Benzene Ring Containing Patents (Class 564/139)
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Patent number: 6043282Abstract: Azinooxime ethers of the formula I ##STR1## (X=NOCH.sub.3, CHOCH.sub.3, CHCH.sub.3 ; Y=O, NZ, where Z=H, alkyl; R.sup.1 =H, alkyl; R.sup.2 =cyano, nitro, trifluoromethyl, halogen, alkyl, alkoxy; m=0, 1, 2, it being possible for the radicals R.sup.2 to be different if m=2; R.sup.3 =H, cyano, alkyl, haloalkyl, alkoxy, cycloalkyl; R.sup.4, R.sup.5, R.sup.6 =indepedently of one another H, unsubst. or subst. alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclyl), and their salts, processes and intermediates for their preparation and their use for controlling harmful fungi and animal pests.Type: GrantFiled: July 29, 1998Date of Patent: March 28, 2000Assignee: BASF AktiengesellschaftInventors: Herbert Bayer, Hubert Sauter, Klaus Oberdorf, Wassilios Grammenos, Thomas Grote, Reinhard Kirstgen, Bernd Muller, Ruth Muller, Franz Rohl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann
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Patent number: 6017917Abstract: Guanidine derivatives of the formula: ##STR1## wherein R.sup.1 is [di(lower)alkylamino](lower)alkyl, morpholinyl(lower)alkyl, lower alkylpiperazinyl or [lower alkylpyrrolidinyl](lower)alkyl,R.sup.2 is halogen, lower alkyl or lower alkoxy, andR.sup.3 is halogen, lower alkyl, lower alkoxy or mono(or di or tri)halo(lower)alkyl,and pharmaceutically acceptable salts thereof which are useful as a medicament.Type: GrantFiled: June 26, 1998Date of Patent: January 25, 2000Assignee: Fujisawa Pharamceutical Co., Ltd.Inventors: Atsushi Kuno, Yoshikazu Inoue, Kumi Yamasaki
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Patent number: 6015921Abstract: A method for preparing carbamoylmethylurea derivatives of the formula (I): ##STR1## characterized by reacting a compound of the formula (II): ##STR2## with a compound of the formula (III): ##STR3##Type: GrantFiled: February 3, 1998Date of Patent: January 18, 2000Assignee: Shionogi & Co., Ltd.Inventors: Haruo Koike, Yasufumi Ueda, Koji Matsuda, Mikio Kabaki
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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: 5977410Abstract: Disclosed are A N-[(fluoroalkoxy)phenoxyalkyl]benzamide compound represented by the formula (1): ##STR1## wherein R.sup.1 and R.sup.3 may be the same or different and represent a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.1-4 haloalkyl group, a C.sub.1-4 haloalkoxy group, a cyano group, a nitro group, or a hydroxy group; R.sup.2 represents a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, or a C.sub.1-4 alkoxy group; A represents an oxygen atom, or a sulfur atom; n is an integer of 1 to 6; x is 1 to 4; y is 0 to 6; z is 2 to 9; m is 0 to 2; provided that 2x+1=y+z+m, an intermediate thereof, processes thereof and an agricultural and horticultural chemical for controlling noxious organisms containing the above-mentioned compound as an effective ingredient which is available as a nematocide, an acaricide, a fungicide, etc.Type: GrantFiled: April 16, 1998Date of Patent: November 2, 1999Assignee: Ube Industries, Ltd.Inventors: Katsutoshi Fujii, Koji Hatano, Shoji Shikita, Tatsumi Tanaka
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Patent number: 5973202Abstract: 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: GrantFiled: August 28, 1996Date of Patent: October 26, 1999Assignee: Siemens AktiengesellschaftInventors: Recai Sezi, Hellmut Ahne, Eva Rissel, Kurt Geibel
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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: 5883133Abstract: Compounds of the formula I ##STR1## are described in which at least one of the substituents R(1), R(2), R(3), R(4) and R(5) is a nitrogen-containing heterocyclic radical. They are outstanding cardiovascular therapeutic agents. They are obtained by reaction of a compound II ##STR2## with guanidine.Type: GrantFiled: July 24, 1996Date of Patent: March 16, 1999Assignee: Hoechst AktiengesellschaftInventors: Jan-Robert Schwark, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Andreas Weichert, Udo Albus, Wolfgang Scholz
