Lower Fatty Acid Patents (Class 564/141)
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Patent number: 9527065Abstract: The present invention relates to a catalyst for glycerin dehydration, a preparation method thereof, and a preparation method of acrolein. The catalyst for glycerin dehydration exhibits a high glycerin conversion ratio, minimizes by-product formation to improve acrolein selectivity, and also maintains high catalytic activity during reaction.Type: GrantFiled: November 18, 2014Date of Patent: December 27, 2016Assignee: LG Chem, Ltd.Inventors: Ji Yeon Kim, Jun Seon Choi, Joo Young Cheon, Wang Rae Joe
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Patent number: 8877972Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: September 28, 2011Date of Patent: November 4, 2014Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Patent number: 8853439Abstract: The invention relates to improved processes for the preparation of lacosamide. The invention also relates to a novel intermediate useful in the preparation of lacosamide. The invention also relates to process for the purification of lacosamide.Type: GrantFiled: September 23, 2010Date of Patent: October 7, 2014Assignee: Cadila Healthcare LimitedInventors: Bipin Pandey, Kalpesh Shah
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Patent number: 8759373Abstract: The present invention relates to cyanoisoquinoline compounds suitable for use in treating hypoxia inducible factor-mediated and/or erythropoietin-associated conditions.Type: GrantFiled: March 26, 2012Date of Patent: June 24, 2014Assignee: Fibrogen, Inc.Inventors: Michael P. Arend, Lee A. Flippin, Min Wu, Eric D. Turtle, Wen-Bin Ho, Shaojiang Deng
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Patent number: 8334411Abstract: A method for producing a diamine includes purifying a diamine from an aqueous solution containing a diamine salt by adding an alkaline substance to the aqueous solution and then filtering the resulting solution by allowing the solution to pass through a nanofiltration membrane to remove the salt, thereby obtaining an aqueous diamine solution.Type: GrantFiled: March 11, 2009Date of Patent: December 18, 2012Assignee: Toray Industries, Inc.Inventors: Masateru Ito, Izumi Nakagawa, Koya Kato, Takashi Mimitsuka, Kenji Sawai, Shin-ichi Minegishi, Hideki Sawai, Katsushige Yamada
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Publication number: 20120215028Abstract: Biobased multifunctional cross-linking polyols that can be used in preparing polyesters and in polyurethane applications, and methods of making them are described.Type: ApplicationFiled: September 30, 2010Publication date: August 23, 2012Inventors: Daniel Garbark, Herman Paul Benecke
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Publication number: 20120209022Abstract: The invention relates to improved processes for the preparation of lacosamide. The invention also relates to a novel intermediate useful in the preparation of lacosamide. The invention also relates to process for the purification of lacosamide.Type: ApplicationFiled: September 23, 2010Publication date: August 16, 2012Applicant: CADILA HEALTHCARE LIMITEDInventors: Bipin Pandey, Kalpesh Shah
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Patent number: 8183413Abstract: Provided is a process for production of a ?-amino-?-hydroxy carboxamide derivative that is important in production of drugs or the like. In the presence of a predetermined solvent, a ?-(N-protected)amino-?-hydroxycarboxylic acid is reacted with an amine to conversion to a ?-(N-protected)amino-?-hydroxy carboxamide derivative; then the derivative is deprotected for conversion to a ?-amino-?-hydroxy carboxamide derivative; and the derivative is crystallized using a protic solvent to obtain a crystal. The high-purity ?-amino-?-hydroxy carboxamide derivative can be stably produced on an industrial scale by the process.Type: GrantFiled: January 16, 2007Date of Patent: May 22, 2012Assignee: Kaneka CorporationInventors: Narumi Kishimoto, Hiroaki Yasukouchi, Toshihiro Takeda
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Publication number: 20120108667Abstract: Disclosed herein are compounds, compositions, methods of treatment and synthetic methods for making compounds related to Ceramides and the use of Ceramides.Type: ApplicationFiled: October 31, 2011Publication date: May 3, 2012Inventors: Zdzislaw M. Szulc, Alicja Bielawska, Yusuf A. Hannun
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Publication number: 20110130350Abstract: The present invention is concerned with an improved method of producing (R)-2-acetamido-N-benzyl-3-methoxypropionamide (lacosamide) comprising the 0-methylation of a compound of formula (I) to produce a compound of formula (II) in a single step reaction.Type: ApplicationFiled: December 7, 2010Publication date: June 2, 2011Applicant: UCB PHARMA GMBHInventors: Jens Riedner, Gavin Dunne
