Carbonyl Attached Indirectly To The Cyano Group By Nonionic Bonding (e.g., Aldehydes, Ketones, Etc.) Patents (Class 558/440)
- Additional carbonyl attached indirectly to the cyano group by nonionic bonding (Class 558/442)
- The cyano group is bonded directly to the carbon adjacent to the carbonyl carbon (e.g., alpha cyano acrylates, etc.) (Class 558/443)
- The oxygen is between the carbonyl and the cyano group (e.g., cyano is in the alcohol portion of a carboxylic acid ester, etc.) (Class 558/444)
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Publication number: 20140357880Abstract: The invention relates to a method for cleaving unsaturated fatty chains comprising a step of oxidative cleavage in which at least one fatty acid derivative having at least one unsaturation is reacted in the liquid phase with hydrogen peroxide in the presence of a catalyst for activating the reaction of oxidative cleavage and of molecular oxygen and in the absence of organic solvent.Type: ApplicationFiled: November 22, 2012Publication date: December 4, 2014Inventors: Markus Brandhorst, Jean-Luc Dubois
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Patent number: 8530521Abstract: A compound having the structure wherein Y is selected from the group consisting of —C(O)OR2, —C(O)NHR8, —C(CH2)1-2OR3, OH, and or a pharmaceutically acceptable salt thereof, and methods of using the compounds for treating hypertension.Type: GrantFiled: July 27, 2009Date of Patent: September 10, 2013Assignee: Merck Sharp & Dohme Corp.Inventors: Amjad Ali, Robert K. Baker, Kathleen M. Rupprecht, Michael Man-Chu Lo, Brent Whitehead
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Patent number: 8455544Abstract: The present invention concerns methods for treating and preventing renal/kidney disease, insulin resistance/diabetes, fatty liver disease, and/or endothelial dysfunction/cardiovascular disease using synthetic triterpenoids, optionally in combination with a second treatment or prophylaxis.Type: GrantFiled: January 26, 2012Date of Patent: June 4, 2013Assignees: Reata Pharmaecuticals, Inc., Trustees of Dartmouth CollegeInventors: Michael B. Sporn, Karen T. Liby, Gordon W. Gribble, Tadashi Honda, Robert M. Kral, Colin J. Meyer
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Publication number: 20120309989Abstract: The invention concerns A continuous process for the production of compounds having the general formula (6): wherein R is a straight or branched chain alkyl group, R1 is a straight or branched chain alkyl group substituted with a nitrile group, a hydroxy group or a halogen atom, R2 is a hydroxy group or a keto group, and each R3 is, independently, hydrogen or a straight or branched chain alkyl group, comprising providing to a reaction zone a continuous stream of an alkyl acetate and a continuous stream of an alkali metal or alkaline earth metal amide base and contacting the continuous streams together in the reaction zone to yield an enolate compound, providing to the or a separate reaction zone a continuous stream of a compound of formula (5): wherein R1 is as previously defined, and contacting the continuous stream of compound (5) with a continuous stream of the enolate (4) in the or the separate reaction zone at a temperature above 20° C.Type: ApplicationFiled: October 22, 2010Publication date: December 6, 2012Applicant: PHOENIX CHEMICALS LIMITEDInventors: Peter McCormack, Antony John Warr, Elliot Latham
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Publication number: 20120197036Abstract: A method for manufacturing a ketone, includes oxidizing an internal olefin or a cyclic olefin having a functional group containing a hetero atom and one carbon-carbon double bond or more at a position other than terminals of a molecule thereof in an amide-based solvent in the presence of water, a palladium catalyst, and molecular oxygen, without oxidizing the functional group, thereby bonding an oxo group to at least one of the carbon atoms constituting the carbon-carbon double bond. The amide-based solvent is represented by formula (1): wherein R1 represents an alkyl group having 1 to 4 carbon atoms; R2 and R3 each independently represent an alkyl group having 1 to 4 carbon atoms or an aryl group; and when R1 and R2 are alkyl groups, R1 and R2 may be bonded to each other to form a ring structure.Type: ApplicationFiled: October 8, 2010Publication date: August 2, 2012Applicants: Osaka University, JX NIPPON OIL & ENERGY CORPORATIONInventors: Kiyotomi Kaneda, Hisashi Sone