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Patent number: 5880157Abstract: The present invention relates to derivatives of 2,2,3,3-tetramethylcyclopropane carboxylic acid (TMCA) of general formula (I), ##STR1## wherein R is lower alkyl group (C.sub.1 -C.sub.6), an aryl group, an aralkyl group or an amide of general formula (II), ##STR2## where R.sub.1 and R.sub.2 are the same or different and may be hydrogen, a alkyl group (C.sub.1 -C.sub.6), an aryl group or an aralkyl group, and n=0-3, to their racemic mixtures and the D and L enantiomers. The invention also relates to processes for the preparation of said compounds and for pharmaceutical preparations comprising the same. The new compounds show improved activity against epilepsy.Type: GrantFiled: November 25, 1996Date of Patent: March 9, 1999Assignee: Yissum Research Development Company of the Hebrew University of JerusalemInventors: Jeff Sterling, Yaacov Herzig, Meir Bialer, Abdullah Haj-Yehia, Boris Yagen
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Patent number: 5861532Abstract: 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.Type: GrantFiled: March 4, 1997Date of Patent: January 19, 1999Assignee: Chiron CorporationInventors: Edward G. Brown, John M. Nuss
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Patent number: 5852213Abstract: This invention relates to matrix metalloproteinase (MMP) inhibiting compounds of the formula: ##STR1## where R.sup.1 is C.sub.1 -C.sub.12 alkyl, straight or branched and optionally substituted by halogen, hydroxy, C.sub.1 -C.sub.6 alkoxy, amino, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, carboxamido, nitrile, mono- or di-(C.sub.1 -C.sub.6)alkylamino, thio, C.sub.1 -C.sub.6 alkylthio, aryl, --Oaryl or --OCH.sub.2 aryl where aryl is optionally substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, carboxy, halogen, cyano, nitro, carboxamido, or hydroxy; and C.sub.1 -C.sub.6 alkanesulfonyloxy. R.sup.2 is .alpha.-OH or .beta.-OH and R.sup.6 is H or R.sup.2 and R.sup.6 together are carbonyl; the chemical intermediates; and processes for the preparation of these compounds and the intermediates thereto.Matrix metalloproteinases (MMP) are a family of zinc-containing calcium dependent proteinases, including stromelysins, collagenases, and gelatinases.Type: GrantFiled: July 2, 1997Date of Patent: December 22, 1998Assignee: American Cyanamid CompanyInventor: Jeremy Ian Levin
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Patent number: 5830869Abstract: The present invention provides novel thiadiazole amide derivatives represented by formula I ##STR1## The compounds of the present invention inhibit various enzymes from the matrix metalloproteinase family, predominantly stromelysins, and hence are useful for the treatment of matrix metallo endoproteinase diseases such as osteoarthritis, rheumatoid arthritis, septic arthritis, osteopenias such as osteoporosis, tumor metastasis, periodontitis, gingivitis, corneal ulceration, dermal ulceration, gastric ulceration, inflammation and other diseases related to connective tissue degradation.Type: GrantFiled: June 18, 1997Date of Patent: November 3, 1998Inventors: Mark Allen Mitchell, Heinrich Josef Schostarez, Linda Louise Maggiora, Thomas J. Lindberg
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Patent number: 5827890Abstract: Compounds of formula (1) are described, wherein R.sup.1 represents (a), where R.sup.3 is a hydrogen or halogen atom or a methyl, trifluoromethyl or methoxy group; R.sup.2 represents a hydrogen atom or a methyl group; and the salts, solvates, hydrates and prodrugs thereof. The compounds are potent and selective orally active inhibitors of the metalloproteinase gelatinase with a long duration of action, and in particular inhibit angiogenesis in vivo. They can therefore be expected to be of use in the prophylaxis or treatment of angiogenesis dependent disorders such as solid tumours and arthritic diseases.Type: GrantFiled: April 4, 1996Date of Patent: October 27, 1998Assignee: Celltech Therapeutics Ltd.Inventors: Nigel Robert Arnold Beeley, Thomas Andrew Millican
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Patent number: 5789618Abstract: A method for synthesizing a halogen-containing condensation product, the method comprising the step of:reacting a compound represented by Formula (I) with a compound represented by Formula (II) or (III) in the presence of a halogenating agent whereby dehydration condensation and halogenation are carried out, ##STR1##Type: GrantFiled: June 27, 1996Date of Patent: August 4, 1998Assignee: Konica CorporationInventors: Eisaku Katoh, Osamu Ishige
