Of Acyclic Carboxylic Acid Anhydride Patents (Class 564/144)
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Patent number: 9006488Abstract: A solvent-free mechanical process of reacting amine compounds with acetylating agents resulting in amides such as acetaminophen is described.Type: GrantFiled: March 20, 2014Date of Patent: April 14, 2015Inventors: Muhammad Amin, Muhammad S. Iqbal
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Patent number: 8946476Abstract: The present patent application relates to an alternative process for the preparation of amino derivatives. In particular, the present application relates to an improved process for the manufacture of Lacosamide (LCM), (R)-2-acetamido-N-benzyl-3-methoxypropion-amide, which is useful as an anticonvulsive drug. In a particular aspect, the present invention relates to a process of manufacture of optically enriched (R)-2-acetamido-N-benzyl-3-methoxypropion-amide (I) comprising resolution of 2-acetamido-N-benzyl-3-methoxypropion-amide (II).Type: GrantFiled: November 6, 2009Date of Patent: February 3, 2015Assignee: UCB Pharma GmbHInventors: Didier Bouvy, Alain Merschaert, Véronique Pinilla, Joerg Hamann, Ralf Kanzler, Antoine Thomas
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Patent number: 8907132Abstract: Processes for preparing and purifying (R)-2-acetamido-N-benzyl-3-methoxy-propionamide of formula-1 and intermediates thereof are provided.Type: GrantFiled: February 9, 2011Date of Patent: December 9, 2014Assignee: MSN Laboratories Private LimitedInventors: Manne Satyanarayana Reddy, Sajja Eswaraiah, Aluru Srinivas, Revu Satyanarayana
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Publication number: 20140288330Abstract: The invention relates to a process for preparing N-alkyl(meth)acrylamides by reacting (meth)acrylic anhydride with corresponding alkylamines.Type: ApplicationFiled: November 20, 2012Publication date: September 25, 2014Applicant: Evonik Roehm GmbHInventors: Dirk Broell, Benedikt Laux, Christian Maul, Patrick Peter, Claus Zimmer
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Patent number: 8722931Abstract: The invention is directed to a compound represented by the Formula (1) as defined herein, and a method for preparing a compound represented by the Formula (1) which includes: reacting a diamine compound represented by the Formula (2) as defined herein with a methacrylic anhydride or an acrylic anhydride under a condition where an organic acid having a pKa of 2.0 or more is present in an amount of 0.5 to 5.0 moles based on 1 mole of the diamine compound to obtain a reaction mixture; adding phosphoric acid to the reaction mixture; and purifying the reaction mixture by extraction with an organic solvent.Type: GrantFiled: December 21, 2011Date of Patent: May 13, 2014Assignee: FUJIFILM CorporationInventors: Yu Iwai, Takafumi Nakayama, Junya Abe, Ichiro Koyama
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Patent number: 8445723Abstract: Methods of producing the N-alkyl(alkyl)acrylamides. In a general embodiment, the present disclosure provides a method of producing an N-alkyl (alkyl)acrylamide comprising providing an aqueous solution comprising an N-alkyl amine and adding to the aqueous solution a base and an (alkyl)acrylic anhydride to form a precipitated N-alkyl(alkyl)acrylamide.Type: GrantFiled: August 19, 2008Date of Patent: May 21, 2013Assignee: Nalco CompanyInventor: John D. Morris
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Patent number: 8436206Abstract: Process for the industrial synthesis of the compound of formula (I) Application of such process in the synthesis of agomelatine.Type: GrantFiled: July 30, 2012Date of Patent: May 7, 2013Assignee: Les Laboratoires ServierInventors: Thierry DuBuffet, Jean-Pierre Lecouve, Jean-Paul Hermet
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Publication number: 20130041180Abstract: Processes for preparing and purifying (R)-2-acetamido-N-benzyl-3-methoxy-propionamide of formula-1 and intermediates thereof are provided.Type: ApplicationFiled: February 9, 2011Publication date: February 14, 2013Inventors: Manne Satyanarayana Reddy, Sajja Eswaraiah, Aluru Srinivas, Revu Satyanarayana
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Publication number: 20120330062Abstract: Process for the industrial synthesis of the compound of formula (I) Application of such process in the synthesis of agomelatine.Type: ApplicationFiled: July 30, 2012Publication date: December 27, 2012Applicant: LES LABORATOIRES SERVIERInventors: Thierry Dubuffet, Jean-Pierre Lecouve, Jean-Paul Hermet