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Patent number: 8129429Abstract: The present invention concerns methods for treating and preventing renal/kidney disease, insulin resistance/diabetes, fatty liver disease, and/or endothelial dysfunction/cardiovascular disease using synthetic triterpenoids, optionally in combination with a second treatment or prophylaxis.Type: GrantFiled: January 12, 2009Date of Patent: March 6, 2012Assignees: Reata Pharmaceuticals, Inc., Trustees of Dartmouth CollegeInventors: Michael B. Sporn, Karen T. Liby, Gordon W. Gribble, Tadashi Honda, Robert M. Kral, Colin J. Meyer
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Patent number: 7973037Abstract: This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.Type: GrantFiled: April 8, 2008Date of Patent: July 5, 2011Assignees: Axys Pharmaceuticals, Inc., Merck Canada Inc.Inventors: Christopher I. Bayly, Cameron Black, Serge Leger, Chun Sing Li, Dan McKay, Christophe Mellon, Jacques Yves Gauthier, Vouy-Linh Truong, Cheuk Lau, Michel Therien, Michael J. Green, Bernard L. Hirschbein, James William Janc, James T. Palmer, Chitra Baskaran
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Publication number: 20110028741Abstract: The present invention relates to novel platensimycin derivatives, their intermediates and preparing methods of the same. Platensimycin is known as an effective antibiotic material having a broad antimicrobial spectrum and its derivatives are also expected to be effective antibiotic candidates. The present invention also relates to a novel preparing method of platensimycin. The intermediates used for the production of platensimycin and its derivatives of the present invention are tricyclo ketone derivatives and tetracyclo derivatives. Tetracyclo derivatives are prepared from tricyclo ketone derivatives prepared by carbonyl ylide [3+2] cycloaddition of dia-zoketone derivative.Type: ApplicationFiled: March 31, 2009Publication date: February 3, 2011Applicant: SNU R&DB FOUNDATIONInventors: Eun Lee, Ki Po Jang, Chan Hyuk Kim, Seong Wook Na, Dong Seok Jang
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Publication number: 20100292482Abstract: The present invention relates to a Compound of the formula (I), wherein X represents CN, COOR, wherein R represents hydrogen or a carboxyl protecting group, CONR?2, wherein R? represents hydrogen or a carboxyl protecting group, or nitro; R1, R2, R3, R4, R5 independently of each other represent hydrogen, C1-C6 alkyl, halogen, trifluoromethyl, cyano, nitro, substituted aryl or substituted heteroaryl group; Y represents hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, C7-C13 alkaryl, trifluoromethyl, cyano, nitro, substituted aryl or substituted heteroaryl group; and wherein the stereochemically unspecified double bonds in the above formula (I) represent either the E,E; E,Z; Z,E or Z,Z configuration.Type: ApplicationFiled: October 24, 2008Publication date: November 18, 2010Inventors: David Alexander Learmonth, Laszlo Erno Kiss
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Publication number: 20100199888Abstract: This invention relates to novel compounds with ester linkage(s) capped with either electron deficient olefinic linkage(s) or group(s) or reactive functional groups (termed herein as “active methylene reagents”), and curable compositions prepared therefrom.Type: ApplicationFiled: April 23, 2010Publication date: August 12, 2010Applicant: Loctite (R&D) LimitedInventors: Ciaran B. McArdle, Ligang Zhao, Stefano Gherardi, Kevin Murnaghan
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Publication number: 20100012901Abstract: Hydrolyzed nitrilotriacetonitrile compositions are disclosed prepared by a method characterized by a one-shot addition of an amount of nitrilotriacetonitrile to a solution containing an acid catalyst, where the reaction is complete in a time period of less than an hour. The method is also characterized by adjusting the pH of the reaction mixture to a pH of at least 8. The method is also characterized by oxidatively removing free cyanide to a desired low level through the addition of an oxidizing agent the produces environmentally benign by-products to the crude hydrolyzed NTAN to form hydrolyzed NTAN compositions having minimized, negligible, or substantially no free cyanide levels.Type: ApplicationFiled: July 21, 2008Publication date: January 21, 2010Applicant: CLEARWATER INTERNATIONAL, LLCInventors: Olusegun M. Falana, Aziz Hikem, Sarkis R. Kakadjian, Frank Zamora
