7, 1998
Date of Patent:
February 27, 2001
Assignees:
The Scripps Research Institute, CombiChem, Inc.
Inventors:
Dale L. Boger, Soan Cheng, Peter L. Myers
Abstract: Carboxamides of the formula I ##STR1## where the substituents have the following meanings: R.sup.1 is unsubstituted or substituted bicycloalkyl, tricycloalkyl or bicycloalkenyl;R.sup.2,R.sup.3 and R.sup.4 are each, independently of one another, hydrogen, or unsubstituted or substituted: alkyl, cycloalkyl, cycloalkenyl or heterocyclyl;Ar is unsubstituted or substituted aryl or hetaryl,but excluding 2-cyano-N-[1-(1-naphthyl)ethyl]-3-phenyl-bicyclo[2.2.1]hept-5-ene-2-carbox amide, a process for their preparation, compositions comprising compounds I and the use of compounds I for preparing the compositions, and further a process for controlling harmful fungi and the use of the compounds I for this purpose.
Type:
Grant
Filed:
September 21, 1998
Date of Patent:
July 18, 2000
Assignee:
BASF Aktiengesellschaft
Inventors:
Frank Wetterich, Oliver Wagner, Karl Eicken, Eberhard Ammermann, Siegfried Strathmann, Gisela Lorenz, John-Bryan Speakman
Abstract: A process carried out in a reaction column for the chemical reaction of substances the reaction of which is affected by an unfavorable equilibrium position of the main reaction or a preceding equilibrium, wherein during the reaction one or more substances to be separated are continuously removed from the reaction mixture by one or more auxiliaries.
Type:
Grant
Filed:
May 4, 1998
Date of Patent:
May 30, 2000
Assignee:
RWE-DEA Aktiengesellschaft fur Mineraloel und Chemie
Abstract: Compounds of the formula I ##STR1## and the pharmaceutically tolerated salts thereof, are described. A process for their preparation and their use as medicaments in cardiovascular diseases are also described.
Type:
Grant
Filed:
July 30, 1997
Date of Patent:
May 2, 2000
Assignee:
Hoechst Aktiengesellschaft
Inventors:
Heinz-Werner Kleemann, Hans-Jochen Lang, Jan-Robert Schwark, Andreas Weichert, Wolfgang Scholz, Udo Albus
Abstract: N-long-chain acyl acidic amino acids or salts thereof are prepared by condensing an acidic amino acid or a salt thereof and a C.sub.8 -C.sub.22 long-chain fatty acid chloride in an aqueous solvent with stirring at a stirring power of not less than 0.2 kW/m.sup.3 while keeping the pH in the range of 10-13.
Abstract: The invention relates to a carbamide of the general formulaR.sub.1 --CO--NH--C(R.sub.2)(R.sub.3)--X--Ywhich is protected by a temporary protective group and whereinR.sub.1 --CO means a carbonyl residue which can be provided as a unit for the chain of a peptide, and can have one or a plurality of amino acid residues;R2 and R3 mean resides of the carbamide which do not participate in their function, whereby R2 and R3 can be identical or different, but are different when one of the two residues means a hydrogen atom;X means an oxygen atom or a sulphur atom, andY means a protective group for X.The invention further relates to a process for producing the protected carbamide and to utilisation of the protected carbamide.The protected carbamide according to the invention can also be linked to a carrier material.
Abstract: In a process for the preparation of poly-o-hydroxyamides and poly-o-mercaptoamides, a bis-o-aminophenol or a bis-o-aminothiophenol is reacted with a dicarboxylic acid derivative of the following structure: ##STR1## with D=O, S, or NH and where R* is the parent body of the dicarboxylic acid and at least one of the groups R.sup.1 and R.sup.2 is CN or NO.sub.2.
Type:
Grant
Filed:
August 28, 1996
Date of Patent:
October 26, 1999
Assignee:
Siemens Aktiengesellschaft
Inventors:
Recai Sezi, Hellmut Ahne, Eva Rissel, Kurt Geibel
Abstract: Synthetic mammalian matrix metalloprotease inhibitors are disclosed that are useful for treating or preventing diseases wherein said diseases are caused by unwanted mammalian matrix metalloprotease activity and include skin disorders, keratoconus, restenosis, rheumatoid arthritis, wounds, cancer, angiogenesis and shock.