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Publication number: 20120165572Abstract: The invention is directed to a compound represented by the Formula (1) as defined herein, and a method for preparing a compound represented by the Formula (1) which includes: reacting a diamine compound represented by the Formula (2) as defined herein with a methacrylic anhydride or an acrylic anhydride under a condition where an organic acid having a pKa of 2.0 or more is present in an amount of 0.5 to 5.0 moles based on 1 mole of the diamine compound to obtain a reaction mixture; adding phosphoric acid to the reaction mixture; and purifying the reaction mixture by extraction with an organic solvent.Type: ApplicationFiled: December 21, 2011Publication date: June 28, 2012Applicant: FUJIFILM CORPORATIONInventors: Yu IWAI, Takafumi NAKAYAMA, Junya ABE, Ichiro KOYAMA
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Publication number: 20110218312Abstract: A novel process is described which allows N-isopropyl(meth)acrylamide to be obtained in high purity and yield in a simple manner, by reacting methacrylic anhydride with isopropylamine, optionally in a solvent.Type: ApplicationFiled: November 19, 2009Publication date: September 8, 2011Applicant: EVONIK ROEHM GmbHInventors: Joachim Knebel, Wilhelm Karnbrock, Volker Kerscher
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Patent number: 7985820Abstract: A non-water soluble polymeric surfactant is prepared by reacting a polymerized/bodied unsaturated oil with maleic anhydride followed by a further partial or complete reaction with an amine to form an amide; or an alcohol to form an ester.Type: GrantFiled: October 15, 2007Date of Patent: July 26, 2011Assignee: Sun Chemical CorporationInventors: Ramasamy Krishnan, Kenneth Smith, Neil Young, Inessa Gurevich
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Publication number: 20100048951Abstract: Methods of producing the N-alkyl(alkyl)acrylamides. In a general embodiment, the present disclosure provides a method of producing an N-alkyl (alkyl)acrylamide comprising providing an aqueous solution comprising an N-alkyl amine and adding to the aqueous solution a base and an (alkyl)acrylic anhydride to form a precipitated N-alkyl(alkyl)acrylamide.Type: ApplicationFiled: August 19, 2008Publication date: February 25, 2010Inventor: John D. Morris
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Patent number: 7329780Abstract: Provided is a method of preparing an optically pure compound having formula 1 or its salts. The method includes: reacting (R)-2-(4-methoxy-3-aminosulfonyl-phenyl)-1 -methylethylamine or its salts with a compound selected from the group consisting of chloroacetic acid, bromoacetic acid, fluoroacetic acid, iodoacetic acid, ?-halogenoacetic acid anhydride, and ?-halogenoacetyl halide in the presence of a base or an acylating agent.Type: GrantFiled: December 9, 2004Date of Patent: February 12, 2008Assignee: CJ CorporationInventors: Seong Hwan Cho, Dong Kwon Lim, Kwang Hyeg Lee, Yong Sik Youn, Choong Sil Park
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Patent number: 6927290Abstract: There is disclosed an advantageous mixed acid anhydride production method of formula (1): R1C(O)OY(O)n(R2)p??(1) wherein R1, R2 and Y denote the same as defined below, n and p denote an integer of 1 or 2, which is characterized by adding a carboxylic acid of formula (2); R1COOH??(2) wherein R1 denotes a hydrogen atom, an optionally substituted alkyl group or the like, an organic base to a solution of a carboxylic acid activating agent of formula (3); (R2)pY(O)nX??(3) wherein R2 denotes an optionally substituted aliphatic hydrocarbyl group or the like, Y denotes a carbon atom, a phosphorus atom, or a sulfur atom, and X denotes a chlorine atom or the like.Type: GrantFiled: May 10, 2004Date of Patent: August 9, 2005Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Miki, Hideki Ushio, Isao Kurimoto
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Patent number: 6350909Abstract: The invention relates to new imides, to a plurality of processes for their preparation and to their use as fungicides.Type: GrantFiled: January 2, 2001Date of Patent: February 26, 2002Assignee: Bayer AktiengesellschaftInventors: Ulrich Heinemann, Herbert Gayer, Peter Gerdes, Martin Vaupel, Astrid Mauler-Machnik, Gerd Hänssler, Klaus Stenzel, Martin Kugler, Thomas Jaetsch, Peter Wachtler