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Patent number: 7256304Abstract: The present invention is to provide a process for preparing a 3-unsubstituted-5-amino-4-nitrosopyrazole compound represented by the formula (1): wherein R1 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group each of which may have a substituent(s), which comprises cyclizing a 3-hydrazono-2-hydroxyiminopropionitrile compound represented by the formula (2): wherein R1 has the same meaning as defined above, synthetic intermediates thereof and a process for preparing these intermediates.Type: GrantFiled: January 24, 2003Date of Patent: August 14, 2007Assignee: UBE Industries, Ltd.Inventors: Yasuhisa Fukuda, Shoji Shikita, Tadashi Murakami, Masayoshi Oku, Hiroyuki Ota, Masanori Sone
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Patent number: 7026345Abstract: The present invention relates to chiral N-acetyl-alpha-amino acid salts of optically active ?-amino alkylnitriles, and also to a process for preparing optically active ?-amino alkylnitriles by resolving racemic ?-amino alkylnitriles using chiral N-acetyl-alpha-amino acids as resolving agent.Type: GrantFiled: September 17, 2004Date of Patent: April 11, 2006Assignee: Pfizer Inc.Inventors: Juan Colberg, Samuela Zambelli Franz, Riccardo Motterle, Mariano Stivanello
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Patent number: 6864385Abstract: 4-Haloalkylnicotinonitriles having the formula (I) which are suitable as intermediates in the preparation of pesticides, are obtained by: (a) reacting a 3-amino-1-haloalkyl-2-propen-1-one RF—C(O)—CH?CH—NH2??(II) in a condensation reaction with a compound of the formula (III) to (VII), (R1Z)CH?CH—CN??(III) (R1Z)2CH—CH2—CN??(IV) Hal-CH?CH—CN??(V) Hal2CH—CH2CN??(VI) HC?C—CN??(VII), to give a compound of the formula (VIII), (IX) and/or (X), RF—C(O)—CH?CH—NH—CH?CH—CN??(VIII) RF—C(O)—CH?CH—NH—CH(ZR1)—CH2—CN??(IX) RF—C(O)—CH?CH—NH—CH(Hal)—CH2—CN??(X), wherein RF is (C1-C4)-haloalkyl, R1 is alkyl, Hal is Cl or Br and each Z, independently, is O, S, NR1 or OCO; and (b) subjecting the reaction product to a ring closure reaction.Type: GrantFiled: December 30, 2002Date of Patent: March 8, 2005Assignee: Aventis CropScience GmbHInventors: Sergiy Pazenok, Henricus Maria Martinus Bastiaans
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Publication number: 20040214890Abstract: The present invention relates to compounds of formula (AA) (I) and (X): 1Type: ApplicationFiled: September 8, 2003Publication date: October 28, 2004Inventors: Yvette M. Fobian, John N. Freskos, Barbara Jagodzinska
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Publication number: 20040068136Abstract: A process comprising reacting an aliphatic carboxylic ester compound with acetonitrile in the presence of a metal alkoxide to yield a metal salt of a &bgr;-ketonitrile compound, subsequently transferring the salt to an aqueous medium, and neutralizing the solution to obtain the &bgr;-ketonitrile compound in a free state, wherein a water-immisible organic solvent and water are added to the reaction mixture containing the &bgr;-ketonitrile compound metal salt yielded to transfer the metal salt to the water, the resultant aqueous solution of the &bgr;-ketonitrile compound metal salt is separated from the organic solvent by phase separation or another technique and then neutralized, and the resultant free &bgr;-ketonitrile compound is taken out by extraction with an organic solvent.Type: ApplicationFiled: June 23, 2003Publication date: April 8, 2004Inventors: Katsumasa Harada, Shigeyoshi Nishino, Kenji Hirotsu, Akira Nakamura, Takashi Harada
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Publication number: 20030176723Abstract: The invent concerns a method for chemoselective oxidation of an organic compound comprising several potentially oxidizable groups whereof at least one is a nitrogen group. Said method is characterised in that it consists in using at least a protic solvent, which is a good donor of hydrogen bonds, enabling to limit N-oxidation.Type: ApplicationFiled: February 27, 2003Publication date: September 18, 2003Inventor: Patrick Bernadelli
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Publication number: 20030109740Abstract: A process for preparing oxime ethers of the formula I, 1Type: ApplicationFiled: October 10, 2002Publication date: June 12, 2003Inventors: Roland Gotz, Bernd Wolf, Michael Rack