Type:
Grant
Filed:
January 21, 1994
Date of Patent:
April 6, 1999
Assignees:
Glycomed Incorporated, The University of Florida
Inventors:
Daniel E. Levy, Damian Grobelny, Cho Tang, Kevin R. Holme, Richard E. Galardy, Gregory S. Schultz, Asaad Nematalia, John H. Musser
Abstract: Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.
Abstract: The present invention relates to substituted benzoylguanidines, a process for their preparation, their use as medicament or diagnostic agent, and medicament comprising them.
Type:
Grant
Filed:
June 12, 1997
Date of Patent:
May 5, 1998
Assignee:
Hoechst Aktiengesellschaft
Inventors:
Andreas Weichert, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Jan-Robert Schwark, Udo Albus, Wolfgang Scholz
Abstract: A process for producing an ethenyl amide compound, which comprises reacting a Schiff base compound having a carbon atom adjacent to a carbon atom constituting an imino group and at least one hydrogen atom on the carbon atom with an acylhalide at a reduced pressure while removing by-produced hydrogen halide by distillation to produce an ethenyl amide compound having an amide bond in the molecule and a double bond between carbons at .alpha.-position and .beta.-position with respect to the nitrogen atom of the amide bond.
Abstract: 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:
Grant
Filed:
September 5, 1995
Date of Patent:
February 10, 1998
Assignee:
Eastman Chemical Company
Inventors:
Gary Paul Lutz, George Chester Zima, Thomas Hugh Williams
Abstract: Benzoylguanidines of the formula I ##STR1## wherein R.sup.1 and R.sup.2 have the meanings indicated herein, and their physiologically acceptable salts, show anti-arrhythmic properties and act as inhibitors of the cellular NA.sup.+ /H.sup.+ antiporter.
Type:
Grant
Filed:
October 20, 1995
Date of Patent:
December 23, 1997
Assignee:
Merck Patent Gesellschaft mit Beschrankter Haftung
Abstract: There is disclosed a process of producing an .alpha.-ketamide as an intermediate for use in the production of various alkoxyiminoacetamide compounds which are useful as fungicides. Also disclosed is an intermediate to be used in this process.
Abstract: 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:
Grant
Filed:
August 10, 1995
Date of Patent:
August 5, 1997
Assignee:
BASF Aktiengesellschaft
Inventors:
Thomas Ruhl, Jochem Henkelmann, Marc Heider, Bernd Fiechter
Abstract: The present invention discloses a new process for producing ioversol (marketed as OPTIRAY.RTM.) comprising:(a) reacting 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisopthalamide with chloroacetyl chloride in a polar aprotic solvent, or combinations thereof, to produce N,N'-bis[2,3-di(2-chloroacetoxy)propyl]-5-(2-chloroacetamido)-2,4,6-triiod oisophthalamide;(b) reacting the product of (a) with sodium hydroxide to produce N,N'-bis(2,3-dihydroxypropyl)-5-(2-chloroacetamido)-2,4,6-triiodoisopthala mide;(c) reacting the product of (b) in water and sodium acetate to produce N,N'-bis(2,3-dihydroxypropyl)-5-glycolamido-2,4,6-triiodoisopthalamide; and(d) reacting the product of (c) with an alkylating agent capable of producing hydroxylhylated product in the presence of a base and water to produce ioversol.
Type:
Grant
Filed:
June 7, 1995
Date of Patent:
July 15, 1997
Inventors:
Thomas Jeffrey Dunn, David H. White, Mills Thomas Kneller, Michelle M. Jones, Narciso Ocampo Doran, III
Abstract: There is provided a process for preparing intermediates having the structure ##STR1## from the corresponding aldehydes having the structure ##STR2##
Type:
Grant
Filed:
November 3, 1994
Date of Patent:
April 29, 1997
Assignee:
American Home Products Corporation
Inventors:
Robert F. Doehner, Jr., Jerry M. Barton, David G. Kuhn
Abstract: A process for preparing high-purity isobutyramide which comprises reacting isobutyryl chloride in toluene or xylene at -15.degree. to 30.degree. C. with ammonia is described.
