Preparing Of Halogen Containing Compound Directly By Halogenation Or Dehalogenation Patents (Class 564/412)
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Patent number: 8987516Abstract: Novel processes for preparing arylsulfur pentafluorides are disclosed. Processes include reacting at least one aryl sulfur compound with a halogen and a fluoro salt to form an arylsulfur halotetrafluoride. The arylsulfur halotetrafluoride is reacted with a fluoride source to form a target arylsulfur pentafluoride.Type: GrantFiled: September 15, 2010Date of Patent: March 24, 2015Assignee: UBE Industries, Ltd.Inventor: Teruo Umemoto
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Publication number: 20140243533Abstract: This invention relates to improved methods, which provide access to [F-18]fluoropegylated (aryl/heteroaryl vinyl)-phenyl methyl amine derivatives.Type: ApplicationFiled: October 18, 2012Publication date: August 28, 2014Applicant: PIRAMAL IMAGING SAInventors: Franz Meier, Keith Graham
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Publication number: 20140228385Abstract: The present invention provides a novel process for the preparation of 4-(4-hydroxypyrimidin-2-ylamino)benzonitrile. The present invention also provides a novel process for the preparation of 4-iodo-2,6-dimethyl benzenamine. The present invention further provides an improved process for the preparation of rilpivirine. The present invention further provides a tosylate salt of rilpivirine, process for its preparation and pharmaceutical compositions comprising it.Type: ApplicationFiled: February 16, 2012Publication date: August 14, 2014Applicant: HETERO RESEARCH FOUNDATIONInventors: Bandi Parthasaradhi Reddy, Kura Rathnakar Reddy, Dasari Muralidhara Reddy, Adulla Venkat Narsimha Reddy, Bandi Vamsi Krishna
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Publication number: 20140142339Abstract: A method for making fluoroacyl arylamines is disclosed.Type: ApplicationFiled: November 21, 2012Publication date: May 22, 2014Applicant: XEROX CORPORATIONInventors: Adrien P. Cote, Amanda L. Bongers
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Publication number: 20140012032Abstract: This invention relates to methods, which provide access to F-18 labeled stilbene derivatives.Type: ApplicationFiled: May 30, 2011Publication date: January 9, 2014Applicant: PIRAMAL IMAGING SAInventors: Mathias Berndt, Lutz Lehmann, Uwe Ackermann
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Publication number: 20130336890Abstract: This invention relates to novel compounds suitable as precursors for the preparation of certain 18F labelled positron emission tomography (PET) tracers. Furthermore the invention relates to the preparation of such precursor molecules and to the preparation of PET tracers by 18F labelling of such precursors.Type: ApplicationFiled: October 17, 2011Publication date: December 19, 2013Applicant: PIRAMAL IMAGING SAInventors: Andrea Thiele, Georg Kettschau, Tobias Heinrich, Lutz Lehmann, Christer Halldin, Sangram Nag, Andrea Varrone, Balazs Gulyas
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Publication number: 20130338400Abstract: A process for the chlorination of alkylanilines is provided allowing a highly selective chlorination in the meta-position of the aromatic ring. This is achieved by reacting a mixture comprising the alkylaniline and sulfuric acid with chlorine. This process allows a meta-chlorination with a selectivity of more than 90%.Type: ApplicationFiled: August 16, 2011Publication date: December 19, 2013Applicant: Lonza Ltd.Inventors: Nikolaus Bieler, Stefan Ellinger, Martina Furrer, Viktor Ladnak, Constanze Müller, Leo Schmid, Cornelia Zur Täschler
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Publication number: 20130190529Abstract: The invention relates to a process for producing a process for producing an 18F-labelled compound, the process comprising treating a compound of formula (I) wherein EDG is an electron-donating group selected from —OH, —OR4, —NHR5 and —NR55R5; R1, R2, X1 and X2 are as defined herein; and R3 is selected from H, X3 and X4, wherein X3 is a monodentate cleavable surrogate group, and X4 is a bidentate cleavable surrogate group which is bonded (a) to said X1 or X2 and (b) to the ring carbon atom para to EDG; with [18F]fluoride in the presence of an oxidant, thereby producing, when R3 in the compound of formula (I) is H, an 18F-labelled compound of formula (II), wherein EDG is as defined above and R1, R2, X1 and X2 are as defined herein; or thereby producing, when R3 in the compound of formula (I) is said monodentate cleavable surrogate group X3, a compound of formula (IIa), wherein EDG? is O, NR5, —NR55R5 or [OR4]+, and wherein R4, R5, R55, R1, R2, X1, X2 and X3 are as defined herein; or thereby producing, wheType: ApplicationFiled: July 6, 2011Publication date: July 25, 2013Inventors: Veronique Gouveneur, Lei Li, Yee-Hwee Lim, Mickael Huiban