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Patent number: 6576159Abstract: The invention is related to ionic compounds, derivatives of malononitrile, in which the anionic load has been displaced. An ionic compound disclosed by the invention includes an anionic portion combined with at least one cationic portion M+m in sufficient number to ensure overall electronic neutrality; the compound is further comprised of M as a hydroxonium, a nitrosonium NO+, an ammonium —NH4+, a metallic cation with the valence m, an organic cation with the valence m, or an organometallic cation with the valence m. The anionic portion corresponds to one of the formulas RD—Y—C(C≡N)2− or Z—C(C≡N)2− in which Z is an electroattractive group, RD is an organic radical, and Y is a carbonyl, a thiocarbonyl, a sulfonyl, a sulfinyl, or a phosphonyl. The compounds can be used notably for ionic conducting materials, electronic conducting materials, colorants, and the catalysis of various chemical reactions.Type: GrantFiled: August 9, 2000Date of Patent: June 10, 2003Assignees: Hydro-Quebec, Centre National de la Recherche ScientifiqueInventors: Christophe Michot, Michel Armand, Michel Gauthier, Yves Choquette
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Publication number: 20030087939Abstract: Disclosed are novel succinate derivative compounds of the formula (I)/(Ia): 1Type: ApplicationFiled: October 23, 2002Publication date: May 8, 2003Applicant: Boehringer Ingelheim Pharmaceuticals, Inc.Inventors: Younes Bekkali, Eugene Richard Hickey, Weimin Liu, David S.. Thomson
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Publication number: 20030060633Abstract: This invention relates to preparation of enantio-enriched compounds, and more particularly to enantio-enriched kavalactone compounds and derivatives thereof. The methods provide compounds that are useful as reagents, or building blocks, in the construction of other enantio-enriched compounds.Type: ApplicationFiled: August 6, 2001Publication date: March 27, 2003Inventors: Shoujun Chen, Lijun Sun, Joel McCleary
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Publication number: 20030028045Abstract: A process for preparing chlorocarbonyl chlorides of the formula (I) 1Type: ApplicationFiled: August 27, 2002Publication date: February 6, 2003Inventors: Armin Stamm, Heinz-Josef Kneuper, Jochem Henkelmann, Theodor Weber, Ralph Busch
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Publication number: 20030028046Abstract: A process for the preparation of chlorocarboxylic chlorides of formula (I) 1Type: ApplicationFiled: August 27, 2002Publication date: February 6, 2003Inventors: Armin Stamm, Roland Gotz, Jochem Henkelmann, Friedrich Closs, Heinz-Josef Kneuper
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Publication number: 20020077498Abstract: The invention relates to a process for the preparation of a carbonyl compound of the general formula (1)Type: ApplicationFiled: October 12, 2001Publication date: June 20, 2002Applicant: Consortium fur Elektrochemische Industrie GmbHInventors: Klas Sorger, Hermann Petersen, Juergen Stohrer
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Patent number: 6333425Abstract: The invention is related to ionic compounds, derivatives of malononitrile, in which the anionic load has been displaced. An ionic compound disclosed by the invention includes an anionic portion combined with at least one cationic portion M+m in sufficient number to ensure overall electronic neutrality; the compound is further comprised of M as a hydroxonium, a nitrosonium NO+, an ammonium —NH4+, a metallic cation with the valence m, an organic cation with the valence m, or an organometallic cation with the valence m. The anionic portion corresponds to one of the formulas RD—Y—C(C≡N)2− or Z—C(C≡N)2− in which Z is an electroattractive group, RD is an organic radical, and Y is a carbonyl, a thiocarbonyl, a sulfonyl, a sulfinyl, or a phosphonyl. The compounds can be used notably for ionic conducting materials, electronic conducting materials, colorants, and the catalysis of various chemical reactions.Type: GrantFiled: November 19, 1998Date of Patent: December 25, 2001Assignees: Hydro-Quebec, Centre National de la Recherche ScientifiqueInventors: Christophe Michot, Michel Armand, Michel Gauthier, Yves Choquette
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Patent number: 6153783Abstract: A two-step process for producing a difunctional organic compound is provided which comprises:a) reacting a cycloalkanone with a 2-substituted-1-alkene in the presence of an enamine catalyst to produce the corresponding substituted cycloalkanone intermediate and,b) subjecting the intermediate reaction product to ultraviolet radiation in the presence of a solvent to form the difunctional organic compound of the general formula: ##STR1## wherein R4 is derived from the solvent and is hydroxyl, --NH.sub.2 or OR.sup.5, andwherein R, R1, R2, R4, R.sup.5, and x are as defined in the specification.Type: GrantFiled: January 6, 2000Date of Patent: November 28, 2000Assignee: Cognis CorporationInventors: Louis Rebrovic, Michael Staley