Abstract: There is disclosed a process of producing an .alpha.-ketamide as an intermediate for use in the production of various alkoxyiminoacetamide compounds which are useful as fungicides. Also disclosed is an intermediate to be used in this process.
Abstract: 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:
Grant
Filed:
March 11, 1994
Date of Patent:
June 27, 1995
Assignee:
Board of Regents, The University of Texas System
Abstract: There is disclosed an efficient process for producing .alpha.-ketoacetamide of the formula: ##STR1## which is useful as an intermediate for the production of various alkoxyiminoacetamide compounds to be used for agricultural fungicides. In this process, a corresponding acid halide is condensed with isocyanide to produce the .alpha.-ketoacetamide.
Type:
Grant
Filed:
August 17, 1993
Date of Patent:
May 9, 1995
Assignee:
Shionogi & Co., Ltd.
Inventors:
Akira Murabayashi, Hideyuki Takenaka, Hiroyuki Kai
Abstract: This invention is directed to an efficient, mild, high yield process for the large scale synthesis of N-(4-hydroxyphenyl)-retinamide comprising the preferred steps of reacting retinoic acid with dimethylchloroformamidinium chloride to from retinoyl chloride which in turn is reacted with bis-(N,O)-trimethylsilyl-p-aminophenol to eventually form N-(4-hydroxyphenyl)-retinamide and to the novel use of bis-(N,O)-trimethylsilyl-p-aminophenol to eventually form a hydroxyphenylamide, particularly N-(4-hydroxyphenylretinamide and methods of recrystallizing N-(4-hydroxyphenyl)-retinamide to obtain the stable "A" polymorph thereof.
Abstract: A diesel fuel composition comprising a major portion of a middle distillate fuel oil and a minor portion, effective to clean deposits from diesel fuel injectors, of a diesel fuel detergent comprising the reaction product of:(a) a 4-alkyl-2-morpholinone represented by the formula: ##STR1## in which R represents a monovalent aliphatic radical having from 1 to 10 carbon atoms, and(b) an alkylphenoxypolyoxyalkylene amine represented by the formula: ##STR2## in which R' represents a hydrocarbyl radical having from 4 to 30 carbon atoms, x has a value from 5 to 50, and R" represents a methyl radical or a mixture of hydrogen and methyl radicals.A method of cleaning diesel fuel injectors is also provided.
Abstract: There is disclosed an efficient process for producing .alpha.-ketoacetamide of the formula: ##STR1## which is useful as an intermediate for the production of various alkoxyiminoacetamide compounds to be used for agricultural fungicides. In this process, a corresponding acid halide is condensed with isocyanide to produced the .alpha.-ketoacetamide.
Type:
Grant
Filed:
December 3, 1992
Date of Patent:
November 2, 1993
Assignee:
Shionogi & Co., Ltd.
Inventors:
Akira Murabayashi, Hideyuki Takenaka, Hiroyuki Kai
Abstract: Processes for the preparation of a series of tetracyclic amines useful in the treatment and/or prevention of cerebrovascular disorders are disclosed.
Abstract: Chemical reactions are readily carried out using supercritical carbon dioxide as the reaction medium. Supercritical carbon dioxide is of special value as a reaction medium in reactions for synthesizing polypeptides, for sequencing polypeptides, or for amino acid analysis.
Type:
Grant
Filed:
November 6, 1990
Date of Patent:
August 31, 1993
Assignee:
Protein Technologies, Inc.
Inventors:
Leon E. Barstow, Glen D. Ward, Milan Bier
Abstract: A material useful as a dispersant additive in oleaginous compositions selected from fuels and lubricating oils comprising the reaction products of:(i) at least one intermediate adduct comprised of the reaction products of(a) at least one polyepoxide, and(b) at least one member selected from the group consisting of polyamines, polyols, and amino alcohols; and(ii) at least one of (a) hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid producing material; (b) an aldehyde and a hydrocarbyl substituted hydroxy aromatic compound; or (c) an aldehyde and the reaction product of a hydrocarbyl substituted C.sub.3 -C.sub.10 monocarboxylic or C.sub.4 -C.sub.10 dicarboxylic acid or anhydride and an amine substituted hydroxy aromatic compound.Also included is a process for preparing said material and an oleaginous composition containing said material.