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Publication number: 20110118479Abstract: In accordance with the disclosure, one aspect of the present application is directed to a dispersant compound comprising the reaction product of (i) a hydrocarbyl carbonyl compound, (ii) a polycarbonyl compound having at least three carbonyl acylating functions, and (iii) a primary amine moiety of a polyamine. Methods of making and methods of using the dispersant compound are also disclosed.Type: ApplicationFiled: December 21, 2010Publication date: May 19, 2011Applicant: AFTON CHEMICAL CORPORATIONInventor: John T. Loper
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Publication number: 20110098319Abstract: The invention relates to novel derivatives of short-chain fatty acids, in particular derivatives of butyric acid, useful for all the known clinical applications of the latter, which show physicochemical characteristics suitable for an easy oral administration, being devoid of the unpleasant organoleptic properties that characterize butyrate. The new compounds are amide derivatives which can be synthesized by reaction of the corresponding fatty acid halide with a naturally occurring amino acid, phenylalanine or a suitable derivative thereof, and which are in a poorly hygroscopic, easily weighable form, stable to acids and alkalis and able to release the acid at the small and large bowel level in a constant manner over time. They do not have disagreeable odors and are practically tasteless, thus allowing the manufacture of preparations for oral administration also suitable for the therapy of chronic diseases and in the pediatric field.Type: ApplicationFiled: April 21, 2009Publication date: April 28, 2011Inventors: Roberto Berni Canani, Antonio Calignano, Orietta Mazzoni, Anna Coruzzo
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Patent number: 7790924Abstract: A process is described for preparing alkylene oxide-adducted hydrocarbyl amides having less than 2 wt % of amine by-products by a) reacting a C4-C30 fatty acid or fatty acid lower alkyl ester with a mono- or di-hydroxy hydrocarbyl amine to form a hydrocarbyl amide; b) reacting the hydrocarbyl amide with alkylene oxide; and c) extracting the product of b) with water, acidic water, or water-containing inorganic salts or a combination thereof at a temperature from about 5° C. to 95° C. to yield an alkylene oxide-adducted hydrocarbyl amide having less than 2 wt % of amine by-products.Type: GrantFiled: November 19, 2004Date of Patent: September 7, 2010Assignee: Chevron Oronite Company LLCInventors: Francois Simard, Richard E. Cherpeck
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Patent number: 7723543Abstract: The invention relates to a method for the continuous production of alkyl amino acryl amides by reacting alkyl acrylates with high-boiling amines. A specific preparation technique is used in order to achieve hitherto unobtainable product qualities. Very high spatial, temporal and overall yields can also be obtained.Type: GrantFiled: November 18, 2005Date of Patent: May 25, 2010Assignee: Evonik Roehm GmbHInventors: Volker Schleep, Thomas Mertz
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Patent number: 7586004Abstract: The invention relates to a process for continuously preparing alkylamino(meth)acrylamide by reacting methyl (meth)acrylate, ethyl (meth)acrylate or amines having a high boiling point compared to methanol or ethanol. A special workup technique which includes removing water from the amine before entering the reactor allows product qualities which have hitherto not been attained to be achieved. In addition, very high space-time and overall yields can be achieved.Type: GrantFiled: April 13, 2004Date of Patent: September 8, 2009Assignee: Roehm GmbH & Co. KGInventors: Volker Schleep, Thomas Mertz
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Patent number: 7538247Abstract: The invention is directed to a process for the preparation of ?,?-unsaturated acids, esters and amides from ?- or ?-hydroxycarboxylic acids or esters or precursors in high yields and high selectivity. The ?,?-unsaturated acids or esters are optionally prepared in the presence of specific dehydration and/or esterification catalysts. The ?,?-unsaturated amides or substituted amides are prepared optionally in the presence of a dehydration and/or amidation catalyst. The source of ?- or ?-hydroxycarboxylic acids or precusor is preferably from a renewable resource. The precursor is defined herein.Type: GrantFiled: March 30, 2005Date of Patent: May 26, 2009Assignee: Ciba Specialty Chemicals CorporationInventors: Liliana Craciun, Gerald P. Benn, John Dewing, George W. Schriver, William J. Peer, Bernd Siebenhaar, Urs Siegrist