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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: 6121326Abstract: Compounds which are useful as a tachykinin antagonist are substituted alkyltetraamine derivatives which are represented by the following formula (I) or a pharmaceutically acceptable salt, a complex compound or a solvate thereof. ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and each is a phenyl group which may be substituted with one or more hydroxyl, lower alkoxy and/or acyloxy group(s). The compounds are useful as an anti-inflammatory agent, anti-allergic agent, analgesic, antiemetic, agent for irritable colon syndrome, agent for dermal disease, agent for vasospastic disease, agent for cerebral ischemic disease, antidepressant, antianxiety agent, agent for autoimmune disease, antispasmodic, and as a muscle relaxant, etc.Type: GrantFiled: January 5, 2000Date of Patent: September 19, 2000Assignee: Nippon Zoki Pharmaceutical Co., Ltd.Inventors: Atsushi Yamamoto, Ko Nakamura, Masanori Otsuka
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Patent number: 6001881Abstract: Benzoylguanidines of the formula I ##STR1## in which: R(1) to R(4) have the meanings given in the claims, are antiarrhythmic pharmaceuticals, having a cardioprotective component, which are also valuable for the prevention of ischemically induced damage, in particular in association with the triggering of ischemically induced cardiac arrhythmias. As a consequence of inhibiting the cellular Na.sup.+ /H.sup.+ exchange mechanism, they are used for treating acute or chronic damage triggered by ischemia. In addition to this, they are notable for their strong inhibitory effect on the proliferation of cells. They are suitable for preventing the genesis of high blood pressure.Type: GrantFiled: June 4, 1997Date of Patent: December 14, 1999Assignee: Hoechst AktiengesellschaftInventors: Andreas Weichert, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Jan-Robert Schwark, Udo Albus, Wolfgang Scholz
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Patent number: 5929281Abstract: A heterocyclic aromatic halide or an aryl halide is reacted with an amine compound in the presence of a base to give a heterocyclic aromatic amine or an arylamine, respectively. In this reaction, a catalyst comprising a palladium compound and a tertiary phosphine is used for the preparation of a heterocyclic aromatic amine, and a catalyst comprising a palladium compound and a trialkylphosphine is used for the preparation of an arylamine.Type: GrantFiled: April 15, 1997Date of Patent: July 27, 1999Assignee: Tosoh CorporationInventors: Masakazu Nishiyama, Yasuyuki Koie
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Patent number: 5892112Abstract: 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: GrantFiled: January 21, 1994Date of Patent: April 6, 1999Assignees: Glycomed Incorporated, The University of FloridaInventors: Daniel E. Levy, Damian Grobelny, Cho Tang, Kevin R. Holme, Richard E. Galardy, Gregory S. Schultz, Asaad Nematalia, John H. Musser
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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: 5700839Abstract: 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: GrantFiled: October 20, 1995Date of Patent: December 23, 1997Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Rolf Gericke, Dieter Dorsch, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
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Patent number: 5648535Abstract: A process for the production of N-acylaminophenols by the concurrent hydrogenation of a nitrophenol to an aminophenol and the acylation of the aminophenol with acyl anhydride takes place on a continuous basis in a stirred tank reactor in which liquid product is continuously withdrawn from the reactor. Of particular interest is the manufacture of acetaminophen, N-acetyl-p-aminophenol by continuous reaction of p-ntirophenol, hydrogen and acetic anhydride.Type: GrantFiled: May 26, 1995Date of Patent: July 15, 1997Assignee: Hoechst Celanese Corp.Inventors: James A. Foster, Werner H. Mueller, Debra A. Ryan, Hartmut Wiezer