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Patent number: 8466321Abstract: There are provided a 4-(trichloromethylthio)aniline represented by the general formula (II): wherein R1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R2 each independently represents a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a perfluoroalkyl group having 1 to 3 carbon atoms, R3 represents a formyl group, an acetyl group, or a trifluoroacetyl group, and m represents an integer of 0 to 4, a method for producing the same, and a method for producing a 4-(trifluoromethylthio)aniline derivative using the 4-(trichloromethylthio)aniline. It becomes possible to produce a 4-(trifluoromethylthio)aniline with a high yield by using raw materials that can easily be obtained industrially and using general purpose production facilities.Type: GrantFiled: June 8, 2012Date of Patent: June 18, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshitomo Tohyama, Kengo Kanematsu
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Patent number: 8399707Abstract: There are provided a 4-(trichloromethylthio)aniline represented by the general formula (II): wherein R1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R2 each independently represents a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a perfluoroalkyl group having 1 to 3 carbon atoms, R3 represents a formyl group, an acetyl group, or a trifluoroacetyl group, and m represents an integer of 0 to 4, a method for producing the same, and a method for producing a 4-(trifluoromethylthio)aniline derivative using the 4-(trichloromethylthio)aniline. It becomes possible to produce a 4-(trifluoromethylthio)aniline with a high yield by using raw materials that can easily be obtained industrially and using general purpose production facilities.Type: GrantFiled: July 1, 2008Date of Patent: March 19, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshitomo Tohyama, Kengo Kanematsu
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Publication number: 20120171111Abstract: The present invention provides a process for producing an oxidation reaction product of an aromatic compound, having excellent environmental load reduction performance, cost reduction performance, etc. Provided is a process for producing an oxidation reaction product of a raw material aromatic compound by reacting the raw material aromatic compound with an oxidizing agent. The process further uses an electron donor-acceptor linked molecule. The process includes the step of: reacting the electron donor-acceptor linked molecule in an electron-transfer state, the oxidizing agent, and the raw material aromatic compound, thereby generating an oxidation reaction product resulting from oxidation of the raw material aromatic compound.Type: ApplicationFiled: September 15, 2010Publication date: July 5, 2012Applicant: OSAKA UNIVERSITYInventors: Kei Ohkubo, Shunichi Fukuzumi, Kentaro Mizushima
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Publication number: 20120157691Abstract: A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.Type: ApplicationFiled: February 24, 2012Publication date: June 21, 2012Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCYInventors: Yanhua ZHANG, Hisashi YAMAMOTO, Kazutaka SHIBATOMI
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Publication number: 20110190540Abstract: Disclosed herein are methods of making compounds which are agonists or antagonists of one or more of the individual receptors of the S1P receptor family.Type: ApplicationFiled: September 24, 2010Publication date: August 4, 2011Applicant: ABBOTT LABORATORIESInventors: Shashank Shekhar, Su Yu, Anthony R. Haight, Preston E. Chmura, Vimal Kishore
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Publication number: 20110137063Abstract: The present invention relates to novel perfluorinated precursors for the production of F-18 labeled radiotracers for Positron Emission Tomography (PET) and processes for radiolabeling and purification using these precursors. The invention also comprises radiopharmaceutical kits using these precursors and processes.Type: ApplicationFiled: June 24, 2009Publication date: June 9, 2011Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFTInventors: Ananth Srinivasan, Mathias Berndt, Keith Graham, Matthias Friebe, Heribert Schmitt-Willich
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Publication number: 20110004022Abstract: Novel processes for preparing arylsulfur pentafluorides are disclosed. Processes include reacting at least one aryl sulfur compound with a halogen and a fluoro salt to form an arylsulfur halotetrafluoride. The arylsulfur halotetrafluoride is reacted with a fluoride source to form a target arylsulfur pentafluoride.Type: ApplicationFiled: September 15, 2010Publication date: January 6, 2011Applicant: IM&T RESEARCH, INC.Inventor: Teruo Umemoto