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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: 5750711Abstract: The dicarboxylic acid derivatives according to the invention have the following structure ##STR1## wherein X denotes O, S, (CF.sub.2).sub.m, C(CF.sub.3).sub.2 or CF.sub.2 --CF(CF.sub.3) (m=1 to 10), and R stems from the following compounds: fluoro- or trifluoromethyl- and nitro- or cyanophenols, thiophenols or -aminobenzenes, 4-hydroxy-, 4-mercapto- or 4-aminocoumarins, N-hydroxysuccinimides or N-hydroxymaleimides, 2-hydroxy- or 2-mercaptobenzoxazoles or -benzothiazoles and 1-hydroxy- or 1-mercaptobenzotriazoles.Type: GrantFiled: August 28, 1996Date of Patent: May 12, 1998Assignee: Siemens AktiengesellschaftInventors: Racai Sezi, Hellmut Ahne, Eberhard Kuehn
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Patent number: 5747541Abstract: The present invention relates to substituted benzoylguanidines, a process for their preparation, their use as medicament or diagnostic agent, and medicament comprising them.Type: GrantFiled: June 12, 1997Date of Patent: May 5, 1998Assignee: 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: 5739344Abstract: An aminoarylaminoarazole can be prepared by a process comprising the steps of condensing a condensable nitroarylcarbonyl compound with an aminonitroarylol, an aminonitroarylthiol, or a triaminonitroarene to form a dinitroanilide, then reducing and cyclizing the dinitroanilide under such conditions to form the aminoarylaminoarazole. The aminoarylaminoarazole is useful in making PIBX polymers.Type: GrantFiled: December 6, 1996Date of Patent: April 14, 1998Assignee: The Dow Chemical CompanyInventor: R. Garth Pews
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Patent number: 5731351Abstract: Alkyl-benzoylguanidines of the formula I ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 have the meanings given, and physiologically acceptable salts thereof show antiarrhythmic properties and act as inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter.Type: GrantFiled: August 23, 1996Date of Patent: March 24, 1998Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Rolf Gericke, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
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Patent number: 5708033Abstract: A compound of formula (I), wherein R.sup.1 and R.sup.2 are independently selected from chloro, fluoro, bromo, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or C.sub.1-6 haloalkyl provided that both R.sup.1 and R.sup.2 are not fluoro; R.sup.3 and R.sup.4 are independently selected from hydrogen and C.sub.1-6 alkyl, and pharmaceutically acceptable salts, solvates or physiologically functional derivatives thereof, their use in medicine, particularly the phrophylaxis or treatment of conditions associated with inflammation, arthritis, or pain, pharmaceutical compositions comprising them, and processes for their preparation are disclosed.Type: GrantFiled: November 8, 1996Date of Patent: January 13, 1998Assignee: Glaxo Wellcome Inc.Inventors: James Leroy Kelley, David Lee Musso
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Patent number: 5705692Abstract: Provided is a novel process for the preparation of iohexol having improved yields and purity, reduced number of isolated intermediates, and significantly reduced volume of ion-exchange resins required to desalinate the final product.Type: GrantFiled: September 27, 1996Date of Patent: January 6, 1998Assignee: Abbott LaboratoriesInventors: Xiu C. Wang, Steve A. Chamberlin, Ashok V. Bhatia, Gregg E. Robinson, John Hufnagel
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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: 5654478Abstract: N-Alkenylcarboxamides of the formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen, the second radical R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.2 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by reacting an alkenyl carboxylate of the formula II ##STR2## where R.sup.1 has the abovementioned meanings and R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where R.sup.2 has the abovementioned meanings, in the presence of a base.Type: GrantFiled: August 10, 1995Date of Patent: August 5, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider, Bernd Fiechter