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Patent number: 5606098Abstract: Amides and esters of perfluoropolyoxaalkylene-sulfo- or perfluoropolyoxaalkylene-carboxylic acids of the general following formula:R.sub.F R.sub.F.sup.I ZQ, whereR.sub.F =CF.sub.3 O--, C.sub.2 F.sub.5 O--, C.sub.3 F.sub.7 O--, C.sub.8 F.sub.17 O--,R.sub.F.sup.I= ##STR1## --(CF.sub.2 CF.sub.2 O--).sub.n CF.sub.2 --, --(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.n CF.sub.2 CF.sub.2 --,where n=8-55;Z=--CO--, --SO.sub.2 --,Q=--N(C.sub.m H.sub.2m OH).sub.2, where m=2, 3, 4, 6, 8, 10--N[(C.sub.2 H.sub.4 O).sub.4 C.sub.3 H.sub.6 OH].sub.2,--NH--C.sub.2 H.sub.4 OR.sub..eta., where R.eta.=CH.sub.3 --, C.sub.2 H.sub.5 --, C.sub.3 H.sub.7 --,--NH(C.sub.2 H.sub.4 O).sub.5 H,--OC.sub.1 H.sub.21 N(C.sub.1 H.sub.21 OH).sub.2, where .eta.=1, 2, 4C.sub.k H.sub.2k+1 O--, where k=6, 8, 10.Type: GrantFiled: October 3, 1995Date of Patent: February 25, 1997Assignee: AO "Avtokoninvest"Inventors: Nikolai A. Ryabinin, Aleksandr N. Ryabinin
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Patent number: 5492545Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and combinations of two or more different aminoalcohols with long-chain hydrocarbyl groups attached.Type: GrantFiled: August 15, 1994Date of Patent: February 20, 1996Assignee: Mobil Oil CorporationInventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 5399760Abstract: A method is provided for purifying crude N-acetyl-para-aminophenol (APAP) containing color bodies or their precursors, the method comprising: a) forming a solution of the crude APAP; and b) subsequently contacting the solution with substoichiometric quantifies of an acetylating agent for a sufficient period of time to convert said color bodies or their precursors to substantially non-color bodies/stable, colorless substances; said quantities of acetylating agent provided is such that substantially none of the APAP is converted to other compounds.Type: GrantFiled: August 11, 1993Date of Patent: March 21, 1995Assignee: Hoechst Celanese CorporationInventors: Edward G. Zey, Olan S. Fruchey, Thomas H. Shockley, Joe S. Trevino, B. Frank Wood, Daniel D. Lindley
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Patent number: 5344979Abstract: A method is provided for purifying a crude N-acetyl-para-aminophenol (APAP) containing color bodies or their precursors, the method comprising: a) forming a wet crude APAP; and b) subsequently drying said crude APAP in the presence of a sufficient amount of an acetylating agent for a sufficient period of time to convert said color bodies or their precursors to substantially non-color bodies.Type: GrantFiled: April 29, 1993Date of Patent: September 6, 1994Assignee: Hoechst Celanese CorporationInventors: Edward G. Zey, George A. Blay
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Patent number: 5288906Abstract: Optionally substituted p-aminophenol compounds, easily converted into the N-acylated derivatives thereof, are prepared by hydrogenating the corresponding nitrobenzene, in solution in a saturated aliphatic monocarboxylic acid, notably acetic acid, in the presence of an effective amount of a protonic acid.Type: GrantFiled: March 1, 1993Date of Patent: February 22, 1994Assignee: Rhone-Poulence ChimieInventors: Michel Gubelmann, Christian Maliverney
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Patent number: 5239048Abstract: Block polyamido polyamine condensation products of an aromatic polycarboxylic acid component with a polyoxyalkylene polyamine component prepared by reacting the polycarboxylic acid component with an amount of the polyoxyalkylene polyamine component sufficient to react each carboxyl group with 1 mole of the polyoxyalkylene polyamine component.The polyoxyalkylene polyamine being selected from the group consisting of polyoxypropylene diamines, polyoxyethylene diamines, polyoxyethylene/oxypropylene diamines and polyoxypropylene triamines, and the aromatic polycarboxylic acid component being selected from the group consisting of C.sub.8 to C.sub.28 benzene dicarboxylic acids, benzene tricarboxylic acids, naphthalene carboxylates, hemimellitic acid, 1,1,3-trimethyl-3-phenylindan-4',5-dicarboxylic acid, trimellitic acid, and anhydrides and C.sub.1 to C.sub.4 alkyl esters thereof.Type: GrantFiled: May 4, 1990Date of Patent: August 24, 1993Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin