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Publication number: 20100331566Abstract: The invention provides synthetic methods that utilize bromo or chloro substituents as blocking groups during the functionalization of aromatic rings, as well as compounds that are prepared from such methods.Type: ApplicationFiled: June 25, 2010Publication date: December 30, 2010Inventors: Leslie S. Jimenez, Ahalya Ramanathan
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Patent number: 7829741Abstract: A process for producing an ?,?-difluoroamine which comprises using hydrogen fluoride and a Lewis base in specific amounts in the halogen-fluorine exchange reaction using an ?,?-dihaloamine as the substrate. The process can be industrially applied, enables to obtain the object compound in a short time at a great yield and can be conducted easily with excellent productivity.Type: GrantFiled: October 20, 2005Date of Patent: November 9, 2010Assignees: National University Corporation, Mitsubishi Gas Chemical Company, Inc.Inventors: Tsuyoshi Fukuhara, Shoji Hara, Toshio Hidaka
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Patent number: 7767857Abstract: A product-by-process and method of manufacturing 2,4,6-trichloroanailine intermediates. The method of manufacturing 2,4,6-trichloroanailine intermediates by utilizing solvents and N-chlorinating reagents.Type: GrantFiled: March 31, 2009Date of Patent: August 3, 2010Assignee: The United States of America as represented by the Secretary of the NavyInventor: Matthew C. Davis
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Patent number: 7638652Abstract: Provided is a one-step efficient production method for an ?,?-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended ?,?-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.Type: GrantFiled: July 11, 2007Date of Patent: December 29, 2009Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takafumi Yoshimura, Toshio Hidaka, Norio Fushimi
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Patent number: 7553993Abstract: Process for the preparation of a compound of general formula (I): in which X represents a halogen atom, by reaction of para-trifluoromethylaniline of formula (II): with a dihalogen X2, the two compounds being introduced simultaneously into a polar aprotic solvent in a dihalogen/compound (II) molar ratio ranging from 1.9 to 2.5 and at a temperature ranging from 100 to 300° C.Type: GrantFiled: October 24, 2003Date of Patent: June 30, 2009Assignees: BASF Agro B.V., Wadenswil/AUInventors: Bernard Buathier, Pierre Le Roy
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Publication number: 20090118375Abstract: Novel optically active phthalamides of the formula (I) in which A, q, R1, R2, E1, E2, X, m, Y, n and Z are as defined in the description, processes for preparing these compounds and their use for controlling pests.Type: ApplicationFiled: August 20, 2005Publication date: May 7, 2009Inventors: Rudiger Fischer, Christian Funke, Olga Malsam, Peter Losel, Ulrich Gorgens, Christian Arnold, Masanori Tohnischi, Minoru Yamaguchi, Hiroto Harayama, Shinsuke Fujioka
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Patent number: 7196226Abstract: The present invention relates to fluorination reagents comprising 1-fluoro-1-aminoolefins and also processes for preparing fluorination reagents comprising 1-fluoro-1-aminoolefins.Type: GrantFiled: December 16, 2004Date of Patent: March 27, 2007Assignee: Lanxess Deutschland GmbHInventors: Wolfgang Ebenbeck, Albrecht Marhold
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Patent number: 7154006Abstract: The invention relates to a process for preparing fluorinated anilines starting from the corresponding chlorinated anilines, and also to the use of the fluorinated anilines.Type: GrantFiled: October 14, 2004Date of Patent: December 26, 2006Assignee: Bayer AktiengesellschaftInventors: Mark Mikulas, Albrecht Marhold
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Patent number: 7041852Abstract: The present invention relates to a process for preparing perfluoroalkylanilines and to their use for preparing active ingredients, in particular for agrochemicals.Type: GrantFiled: November 6, 2003Date of Patent: May 9, 2006Assignee: Bayer Chemicals AGInventors: Albrecht Marhold, Axel Pleschke
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Patent number: 6747175Abstract: The invention concerns a method for the synthesis of chlorinated aniline on the ring and comprising at least a sp3 hybridization carbon atom both perhalogenated and bearing a fluorine atom. Said method is characterized in that it comprises a step which consists in chlorinating a precursor aniline of said chlorinated aniline, said chlorination being carried out in a hydrofluoric medium capable of exchanging chlorine and fluorine in benzyl position. The invention is useful for the synthesis of organofluorinated and/or chlorinated compounds.Type: GrantFiled: October 21, 2002Date of Patent: June 8, 2004Assignee: Rhodia ChimieInventors: Hubert Kempf, Gilbert Guidot, Laurent Saint-Jalmes