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Patent number: 7439394Abstract: Novel cyclohexyl-1,4-diamine compounds corresponding to formula I, processes for the production thereof, pharmaceutical compositions containing these compounds, methods of producing pharmaceutical compositions including these compounds and related methods of treating or inhibiting certain diseases or conditions.Type: GrantFiled: November 9, 2006Date of Patent: October 21, 2008Assignee: Gruenenthal GmbHInventors: Corinna Sundermann, Bernd Sundermann
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Patent number: 6670506Abstract: A method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid; the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid and; the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes.Type: GrantFiled: November 1, 2001Date of Patent: December 30, 2003Assignee: Nitrochemie Achau GmbHInventor: Thomas Knott
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Patent number: 6384278Abstract: 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).Type: GrantFiled: February 5, 2001Date of Patent: May 7, 2002Assignee: Emisphere Technologies, Inc.Inventors: Pingwah Tang, Feng Ye
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Patent number: 6215024Abstract: The present invention provides a novel single step process for the production of amides from amines comprising reaction of amines with an acylating agent comprising of a carboxylic acid in a molar ratio of 1:3 to 1:10 in the presence of reusable natural montmorillonite/metal ion-exchanged clay catalysts, in a suitable solvent medium at a temperature in the range of 30-160° C. for a period of 0.02 to 6 hrs, and recovering the corresponding amides by a conventional simple work-up procedure.Type: GrantFiled: October 4, 1999Date of Patent: April 10, 2001Assignee: Council of Scientific and Industrial ResearchInventors: Boyapati Manoranjan Choudary, Veldurthy Bhaskar, Mannepalli Lakshmi Kantam, Kottapalli Koteswara Rao, Kondapuram Vijaya Raghavan
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Patent number: 6166243Abstract: Disclosed herein is a method for making compounds having the structural formulae (I) or (II): ##STR1## wherein: X is a) phenyl; lower phenylalkoxy; phenoxy; or benzyl; or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy; hydroxyl; halogen; lower alkyl; and lower alkylthio; or c) along with the phenyl to which it is attached, forms a multiple fused ring heterocycle such as dibenzofuranyl; Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl; and R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, heteroaryl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.Type: GrantFiled: November 1, 1999Date of Patent: December 26, 2000Assignee: CK Witco CorporationInventors: Haihong Jin, Joseph A. Feiccabrino
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Patent number: 6107498Abstract: Methods for producing carboxylic amides involves combining near-stoichiometric amounts of carboxylic acid and amine in a reaction vessel and reacting under pressures greater than atmospheric pressure. Alternatively, an excess of amine is reacted with carboxylic acid at atmospheric pressure to produce a carboxylic amide.Type: GrantFiled: April 22, 1997Date of Patent: August 22, 2000Assignee: AKZO Nobel N.V.Inventors: Bernard Maisonneuve, Dale Steichen, Ralph Franklin, Kornelis Overkempe
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Patent number: 5998668Abstract: An optically active (2S,3R)-2-(3'-hydroxyacyl)aminoalkane-1,3-diol and a process for producing the same are disclosed. The compound is represented by the following general formula (1): ##STR1## wherein R.sup.1 represents a linear or branched, saturated aliphatic hydrocarbon group having 9 to 19 carbon atoms; R.sup.2 represents a linear or branched, saturated aliphatic hydrocarbon group having 1 to 19 carbon atoms; and symbol * means that the carbon atom is an asymmetric carbon atom of the S or R configuration. The optically active compound is a ceramide in which the fatty acid moiety has an optically active hydroxyl group in the 3-position.Type: GrantFiled: February 2, 1998Date of Patent: December 7, 1999Assignee: Takasago International CorporationInventors: Kazutoshi Sakurai, Kenya Ishida, Miharu Ogura
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Patent number: 5962708Abstract: The invention relates to a process for the preparation of highly concentrated free-flowing and pumpable aqueous solutions of betaines by quaternization of a compound which contains tertiary amine nitrogen with a .omega.-halo carboxylic acid characterized in that 0.5-5% by weight of the final product, of a viscosity-reducing compound such as an alkali or alkaline earth metal citric acid salt is added to the reaction mixture before or during the quaternization reaction.Type: GrantFiled: November 24, 1997Date of Patent: October 5, 1999Assignee: Witco Surfactants GmbHInventors: Ingo Hamann, Hans-Jurgen Kohle, Winfried Wehner