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Patent number: 5618977Abstract: The present invention relates to new polyiodinated compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2, which are identical to or different from each other, represent a group of formula: ##STR2## and R.sub.3 and R.sub.4, which are identical to or different from each other, represent a group of formula ##STR3## with R.sub.1, R.sub.2, R.sub.3 and R.sub.4 comprising in total at least ten hydroxyls, which can be used in contrast media for radiography.The invention also relates to a process for the preparation of these compounds as well as to a contrast medium containing them.Type: GrantFiled: August 11, 1995Date of Patent: April 8, 1997Assignee: Guerbet S.A.Inventors: Maryse Dugast-Zrihen, Dominique Meyer
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Patent number: 5550286Abstract: Process for the of aromatic carboxamides from aromatic carboxylic acids and ureaProcess for the preparation of aromatic carboxamides of the formula (I) ##STR1## in which R.sub.1, R.sub.2, and R.sub.3 are identical or different and are hydrogen, fluorine, chlorine or bromine atoms, or are alkyl(C.sub.1 -C.sub.4), hydroxyl or nitro groups, or R.sub.1 and R.sub.2 form an aromatic ring of 5 or 6 ring members, which ring may be substituted by fluorine, chlorine or bromine atoms or by alkyl(C.sub.1 -C.sub.4), hydroxyl or nitro groups, which involves reacting aromatic carboxylic acids of the formula (II) ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 are as defined above with urea in an inert organic solvent with the addition of a catalytic amount of phosphorous acid.Type: GrantFiled: December 12, 1994Date of Patent: August 27, 1996Assignee: Hoechst AG.Inventors: Yani Christidis, Michael Meier
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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: 5457180Abstract: The present invention provides methods for producing linear thiopeptides using an amino acid ortho amino thioanilide compound of formula (III) ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen or C.sub.1 -C.sub.4 branched or unbranched alkyl;R.sub.2 is selected from the group consisting of hydrogen, halo, amino, hydroxy, C.sub.1 -C.sub.4 branched or unbranched alkoxy, guanido, amido, acyl, carboxy, cyano, mercapto, nitro, azido, and C.sub.1 -C.sub.4 branched or unbranched alkyl optionally substituted by halo, amino, hydroxy, C.sub.1 -C.sub.4 branched or unbranched alkoxy, guanido, amido, acyl, carboxy, cyano, mercapto, nitro, azido;R.sub.3 is a decarboxylated amino acid residue or a decarboxylated amino acid chain comprising at least two amino acid residue.Type: GrantFiled: June 13, 1994Date of Patent: October 10, 1995Assignee: Biochem Pharma Inc.Inventor: Boulos Zacharie
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Patent number: 5338884Abstract: 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: October 2, 1992Date of Patent: August 16, 1994Assignee: Hoechst CelaneseInventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
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Patent number: 5288908Abstract: Compounds of the formula ##STR1## in which X represents hydrogen, --NO.sub.2 or --NH.sub.2 and Y represents --CH.sub.3, --COOH, --CONH.sub.2, --NH.sub.2 or --N.dbd.N--Z, in which the group --Z is ##STR2## with the proviso that if Y represents the group --N.dbd.N--Z, X is only --NO.sub.2, and if Y represents the group --CH.sub.3, X is only hydrogen, are described. A compound of the formula ##STR3## the preparation of which in a multi-stage process, in which the compounds of the general formula (I) are also obtained, is described, is preferred.The resulting 3,4'-diamino compound is suitable for the preparation of polycondensates and shaped articles, films and fibers of high heat resistance.Type: GrantFiled: July 19, 1993Date of Patent: February 22, 1994Assignee: Hoechst AktiengesellschaftInventors: Jurgen Lau, Gunter Siegemund, Freimund Rohrscheid