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Patent number: 6437203Abstract: Disclosed is a process for producing an iodinated aromatic compound, which comprises reacting an aromatic compound with an iodine compound in the presence of a chlorate as an oxidizing agent.Type: GrantFiled: May 10, 2000Date of Patent: August 20, 2002Assignee: Sankio Chemical Co., Ltd.Inventors: Taichi Shintou, Satoru Fujii, Shinji Kubo
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Patent number: 6388135Abstract: A process for preparing 4-bromoaniline derivatives of the formula I where: R1 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, halogen R2 is C1-C6-alkyl, C1-C6-alkoxy, C3-C8-cycloalkyl, C2-C6-alkenyl, cyano or a heterocyclic radical is described.Type: GrantFiled: June 29, 2001Date of Patent: May 14, 2002Assignee: BASF AktiengesellschaftInventors: Rene Lochtman, Michael Keil, Joachim Gebhardt, Michael Rack, Wolfgang von Deyn
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Patent number: 6340772Abstract: Three processes are described for preparing (hetero)aromatic substituted benzene derivatives which comprise aromatization of cyclohexenone derivatives via (chloro)cyclohexadiene derivatives.Type: GrantFiled: April 24, 2001Date of Patent: January 22, 2002Assignee: Nippon Kayaku Co., Ltd.Inventors: Tetsuya Toya, Hidetoshi Shirakura, Junichi Kon
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Publication number: 20010046612Abstract: A hole transporting compound for organic electroluminescent devices with good thermal stability, which includes 6,6′-bis(9H,9-carbazolyl)-N,N′-disubstituted-3,3′-bicarbazyl as a basic molecular structure, is represented by the following formula I: 1Type: ApplicationFiled: February 8, 2001Publication date: November 29, 2001Applicant: Samsung SDI Co., Ltd.Inventors: Ji-Hoon Lee, In-Seo Kee, Sung-Woo Cho, Byung-Hoon Chae
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Patent number: 6271418Abstract: Three processes are described for preparing (hetero)aromatic substituted benzene derivatives which comprise aromatization of cyclohexenone derivatives via (chloro)cyclohexadiene derivatives.Type: GrantFiled: February 22, 2000Date of Patent: August 7, 2001Assignee: Nippon Kayaku Co., Ltd.Inventors: Tetsuya Toya, Hidetoshi Shirakura, Junichi Kon
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Patent number: 6191309Abstract: The halogenation of a compound of formula (1) or formula (2′), wherein Q is an NH2 group optionally in the form of an addition salt, or an NHCOCH3 group, and X is a halogen atom, using a compound of formula X2, in a solvent selected from an anhydrous halogenated hydrocarbon, a mixture of water and a halogenated hydrocarbon and optionally the compound of formula (1) itself, gives a 2-amino or 2-acetamido trifluoromethylbenzene halogenated in the 5 position of the benzene ring.Type: GrantFiled: March 2, 1999Date of Patent: February 20, 2001Assignee: Rhodia ChimieInventor: Michel Dury
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Patent number: 6166272Abstract: Disclosed is a method of fluorinating a substrate having the general formula ##STR1## where each R is independently selected from halogen, alkyl from C.sub.1 to C.sub.12, aryl from C.sub.6 to C.sub.12, alkoxide from C.sub.1 to C.sub.12, aryloxide from C.sub.6 to C.sub.12, nitro, amino, alkylamino from C.sub.1 to C.sub.12, and arylamino from C.sub.6 to C.sub.12, each X is independently selected from halogen and at least one X is chlorine or bromine, each m is independently selected from 0 to 5, n is 0 or 1, p is 0 or 1, q is 0 or 1, and n+p+q is 1. The substrate is heated to a temperature of about 40 to about 100.degree. C. and is reacted with a fluorinating agent in the presence of about 0.05 to about 2 wt % molybdenum trioxide. The composition of the substrate, the catalyst, and the fluorinating agent is also disclosed.Type: GrantFiled: August 12, 1999Date of Patent: December 26, 2000Assignee: Occidental Chemical CorporationInventor: Sanjay Mandal
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Patent number: 6114584Abstract: Disclosed is a method of preparing brominated substituted anilines. A mixture in water is formed of a substituted aniline having the general formula ##STR1## where each R is independently selected from halogen, alkyl and haloalkyl from C.sub.1 to C.sub.12, aryl, alkaryl, and aralkyl from C.sub.6 to C.sub.12, R does not occupy all three 2, 4, and 6 positions, and n is 1 to 4. To the suspension is added about 1.0 to about 1.1 equivalents of bromine for each bromine atom to be substituted onto the aromatic ring of said substituted aniline. No acid is present during the reaction.Type: GrantFiled: September 29, 1999Date of Patent: September 5, 2000Assignee: Occidental Chemical CorporationInventor: Sanjay Mandal