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Patent number: 6066756Abstract: Phenylacetic acid derivatives of the formula I ##STR1## where the sqtstituents and the index have the following meanings; X it NOCH.sub.3, CHOC.sub.3, CHCH.sub.3 and [sic] CHCH.sub.2 CH.sub.3 ;R.sup.1 is hydrogen and [sic] alkyl;R.sup.2 is cyano, nitro, triflaormethyl, halogen, alkyl and [sic] alkoxy;m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;R.sup.3 hydrogen, cyano, nitro, hydroxyl, amino, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino or dialkylamine;R.sub.4 is hydrogen, cyano, nitro, hydroxyl, amino, halogen,R.sup.5 is hydrogen,substituted or substituted alkyl, cycloalkyl, alkenyl, alkynyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl or alkylsulfonyl;unsubstituted or substituted aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl or hetarylsulfonyl,and their salts, processes and intermediates for their preparation, and their use.Type: GrantFiled: June 16, 1998Date of Patent: May 23, 2000Assignee: BASF AktiengesellschaftInventors: Herbert Bayer, Hubert Sauter, Ruth Muller, Wassilios Grammenos, Albrecht Harreus, Reinhard Kirstgen, Franz Rohl, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5955539Abstract: A cyanoethyl group-containing graft polymer comprising a hydrocarbon polymer backbone comprising butadiene units, to which a cyanoethylated (meth)acrylate monomer of the formula:CH.sub.2 .dbd.CR.sub.1 --COO--R.sub.2 --(OCH.sub.2 CH.sub.2 CN).sub.min which R.sub.1 is a hydrogen atom or a methyl group; R.sub.2 is a residue derived from a (m+1)-valent polyhydroxyl compound by the removal of all the hydroxyl groups; and m is an integer of at least 1, which is useful as a binder resin for positive and negative electrodes of lithium ion secondary batteries and for organic dispersion type electroluminescent device.Type: GrantFiled: January 26, 1998Date of Patent: September 21, 1999Assignees: Sunstar Giken Kabushiki Kaisha, Uni-Sunstar B.V.Inventor: Satoshi Nishikawa
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Patent number: 5902895Abstract: A method for the continuous production of esters of thermally unstable acids by the esterification, with or without a catalyst, of the acids with alcohols is provided. The method involves esterification at temperatures of approximately 80.degree. C. to approximately 130.degree. C., essentially in a single reaction zone, to which the acid and an excess of alcohol are continuously supplied and from which a vapor stream containing alcohol and water produced by the esterification reaction are removed, while at the same time removing an ester-rich liquid reaction mixture from the single reaction zone, from which the ester is obtained.Type: GrantFiled: May 5, 1997Date of Patent: May 11, 1999Assignee: Huels AktiengesellschaftInventor: Manfred Kaufhold
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Patent number: 5817603Abstract: Substituted cyclohexene-1,2-dicarboxylic acid derivatives I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are herein defined, or the agriculturally useful salts of Ia and Ib and intermediates for their preparation, which compounds are useful as herbicides and for the desiccation/defoliation of plants.Type: GrantFiled: February 11, 1997Date of Patent: October 6, 1998Assignee: BASF AktiengesellschaftInventors: Ralf Klintz, Elisabeth Heistracher, Peter Schaefer, Gerhard Hamprecht, Peter Plath, Uwe Kardorff, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
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Patent number: 5457238Abstract: This invention concerns a process for the preparation of fluoroketones by the isomerization of corresponding epoxides, in the presence of an aluminum chlorofluoride catalyst. Fluorinated ketones are useful intermediates for the synthesis of various fluorinated compounds.Type: GrantFiled: June 30, 1994Date of Patent: October 10, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Viacheslav A. Petrov, Bruce E. Smart