Type:
Grant
Filed:
September 9, 1991
Date of Patent:
June 8, 1993
Assignee:
Exxon Chemical Patents Inc.
Inventors:
Jacob Emert, Antonio Gutierrez, Robert D. Lundberg
Abstract: The invention provides a process for the preparation of N-benzoylcarbamates of general formula ##STR1## wherein R.sup.1 represents a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group or a trifluoromethyl group, R.sup.2 represents a halogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group or a trifluoromethyl group, R.sup.3 represents a hydrogen atom, a halogen atom, a methyl group or a trifluoromethyl group, and R represents a C.sub.1-8 alkyl group optionally substituted by one or more halogen atoms or a phenyl group optionally substituted by one or more substituents selected from halogen atoms and methyl groups, characterized by reacting an alkali metal salt of a benzamide of general formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.
Type:
Grant
Filed:
February 27, 1990
Date of Patent:
February 23, 1993
Assignee:
Shell Internationale Research Maatschappij B.V.
Abstract: This invention relates to an improved process for the formation of N-(l-alkoxyalkyl)amides with coproduction of alkylidene bisamides. The N-(l-alkoxyalkyl)formamides of this invention are prepared by reacting formamide with an acetal or hemiacetal carboxylate ester represented by the formulas below in the presence of a solid acid ion exchange resin wherein the acid groups have been neutralized with an amine compound having a pKa (as the protonated amine in water) from about 4 to 9. The hemiacetal ester is represented by formula I and the acetal is represented by formula II. ##STR1## In the above formulas, R is C.sub.1 -C.sub.8 alkyl, aralkyl or aryl; R.sub.1 and R.sub.2 are C.sub.1 -C.sub.8 alkyl, or aryl; and R.sub.3 is secondary or tertiary alkyl having from 3-8 carbon atoms.
Type:
Grant
Filed:
March 21, 1991
Date of Patent:
January 19, 1993
Assignee:
Air Products and Chemicals Inc.
Inventors:
Mark L. Listemann, Robert K. Pinschmidt, Jr.
Abstract: This invention relates to an improved process for the formation of N-(1-alkoxyalkyl)amides with coproduction of alkylidene bisamides. The N-(1-alkoxyalkyl)formamides of this invention are prepared by reacting formamide with an acetal or hemiacetal carboxylate ester represented by the formulas: ##STR1## wherein R is C.sub.1 -C.sub.8 alkyl, aralkyl or aryl; R.sub.1 and R.sub.2 are C.sub.1 -C.sub.8 alkyl, or aryl; and R.sub.3 is secondary or tertiary alkyl having from 3-8 carbon atoms.The reaction is carried out in the presence of an acid catalyst such as a strong acid ion exchange resin.
Type:
Grant
Filed:
December 21, 1990
Date of Patent:
May 26, 1992
Assignee:
Air Products and Chemicals, Inc.
Inventors:
Mark L. Listemann, Robert K. Pinschmidt, Jr.
Abstract: Disclosed is a method for selective formation of amidoamines which comprises reacting a carboxylic acid group, such as, for example, a diacid or an aliphatic acid terminated amide with an aminopropylated disecondary amine which contains a secondary amine terminus in the same molecule at a temperature of about 150.degree. C. to about 260.degree.0 C.
Abstract: A process is disclosed for the preparation of .beta.-ketocarboximides of .alpha.,.beta.-unsaturated amides from 1,3-dioxin-4-ones and .alpha.,.beta.-unsaturated amides using an inert solvent system capable of maintaining both reactants substantially in homogeneous solution throughout the reaction. This process provides greatly improved yields of .alpha.,.beta.-ketocarboximides of .alpha.,.beta.-unsaturated amides as well as a simple method of recovering same since such products can readily be precipitated from the reaction mixture.
Abstract: 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:
Grant
Filed:
January 23, 1989
Date of Patent:
November 27, 1990
Assignee:
Schering Corporation
Inventors:
Tattanahali L. Nagabhushan, Stuart W. McCombie