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Patent number: 5245028Abstract: Processes for the preparation of a series of tetracyclic amines useful in the treatment and/or prevention of cerebrovascular disorders are disclosed.Type: GrantFiled: September 3, 1991Date of Patent: September 14, 1993Assignee: Warner-Lambert CompanyInventor: Thomas C. Malone
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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: 5235103Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.sup.o is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.Type: GrantFiled: December 15, 1992Date of Patent: August 10, 1993Assignee: SanofiInventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
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Patent number: 5198586Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.degree. is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.Type: GrantFiled: October 25, 1990Date of Patent: March 30, 1993Assignee: SanofiInventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
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Patent number: 5180851Abstract: 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: GrantFiled: March 21, 1991Date of Patent: January 19, 1993Assignee: Air Products and Chemicals Inc.Inventors: Mark L. Listemann, Robert K. Pinschmidt, Jr.
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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: 5117056Abstract: 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: GrantFiled: December 21, 1990Date of Patent: May 26, 1992Assignee: Air Products and Chemicals, Inc.Inventors: Mark L. Listemann, Robert K. Pinschmidt, Jr.
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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: 5047573Abstract: Process for the production of peptides of general formula R.sup.1 CO--NHR.sup.2 (1), where R.sup.1 CO-is the carboxy component and R.sup.2 NH-is the amino component of a peptide building block. The process is characterized in that a carboxylic acid of general formula R.sup.1 COOH (II), where R.sup.1 CO- has the above meaning, is made to react with a carboxylic acid imide choloride of general formula (III), wherein X is a hydrogen atom, an alkyl group with a maximum of 4 carbon atoms, a fluorine atom, a cholorine atom or a nitro group, Y is a fluorine atom, a chlorine atom or a nitro group and Z has the same meaning as Y or is a hydrogen atom, and the diacylamine of general formula (IV), where R.sup.1, C, Y and Z have the above meaning, is bound to an amine of general formula R.sup.2 NH.sup.2 (V), where R.sup.2 NH- have the above-mentioned meaning.Type: GrantFiled: December 7, 1987Date of Patent: September 10, 1991Inventors: Hans Bradaczek, Wojciech Gruszecki, Maria Gruszecki
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Patent number: 5004834Abstract: A method is described for preparation of polyamides using unstable diamines.Type: GrantFiled: April 5, 1990Date of Patent: April 2, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert S. Irwin
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Patent number: 4950766Abstract: A method for preparing a benzamide by reacting an aromatic acid with an amine having a primary amino group and a secondary amino group wherein the reaction is directed to the primary amino group by first reacting the acid with N,N'-carbonyldiimidazole.Type: GrantFiled: September 21, 1989Date of Patent: August 21, 1990Assignee: Erbamont, Inc.Inventor: Jung-Hui Sun
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Patent number: 4855086Abstract: The specification describes and claims methods of controlling acarine pests by application of a compound of Formula (I), methods of controlling arthropod pests by application of a compound of Formula (IA), compounds of Formula (IA) per se, pesticidal compositions comprising a compound of Formula (IA), and processes for preparing a compound of Formula (IA).Type: GrantFiled: October 11, 1983Date of Patent: August 8, 1989Assignee: Burroughs Wellcome Co.Inventors: Malcolm H. Black, Robert J. Blade
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Patent number: 4701527Abstract: A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.Type: GrantFiled: November 20, 1984Date of Patent: October 20, 1987Assignee: Lever Brothers CompanyInventors: Gerald S. Koermer, Eddie N. Gutierrez, Maryfrances Prorok