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Patent number: 5945543Abstract: A process for preparing .alpha.-(N,N-dialkylamino) carboxamides of the formula I ##STR1## where the substituents have the stated meanings, comprises reacting the corresponding free acids with primary or secondary amines in the presence of anhydrides of an alkanephosphonic acid.Type: GrantFiled: January 20, 1998Date of Patent: August 31, 1999Assignee: BASF AktiengesellschaftInventors: Ernst Buschmann, Thomas Zierke
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Patent number: 5883132Abstract: The present invention relates to compounds selected from the group consisting of:(i) the compounds of the formula ##STR1## in which: R is a hydrogen atom, a group OH, a group OCH.sub.3 or a group CH.sub.2 OH,*C, in the case where R is not a hydrogen atom, is an asymmetric carbon atom of (R,S), (R) or (S) configuration, and**C is an asymmetric carbon atom of (R,S) or (R) configuration; and(ii) their addition salts.It further relates to the method of preparing these compounds, to their use in therapeutics and in the field of analysis, and to intermediates.Type: GrantFiled: October 10, 1996Date of Patent: March 16, 1999Assignee: Fournier Industrie Et SanteInventors: Luc Lebreton, Patrice Renaut, Philippe Durand
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Patent number: 5728852Abstract: A method for producing a monoalkanol amide comprising the steps of (a) treating an entire amount of fatty acid with a monoalkanol amine in an amount of 0.7 to 0.95 times by mole of the amount of the fatty acid and more than 70% and not more than 90% by weight of the entire amount of the monoalkanol amine to yield a mixture mainly containing a monoalkanol amide and an amido monoester; and (b) treating the mixture obtained in step (a) with the remaining portion of the monoalkanol amine, wherein the molar ratio of the entire amount of the monoalkanol amine to that of the fatty acid is 1.0 to 1.3.Type: GrantFiled: August 8, 1996Date of Patent: March 17, 1998Assignee: KAO CorporationInventors: Kenichi Nishikawa, Kazuhito Miyoshi, Yukiko Oshima, Hiroyuki Imoto
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Patent number: 5712414Abstract: The present invention relates to a process for the preparation of hydroxycarboxylic acid amides of the general formula (1): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, cyano, a linear or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R.sup.3 is hydrogen or a linear or branched alkyl group having 1 to 4 carbon atoms, R.sup.4 is hydrogen or a linear or branched alkyl group having 1 to 6 carbon atoms, or R.sup.3 and R.sup.4, together with the carbon atom to which they are attached, form a five- or six-membered cycloalkane ring, and n is an integer from 1 to 12, wherein an aniline of the general formula (2) ##STR2## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.Type: GrantFiled: July 10, 1996Date of Patent: January 27, 1998Assignee: Hoechst AktiengesellschaftInventors: Andreas Dierdorf, Theodor Papenfuhs
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Patent number: 5587498Abstract: A method for amidation of carboxylic acids using a supported transition metal catalyst. The amides prepared by this inventive method are available in high-yield and excellent purity, without catalytic residue.Type: GrantFiled: September 28, 1994Date of Patent: December 24, 1996Assignee: Exxon Chemical Patents, Inc.Inventors: James A. Krogh, Anita R. Mokadam, B. Brian Smith
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Patent number: 5506362Abstract: An .alpha.-amino acid amide is prepared by reaction of an N.sup..alpha. -aryloxycarbonylamino acid with a compound containing a free amino group. This process makes it possible readily to prepare peptides, by direct reaction between the carboxyl group of the N.sup..alpha. -aryloxycarbonyl derivative of an amino acid and the free amino group of a second amino acid or of a peptide fragment, without requiring protection of the carboxyl function of the second amino acid or of the peptide fragment, nor a coupling agent nor a deprotection step.Type: GrantFiled: June 9, 1994Date of Patent: April 9, 1996Assignee: Solvay (Societe Anonyme)Inventors: Roland Callens, Georges Blondeel
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Patent number: 5461176Abstract: This invention relates to bis-naphthalimides, including 2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione] and 2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione], processes for their preparation, pharmaceutical compositions containing them, and methods of using them to treat cancer in mammals.Type: GrantFiled: May 26, 1994Date of Patent: October 24, 1995Assignee: The Du Pont Merck Pharmaceutical CompanyInventors: Jung-Hui Sun, Jose R. Matos, Chung-Ho Park, Robert G. Clifton, Jr.