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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: 5206436Abstract: Process for purifying, by crystallization, TAED having a titer.gtoreq.99.5% from a mixture containing crude TAED obtained by acetylation of DAED, wherein the purification process is performed in two different stages (1, 2), characterized in that the temperatures at which the stages are performed differ from one another (delta t) by values comprised between 55.degree. and 110.degree..Type: GrantFiled: July 22, 1991Date of Patent: April 27, 1993Assignee: Caffaro S.p.A.Inventors: Enrico Pontoglio, Giordano Donelli, Sandro Parodi
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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: 5128441Abstract: A block polyamido primary amine condensation product prepared by reacting a defined polyoxyalkylene polyamine having terminal primary amine groups with an amount of a defined dicarboxylic acid or an anhydride or a C.sub.1 to C.sub.4 alkyl ester thereof, sufficient to react one mole of the dicarboxylic acid reactant with each primary amine group of the polyoxyalkylene polyamine to thereby prepare an intermediate condensation reaction product containing terminal carboxyl groups, and reacting one mole of a defined organic di-primary amine with each terminal carboxyl group of the said intermediate condensation reaction product to thereby provide, as the principal product of the reaction a block polyamido primary amine condensation product.Type: GrantFiled: May 4, 1990Date of Patent: July 7, 1992Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin
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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: 5101012Abstract: This invention relates to a composition prepared by reacting(a) at least one reaction product of a hydrocarbyl substituted carboxylic acid or anhydride having a hydrocarbyl group containing from about 8 to about 150 carbon atoms and at least one polyamine wherein the reaction product has at least one NH group capable of addition to a double bond; with(b) at least one sulfo compound represented by the following formula: ##STR1## wherein each R.sub.1 is independently hydrogen or a hydrocarbyl group;a is zero or one;Q is a hydrocarbylene group or --C(X)N(R.sub.2)Q'--;R.sub.2 is hydrogen or a hydrocarbyl group;X is sulfur or oxygen;each Q' is a hydrocarbylene group; andZ is --S(O)OH, or --S(O).sub.2 OH or an ester, a metal salt or an ammonium salt of the sulfo compound.The invention also relates to polymer fabrics treated with the compositions of the present invention. The treated polymer fabrics have improved wicking/wetting characteristics.Type: GrantFiled: August 6, 1991Date of Patent: March 31, 1992Assignee: The Lubrizol CorporationInventor: Kasturi Lal
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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: 5047586Abstract: A process for the preparation of 4-acylamino-2-aminoalkoxybenzenes of the general formula (1) ##STR1## in which R denotes an alkyl-C.sub.1 -C.sub.6 - or alkoxy-C.sub.1 -C.sub.4 -alkylene-C.sub.1 -C.sub.4 group and R' denotes a methyl or ethyl group, by pumping a solution or suspension of a 2,4-dinitroalkoxybenzene of the general formula (2) ##STR2## in which R has the abovementioned meaning, in a butyl acetate into a stirred suspension of a nickel catalyst on a kieselguhr carrier in butyl acetate, which has been initially introduced into an autoclave, at a hydrogen pressure of about 5 to about 50 bar, and a temperature of about 60.degree. to about 120.degree. C., at a rate which corresponds to the rate of hydrogenation of 2,4-dinitroalkoxybenzene to 2,4-diaminoalkoxybenzene, dehydrating the reduction solution by azeotropic distillation, after the hydrogenation, and acylating the resulting 2,4-diaminoalkoxybenzene with about 0.90 to 0.Type: GrantFiled: August 22, 1990Date of Patent: September 10, 1991Assignee: Hoechst AktiengesellschaftInventors: Hartmut Heise, Manfred Hintzmann