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Patent number: 4659826Abstract: A method of synthesizing and recovering with high yield and purity salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent having the formula --COC.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine by:(a) reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 -R.sub.3, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a carbowax solvent, e.g.Type: GrantFiled: November 20, 1984Date of Patent: April 21, 1987Assignee: Lever Brothers CompanyInventor: Joshua Schwarz
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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: 4629812Abstract: The invention relates to a method for the production of N,N'-bis-salicyloyl hydrazine by a catalytic reaction of salicylic-acid alkyl esters with hydrazine or salicylic-acid hydrazide and has the object to develop such a method in such a manner that not only an N,N'-bis-salicyloyl hydrazine with reduced eye irritation is obtained, but wherein the product is also produced with a high yield and purity. For this purpose, the invention provides that hydrazine or salicylic-acid hydrazide is heated with a 1-to-10 times excess of salicylic-acid alkyl ester in the presence of a halogenide, hydroxide or oxide of boron, aluminum or zinc to temperatures of up to 150.degree. C. The N,N'-bis-salicyloyl hydrazine prepared by the method according to the invention is suitable particularly as an additive to polymers for cable and wire insulation in power and communication engineering.Type: GrantFiled: August 18, 1981Date of Patent: December 16, 1986Assignee: Siemens AktiengesellschaftInventor: Wolfgang von Gentzkow
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Patent number: 4556712Abstract: In a short total synthesis of morphinan compounds, derivatives of 1-benzyl-1,2,3,4-tetrahydroisoquinoline are produced. Certain of these compounds, although highly aromatic and functionalized, can be optically resolved. The optically active enantiomers can serve as important intermediates for both natural and unnatural opioids.Type: GrantFiled: March 18, 1983Date of Patent: December 3, 1985Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventor: Kenner C. Rice
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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: 4534874Abstract: The title compounds correspond to the formula ##STR1## wherein A is a monovalent, bivalent, trivalent or tetravalent radical of a mono-, di-, tri- or tetraamine. These compounds are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.Type: GrantFiled: November 21, 1983Date of Patent: August 13, 1985Assignee: Ciba-Geigy CorporationInventors: David H. Steinberg, Raymond Seltzer, John J. Luzzi, Frank P. Cortolano
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Patent number: 4496762Abstract: An improved method for preparing a compound having the formula ##STR1## which is an intermediate in the preparation of dextromethorphan, the improved method comprises the steps of(A) hydrogenating a compound having the formula ##STR2## in the presence of a hydrogenation catalyst to obtain a compound having the formula ##STR3## (B) hydrogenating the product of Step (A) in the presence of a hydrogen treated rhodium catalyst to obtain a compound having the formula ##STR4## (C) reacting the product of Step (B) with 4-methoxyphenylacetic acid to obtain a mixture of compounds comprising ##STR5## (D) dehydrating the product mixture of Step (C).Type: GrantFiled: March 29, 1983Date of Patent: January 29, 1985Assignee: Eastman Kodak CompanyInventor: David S. Kashdan
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Patent number: 4474814Abstract: Nitrobenzoic acid amide derivative represented by the formula ##STR1## wherein A is (CH.sub.2).sub.x NH(CH.sub.2).sub.y or (CH.sub.2).sub.x NH(CH.sub.2).sub.y NH(CH.sub.2).sub.z, n is 1 or 2, x, y and z are each 2 to 5, and pharmacologically acceptable acid salt thereof is an excellent radio-sensitizer.Type: GrantFiled: November 23, 1982Date of Patent: October 2, 1984Assignee: Taiho Pharmaceutical Company LimitedInventors: Eiichi Fujita, Yoshimitsu Nagao, Tomoyuki Mori, Chieko Murayama, Tetsuji Asao