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Patent number: 5411989Abstract: The invention concerns nitric acid esters of cyclohexanol of formula I ##STR1## in which A signifies a valency bond or a C.sub.1 -C.sub.6 -alkylene chain and B the group --NR.sup.1 --CO--Z, --NR.sup.1 --SO.sub.2 --Z or --CO--NR.sup.2 --Z, whereby R.sup.1 signifies hydrogen or a C.sub.1 -C.sub.6 -alkyl alkyl group R.sup.2 hydrogen, a hydroxyl, hydroxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkynyl group and Z signifies hydrogen a C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkynyl group which may optionally be substituted for the case that B is an --NR.sup.1 --CO--Z group, Z can also signify a C.sub.1 -C.sub.6 -alkoxy group.Type: GrantFiled: December 17, 1993Date of Patent: May 2, 1995Assignee: Boehringer Mannheim, GmbHInventors: Helmut Michel, Wolfgang Bartsch
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Patent number: 5380912Abstract: .omega.-Hydroxy-(.omega.-3)-ketonitrile of the formula NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH wherein n is an integer of 7 to 11.Type: GrantFiled: March 31, 1994Date of Patent: January 10, 1995Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
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Patent number: 5354895Abstract: Oxadimethacrylics useful for preparing pollers have the general formula ICH.sub.2 .dbd.C(A)CH.sub.2 --O--CH.sub.2 C(B).dbd.CH.sub.2 Iwhere A and B are selected from the group consisting of --COOR.sup.1, --COR.sup.1, --CONR.sup.2 R.sup.3 and --CN with the proviso that A.noteq.B, and R.sup.1, R.sup.2 and R.sup.3 are each defined as follows:R.sup.1 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.8 -cycloalkyl-C.sub.1 -C.sub.5 -alkyl, wherein the cycloalkyl rings may be C.sub.1 -C.sub.4 -alkyl- or C.sub.1 -C.sub.4 -alkoxy-monosubstituted, -disubstituted or -trisubstituted, hydroxy-C.sub.1 -C.sub.5 -alkyl, amino-C.sub.1 -C.sub.5 -alkyl, N-C.sub.1 -C.sub.4 -alkylamino-C.sub.1 -C.sub.5 -alkyl, N,N-di-(C.sub.1 -C.sub.4 -alkyl)amino-C.sub.1 -C.sub.5 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.6 -C.sub.18 -aryl-C.sub.1 -C.sub.4 -alkyl, wherein the aryl groups may carry up to three of the following groups: halogen, C.sub.1 -C.sub.22 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.Type: GrantFiled: December 23, 1992Date of Patent: October 11, 1994Assignee: BASF AktiengesellschaftInventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
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Patent number: 5350868Abstract: There are disclosed (i) .omega.-hydroxy-(.omega.-3)-ketonitrile represented by the formula ( I ):NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH (I)wherein n is an integer of 7 to 11, (ii) a method for preparing the .omega.-hydroxy-(.omega.-3)-ketonitrile which comprises reacting .alpha.-(.omega.-cyanoalkanoyl)-.gamma.-butyrolactone represented by the formula (II): ##STR1## wherein n has the same meaning as defined above, in the presence of 1 to less than 2 mole of an alkali metal hydroxide per mole of the butyrolactone in an aqueous medium, and (iii) a method for preparing .omega.-hydroxy fatty acid represented by the formula (IV):HOOC(CH.sub.2).sub.n+4 --OH (IV)wherein n has the same meaning as defined above, which comprises reacting the above .omega.-hydroxy-(.omega.-3)-ketonitrile of the formula (I) with hydrazine in an aqueous solution of an alkali metal hydroxide.Type: GrantFiled: February 19, 1993Date of Patent: September 27, 1994Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
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Patent number: 5334721Abstract: The invention relates to a process for the preparation of high yields of 5-oxohexane nitriles with minimum formation of 1 undesired isomer. Such nitriles may be utilized as starting materials for the preparation of pharmaceutical and agrochemical intermediates and as well as final products. The process comprises reacting a methyl ketone and an .alpha.,.beta.-unsaturated nitrile in the presence of a catalytically effective amount of a strong base. One of the products which may be created by the process is 2,4-dimethyl-5-oxohexane nitrile.Type: GrantFiled: July 29, 1993Date of Patent: August 2, 1994Assignee: Stamicarbon B.V.Inventors: Anna M. C. F. Castelijns, Henricus J. Arts, Richard Green
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Patent number: 5260285Abstract: Novel substituted imidazopyridazines of formula (I) which are useful as angiotensin II antagonists, are disclosed.Type: GrantFiled: November 25, 1991Date of Patent: November 9, 1993Assignee: Merck & Co., Inc.Inventors: Eric E. Allen, William J. Greenlee, Prasun K. Chakravarty, Malcolm MacCoss, Arthur A. Patchett, Thomas F. Walsh