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Patent number: 5039306Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups attached.Type: GrantFiled: December 13, 1989Date of Patent: August 13, 1991Assignee: Mobil Oil Corp.Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 5039309Abstract: Additives comprising the reaction products of aminodiols and the product of pyromellitic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups improve the low-temperature properties of distillate fuels.Type: GrantFiled: December 13, 1989Date of Patent: August 13, 1991Assignee: Mobil Oil CorporationInventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 5002589Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diaminodiols, and (2) the product of pyromellitic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups attached.Type: GrantFiled: December 13, 1989Date of Patent: March 26, 1991Assignee: Mobil Oil Corp.Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 5002588Abstract: Additive reaction products of (1) hydrocarbyl diols, and (2) the product of benzophenone tetracarboxylic dianhydride and hydrocarbyl aminoalcohols and/or amines improve the low-temperature properties of distillate fuels when added thereto.Type: GrantFiled: December 18, 1989Date of Patent: March 26, 1991Assignee: Mobil Oil CorporationInventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 5000758Abstract: Additives comprising the reaction products of aminodiols and the products of benzophenone tetracarboxylic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups attached improve the low-temperature properties of distillate fuels.Type: GrantFiled: December 13, 1989Date of Patent: March 19, 1991Assignee: Mobil Oil Corp.Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
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Patent number: 4990671Abstract: N-acylated dialkylaminophenols are produced at greater yields under mild reaction conditions by a novel in situ process which begins with catalytic hydrogenation of dialkylnitrosophenols in an aprotic organic reaction medium.Type: GrantFiled: December 7, 1989Date of Patent: February 5, 1991Assignee: Mallinckrodt, Inc.Inventors: Neil Dunski, Henry J. Buehler
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Patent number: 4898977Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonisation of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.Type: GrantFiled: August 13, 1987Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Peter Herold, Christof Angst
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Patent number: 4780542Abstract: The invention relates to the preparation of an ester or an amide from an anhydride with an alcohol or an amine, wherein the anhydride is first prepared by reacting an acid and an alkyl chloroformate in a 100% aqueous medium, that is, 100% water.Type: GrantFiled: September 26, 1983Date of Patent: October 25, 1988Assignee: Montefiore Medical CenterInventor: Iraj Lalezari
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Patent number: 4744798Abstract: Benzophenone derivatives, e.g., benzophenone tetracarboxylic dianhydride, and esters or mixtures thereof when reacted with various hydrocarbyl amines provide additives that are highly useful as fuel detergents, intake valve and exhaust gas valve deposit reducers.Type: GrantFiled: September 30, 1982Date of Patent: May 17, 1988Assignee: Mobil Oil CorporationInventor: Harry J. Andress
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Patent number: 4670589Abstract: Production of N-acetyl-p-aminophenol by hydrogenation of p-nitrophenol to p-aminophenol and concurrently acetylating the p-aminophenol with acetic anhydride with the acetylation controlled so that substantially no excess acetic anhydride is present in the system until the hydrogenation reaction has reached substantial completion.Type: GrantFiled: November 13, 1984Date of Patent: June 2, 1987Assignee: Monsanto CompanyInventors: John H. Van Ness, J. Bruce Warner
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Patent number: 4658054Abstract: A process for the preparation of 5,6-dialkoxyanthranilic acids is described. The 5,6-dialkoxyanthranilic acids are useful in the preparation of substituted quinazolinediones which are active cardiotonic agents.Type: GrantFiled: July 29, 1985Date of Patent: April 14, 1987Assignee: Ortho Pharmaceutical CorporationInventor: Richard A. Conley
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Patent number: 4499283Abstract: This disclosure describes a novel process for the preparation of 2-(n-propyl)-4-methyl-5-(lower alkanoyl)imidazoles which are useful as intermediates for the preparation of anti-asthmatic agents.Type: GrantFiled: June 28, 1982Date of Patent: February 12, 1985Assignee: American Cyanamid CompanyInventors: Sivaraman Raghu, Steven L. Peake