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Patent number: 5391826Abstract: Diamidopolyamines are prepared by reacting glutamic acid with two moles, per mole of glutamic acid, of a defined class of diamines, including oxyethyelene diamines, oxypropylenediamines, oxyethylene/propylene diamines, oxypropylene triamines, 1,2-diaminocyclohexane and isophorone diamine, whereby each of the carboxyl groups of the glutamic acid will react with an amine group of the amine reactant to thereby provide primary amine terminated amidopolyamines containing, internally, the unreacted primary amine group of the glutamic acid.Type: GrantFiled: May 4, 1990Date of Patent: February 21, 1995Assignee: Huntsman CorporationInventors: George P. Speranza, Jiang-Jen Lin
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Patent number: 5329048Abstract: This invention relates to bis-naphthalimides, including 2,2'-[1,2-ethanediylbis[imino(1-methy1-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione] and 2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-be nz[de]isoquinoline-1,3(2H)-dione], processes for their preparation, pharmaceutical compositions containing them, and methods of using them to treat cancer in mammals.Type: GrantFiled: February 16, 1993Date of Patent: July 12, 1994Assignee: The DuPont Merck Pharmaceutical CompanyInventor: Jung-Hui Sun
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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: 5217634Abstract: 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: GrantFiled: September 9, 1991Date of Patent: June 8, 1993Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Antonio Gutierrez, Robert D. Lundberg
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Patent number: 5155269Abstract: A process for removing impurities from an aqueous feed mixture comprising a reaction solution produced by catalytic hydrogenation of nitrobenzene in an acid aqueous medium. An aqueous feed mixture comprising the reaction solution is contacted with an extractant comprising aniline for extraction from the feed mixture of 4,4'-diaminodiphenylether, thereby providing a primary raffinate that contains p-aminophenol and is contaminated with aniline. The primary raffinate is contacted at a pH of between about 5.5 and about 8.0 with a purifying solvent, the purifying solvent comprising an organic solvent effective for extraction of aniline from the primary raffinate, thereby producing a purified raffinate comprising p-aminophenol.Also described is a unified process for the preparation of N-acetyl-p-aminophenol in which p-aminophenol contained in the aforesaid purified raffinate is acetylated without prior separation of solid p-aminophenol from the raffinate.Type: GrantFiled: May 24, 1989Date of Patent: October 13, 1992Assignee: MallinckrodtInventors: Thomas J. Dunn, Vojko B. Jovanovic
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Patent number: 5103056Abstract: 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.Type: GrantFiled: January 31, 1991Date of Patent: April 7, 1992Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Donald H. Champion
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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: 4906394Abstract: C.sub.5 -C.sub.9 lactone based adduct materials are made by reacting a C.sub.5 -C.sub.9 lactone with a polyamine, a polyol or an amino alcohol to form a lactone adduct intermediate, and thereafter reacting the intermediate with an aliphatic hydrocarbyl saturated or unsaturated, straight chain or branched chain monocarboxylic or dicarboxylic acylating agent having from about one to about 165 total carbon atoms in said straight or branched chain to insure that the resulting lactone adduct is hydrocarbon soluble. The resulting adduct material are useful per se, as oil soluble dispersant additives, and are useful in fuel and lubricating oil compositions including concentrates containing the additives.Type: GrantFiled: October 7, 1986Date of Patent: March 6, 1990Assignee: Exxon Chemical Patents Inc.Inventors: Antonio Gutierrez, Robert D. Lundberg
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Patent number: 4869728Abstract: A motor fuel composition which inhibits engine ORI comprises a mixture of hydrocarbons boiling in the range of 90.degree. F.-450.degree. F. and the reaction product of one or more substituted or unsubstituted aliphatic carboxylic acids, including acyl-containing aliphatic carboxylic acids, and a polyoxyalkylene diamine.Type: GrantFiled: September 19, 1988Date of Patent: September 26, 1989Assignee: Texaco Inc.Inventor: Rodney L. Sung
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Patent number: 4682982Abstract: N-higher alk(en)yl neoalkanamides are new compounds which unlike many other amides, are oily at washing temperatures, in the 10.degree. to 90.degree. C. range, and are capable of being adsorbed from wash and rinse waters by fibrous materials, such as laundry of synthetic, e.g., polyester, fabrics, which laundry is susceptible to being electrostatically charged, and decrease any electrostatic charge or inhibit accumulation thereof on such materials. Such neoalkanamides, e.g., N-coco-alkyl neodecanamide, can be incorporated in detergent compositions and in compositions for addition to laundry rinse waters, and in some instances it may be desirable for bentonite powder or agglomerate to also be included in such compositions to contribute fabric softening and other useful physical properties. Washing and rinsing operations are described in which N-higher alk(en)yl neoalkanamide is present in the waters, with and without supplementing small proportions of quaternary ammonium salt.Type: GrantFiled: March 27, 1985Date of Patent: July 28, 1987Assignee: Colgate-Palmolive CompanyInventors: Robert J. Steltenkamp, Michael A. Camara