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Patent number: 5254712Abstract: The invention relates to a process for the preparation of high yields of 5-oxohexane nitriles with minimum formation of 1 undesired isomer. Such nitriles may be utilized as starting materials for the preparation of pharmaceutical and agrochemical intermediates and as well as final products. The process comprises reacting a methyl ketone and an .alpha.,.beta.-unsaturated nitrile in the presence of a catalytically effective amount of a strong base. One of the products which may be created by the process is 2,4-dimethyl-5-oxohexane nitrile.Type: GrantFiled: June 24, 1992Date of Patent: October 19, 1993Assignee: Stamicarbon B.V.Inventors: Anna M. C. F. Castelijns, Henricus J. Arts, Richard Green
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Patent number: 5169979Abstract: The invention relates to a curing component (A) containing active CH groups, which contains at least two groups of the formula (I) ##STR1## or structural units of the formula (I') or (I") ##STR2## in which: A denotes ##STR3## X and Y are identical or different and denote ##STR4## CO.sub.2 R.sup.1, CN, NO.sub.2, CONH.sub.2, CONR.sup.1 H or CONR.sup.1 R.sup.1, where the R.sup.1 radicals may be identical or different and represent a hydrocarbon radical, preferably an alkyl radical having 1 to 12 carbon atoms, which may also be interrupted by oxygen or an N-alkyl radical, with the proviso that only one of the two radicals X and Y may represent the NO.sub.2 group;A' denotes ##STR5## X' and Y' are identical or different and denote ##STR6## Curable mixtures of (A) and a Michael acceptor (B) and, if appropriate diluents and customary additivies cure rapidly even at low temperatures and are suitable, in particular for surface-coating preparations.Type: GrantFiled: November 30, 1990Date of Patent: December 8, 1992Assignee: Hoechst AGInventors: Uwe Kubillus, Gerhard Brindopke, Helmut Plum
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Patent number: 5126491Abstract: Process for oxidating paraffinic compounds in order to yield the corresponding alcoholic and/or ketonic compounds, which process consists of reacting said paraffins with an aqueous solution of hydrogen peroxide, possibly dissolved in a solvent, by operating at a temperature comprised within the range of from 0.degree. C. to 100.degree. C., in the presence of a titanium-silicalite of formulapHMO.sub.2.qTiO.sub.2.SiO.sub.2whereinM is a metal selected from among aluminum, gallium and iron,p is comprised within the range of from 0 to 0.05 andq is comprised within the range of from 0.0001 to 0.04, and the H.sup.+ of HMO.sub.2 can be least partially replaceable or replaced by cations.Type: GrantFiled: August 3, 1990Date of Patent: June 30, 1992Assignee: Eniricerche S.p.A.Inventors: Mario G. Clerici, Bartolomeo Anfossi, Giuseppe Bellussi
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Patent number: 5106984Abstract: 2-Hydrocarbyl-3,6-dichloropyridines are prepared from dichloromethyl hydrocarbyl ketones and acrylonitrile in a two-step process involving an addition reaction under basic conditions to form intermediate 1,1-dichloro-3-cyanopropyl hydrocarbyl ketones and a subsequent cyclization reaction in the presence of hydrogen chloride. Thus, 3,6-dichloro-2-methylpyridine is prepared from 1,1-dichloro-2-propanone and acrylonitrile by the formation and further reaction of 4,4-dichloro-5-oxo-hexanenitrile. The intermediates and products are novel compounds useful in the preparation of herbicides and nitrification inhibitors.Type: GrantFiled: February 24, 1987Date of Patent: April 21, 1992Assignee: The Dow Chemical CompanyInventors: Marc E. Halpern, Jon A. Orvik, Thomas J. Dietsche
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Patent number: 5017705Abstract: Novel aryl and heteroaryl 4-cyano-2,2,4-trichlorobutyrates are prepared by reacting a corresponding aryl or heteroaryl trichloroacetate with acrylonitrile in the presence of a catalyst. Also provided is a novel process for producing 3,5,6-trichloropyridin-2-ol comprising cyclization of an aryl or heteroaryl 4-cyano-2,2,4-trichlorobutyrate in an inert organic solvent at elevated temperatures, in the presence of anhydrous hydrogen chloride.Type: GrantFiled: May 8, 1989Date of Patent: May 21, 1991Assignee: Luxembourg Industries (Pamol) Ltd.Inventor: Yigal Becker
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Patent number: 5013854Abstract: An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.Type: GrantFiled: February 2, 1989Date of Patent: May 7, 1991Assignee: Eli Lilly and CompanyInventor: Charles A. Bunnell
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Patent number: 4996323Abstract: The preparation of 3,5,6-trichloropyridin-2-ol from trichloroacetyl chloride and acrylonitrile is improved by separately conducting the individual addition, cyclization and aromatization steps. By separating the steps, water and HCl, by-products of the latter steps, can be precluded from interfering with the earlier steps. The individual process steps have also been improved.Type: GrantFiled: May 12, 1989Date of Patent: February 26, 1991Assignee: The Dow Chemical CompanyInventor: R. Garth Pews
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Patent number: 4945177Abstract: Novel 2,2-dibromo-3-oxonitriles of Formula I,R--CO--CBr.sub.2 --CN (I)in which R represents in each case a possibly substituted or unsubstituted aliphatic, cycloaliphatic, aromatic or heterocyclic group, with the exception of a phenyl group substituted with 1 to 3 chlorine atoms, can be obtained in that a carboxylic acid ester of Formula IIR--CO--OR' (II)in which R has the significance indicated for Formula I, and in which R' represents a straight chain or branched alkyl group with 1 to 4 carbon atoms, is reacted with acetonitrile in the presence of a strong base, the 3-oxonitrile produced is isolated from the reaction mixture and reacted in a solvent inert with respect to bromine and in the presence of a hydrogen bromide acceptor, possibly under cooling, and the 2,2-dibromo-3-oxonitrile of Formula I obtained is isolated from the reaction mixture.Type: GrantFiled: December 23, 1986Date of Patent: July 31, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst-Juergen Krause, Hans-Theo Leinen, Rudolf Lehmann
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Patent number: 4925985Abstract: A process for the production of 4,6-dimethyl-7-hydroxynonan-3-one of specific stereochemistry is disclosed. The process results in an active (+)-serricornin.Type: GrantFiled: November 2, 1988Date of Patent: May 15, 1990Assignee: Philip Morris IncorporatedInventors: David L. Williams, William B. Edwards, III, Richard H. Cox, Daryl L. Faustini, Surnease Drew
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Patent number: 4910326Abstract: A fluorinated .beta.-ketonitrile of the formula: ##STR1## in which: R is alkyl having plural fluorines and R.sup.1 is hydrogen or alkyl.Type: GrantFiled: March 10, 1988Date of Patent: March 20, 1990Assignee: Shionogi & Co., Ltd.Inventors: Sumimoto Shinzaburo, Ichiro Ishizuka, Hiroyuki Kai, Shiro Ueda, Akira Takase
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Patent number: 4902334Abstract: A plant metabolism regulating agent comprising as an active ingredient an alpha,beta or beta,gamma-un-saturated carboxylic acid or its derivative. It is useful for controlling the metabolism of a plant, facilitating the growth of a beneficial plant such as cereals by inhibiting the growth of undesirable plants or eradicating them, regulating the growth of a plant and dwarfing a plant.Type: GrantFiled: October 31, 1984Date of Patent: February 20, 1990Assignee: Teijin LimitedInventors: Shizuo Azuma, Toshiyuki Hiramatsu, Teizo Yamaji, Yataro Ichikawa
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Patent number: 4851161Abstract: .beta.-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.Type: GrantFiled: December 16, 1986Date of Patent: July 25, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4847256Abstract: Novel compounds having the following structural formula: ##STR1## wherein - - - may represent the presence of a double bond between the C.sub.6 and C.sub.7 position, Ia, or the absence of a double bond between the C.sub.6 and C.sub.7 position, Ib; R.sub.1 is selected from the group consisting essentially of hydrogen, bromo, chloro, carbamoyl, carboxyl, carboxyalkoxyl where alkoxyl is (C.sub.1 -C.sub.3), cyano, --CO--CF.sub.3, COONa, ##STR2## --CO--C(CH.sub.3).sub.3, and ##STR3## where X is hydrogen, cyano, halogen and nitro; R.sub.2, R.sub.4 and R.sub.5 may be hydrogen and lower alkyl (C.sub.1 -C.sub.3); R.sub.3 is hydrogen, alkyl (C.sub.1 -C.sub.3), ##STR4## where R.sub.7 and R.sub.8 may be the same or different and are selected from the group consisting essentially of hydrogen, halogen, alkyl (C.sub.1 -C.sub.3), nitro, alkoxy (C.sub.1 -C.sub.3), trifluoro-methyl, acetylamino or N-alkylacetylamino where alkyl is (C.sub.1 -C.sub.3), and R.sub.Type: GrantFiled: October 16, 1986Date of Patent: July 11, 1989Assignee: American Cyanamid CompanyInventors: Shin S. Tseng, John P. Dusza, Joseph W. Epstein