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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: 4659866Abstract: Formamide is prepared continuously from methyl formate and ammonia, pure methanol being recovered, by a process wherein(a) the reaction of methyl formate and ammonia is carried out predominantly in the liquid phase in the upper region of a reaction column R having a total of from 15 to 30 theoretical plates,(b) the methanol formed in this reaction is removed, together with small amounts of formamide, from the column or the evaporator in vaporus form at the level of plates 1-5 (counted from the bottom),(c) the formamide is removed from this methanol/formamide mixture, together with small amounts of methanol, in a distillation column D1 and recycled to R, and(d) the small amounts of methanol contained in the bottom product from R, which substantially consists of formamide and in this column should be at from 110.degree. to 130.degree. C., are separated off in a distillation column D2.Type: GrantFiled: February 10, 1982Date of Patent: April 21, 1987Assignee: BASF AktiengesellschaftInventors: Kaspar Bott, Gerd Kaibel, Herwig Hoffmann, Rudolf Irnich, Otto Kratzer
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Patent number: 4655972Abstract: Carbonamides are prepared from carboxylic acids and ammonia in the presence of a catalytic amount of a hydrated oxide.Preferably a hydrated titanium-, zirconium- or tin oxide in an amount between 0.05 to 10% by weight is used. The hydrated oxide contains at least 4% of water.Type: GrantFiled: July 3, 1984Date of Patent: April 7, 1987Assignee: Internationale Octrooi Maatschappij "Octropa" B.V.Inventors: Teunis Eikelboom, John A. Rand, Pieter M. van Dijk
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Patent number: 4640787Abstract: Certain branched chain amines and carboxylic derivatives thereof are useful additives for lubricants and fuels.Type: GrantFiled: June 22, 1984Date of Patent: February 3, 1987Assignee: Phillips Petroleum CompanyInventor: Alexander D. Schuettenberg
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Patent number: 4600520Abstract: Borated adducts of alkyl diamines and alkoxides impart effective multifunctional friction reducing and high temperature stabilizing characteristics to compositions comprising hydrocarbyl lubricants and fuels.Type: GrantFiled: December 27, 1983Date of Patent: July 15, 1986Assignee: Mobil Oil CorporationInventor: Andrew G. Horodysky
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Patent number: 4582933Abstract: This invention describes a process for the production of N-(tert-aminoalkyl)acrylamides by the reaction of acrylic acid with a suitable tertiary aminoalkylamine at a temperature of 150.degree.-230.degree. C. The aminoalkylamine and acrylic acid are reacted in equimolar quantities, preferably in the presence of an acidic or a basic catalyst.Type: GrantFiled: March 17, 1983Date of Patent: April 15, 1986Assignee: Chemische Fabrik Stockhausen GmbHInventors: Richard Mertens, Kurt Dahmen
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Patent number: 4552699Abstract: A process for the preparation of 3-acylaminoanilines of the general formula (1) ##STR1## in which R denotes a branched or unbranched alkyl radical having 1-7 carbon atoms or the phenyl group, which can be substituted by 1-2 methyl groups or by 1-2 chlorine atoms, which comprises reacting a carboxylic acid of the general formula (2)R--COOH (2)in which R has the meaning mentioned, with an excess of 1,3-diaminobenzene, and separating the reaction mixture by distillation.Type: GrantFiled: December 13, 1983Date of Patent: November 12, 1985Assignee: Hoechst AktiengesellschaftInventors: Reinhard Hahnle, Theodor Grewer
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Patent number: 4549975Abstract: Borated adducts of alkyl diamines, alkoxides and lower carboxylic acids impart effective multifunctional friction reducing and high temperature stabilizing characteristics to compositions comprising hydrocarbyl lubricants and fuels.Type: GrantFiled: December 27, 1983Date of Patent: October 29, 1985Assignee: Mobil Oil CorporationInventor: Andrew G. Horodysky
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Patent number: 4529529Abstract: Borated hydrocarbylenetriamine amides can be made by borating the appropriate reaction product of a triamine and an organic monocarboxylic acid. They demonstrate friction reducing and/or fuel consumption reducing properties when formulated into lubricants, particularly lubricating oils, and fuels.Type: GrantFiled: February 1, 1984Date of Patent: July 16, 1985Assignee: Mobil Oil CorporationInventor: Andrew G. Horodysky