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Patent number: 6022997Abstract: This invention provides a process for the preparation of triphenylamine compounds useful as charge transport materials. According to this process, a triphenylamine compound of the general formula (2) ##STR1## of the general formula (1) ##STR2## into a lithio compound, and reacting the lithio compound with a nitrogen trihalide. In the above formulae, Ar.sub.1 to Ar.sub.8 each represent an optionally substituted phenyl radical, R.sub.1 to R.sub.8 each represent a hydrogen atom or a methyl group, and X represents a halogen atom.Type: GrantFiled: March 30, 1999Date of Patent: February 8, 2000Assignee: NEC CorporationInventors: Hiroyuki Endoh, Tsutomu Uezono
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Patent number: 5965735Abstract: Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.Type: GrantFiled: May 23, 1995Date of Patent: October 12, 1999Assignee: Schering CorporationInventors: Henry J. Doran, Donal J. Coveney
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Patent number: 5907063Abstract: Activated aromatic compounds are more economically ring brominated by reacting the compounds with a sulfoxide/HBr brominating agent while removing water from the reaction mixture. The water removal provides high conversions and yields when employing stoichiometric quantities of reactants.Type: GrantFiled: March 24, 1998Date of Patent: May 25, 1999Assignee: Albemarle CorporationInventor: Kevin J. Theriot
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Patent number: 5874656Abstract: o-Alkylfluorobenzenes are advantageously prepared by heating the corresponding chloroformates to from 70.degree. to 200.degree. C. in the liquid phase in the presence of hydrogen fluoride and in the presence of an inert diluent other than a halogenated alkane.Type: GrantFiled: October 7, 1997Date of Patent: February 23, 1999Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Michael-Harold Rock
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Patent number: 5856577Abstract: The instant invention relates to a process for the preparation of fluoroanilines of formula (I) wherein a fluorinated nitrated benzene compound of formula (II) is subjected to a catalytic hydrogenation in a liquid medium containing a catalyst, under hydrogen pressure, carrying out a catalytic reduction reaction and, optionally, a hydrogenolysis reaction, wherein the compound of formula (II) is introduced gradually into the said medium so that the content of compound of formula (II) in the liquid remains less than or equal to 1000 ppm by mass, in order selectively to form the compound of formula (I).Type: GrantFiled: May 28, 1997Date of Patent: January 5, 1999Assignee: Rhone-Poulenc ChimieInventors: Georges Cordier, Gilbert Guidot, Philippe Marion, Claude Mercier
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Patent number: 5672760Abstract: The present invention provides an ablatively photodecomposable polymer having a photoabsorber bound to the polymer (the "ablatively photodecomposable polymer") which does not phase separate, nor does it crystallize. The ablatively photodecomposable polymer provides even ablation, high resolution and in preferred embodiments, can withstand potassium permanganate etchant and ferric chloride etchant. The ablatively photodecomposable polymer is strippable, although it can remain on the substrate if desired. The ablatively photodecomposable polymer comprises a polymer to which a photoabsorber is bound, either covalently or ionically. The present invention is also directed to a process for forming a metal pattern on a substrate employing the ablatively photodecomposable polymer.Type: GrantFiled: April 9, 1996Date of Patent: September 30, 1997Assignee: International Business Machines CorporationInventors: Francis Charles Burns, William Weathers Fleming, Victor Yee-Way Lee, Randy William Snyder
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Patent number: 5508467Abstract: The present invention relates to a process for the preparation of compounds of the general formula I ##STR1## by reaction of compounds of the general formula II ##STR2## with compounds of the general formula III ##STR3## in inert aprotic solvents in the presence of a base and subsequent rearrangement of the resulting intermediate compound with an alkali metal hydroxide, characterized in that the intermediate compound is not isolated.Type: GrantFiled: August 22, 1994Date of Patent: April 16, 1996Assignee: Cassella AktiengesellschaftInventors: Wolfgang Bauer, Klaus Delpy, Andreas Bittner
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Patent number: 5486609Abstract: A process for preparing carbocyclic m-aminohydroxyaromatics comprises reacting the corresponding o-- or m-halohydroxyaromatics or metal salts thereof with primary or secondary amines in the presence of a base and in the presence or absence of a diluent.Type: GrantFiled: March 24, 1995Date of Patent: January 23, 1996Assignee: BASF AktiengesellschaftInventors: Robert Reinhardt, Helmut Reichelt, Roland Merger
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Patent number: 5484931Abstract: Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.Type: GrantFiled: June 15, 1994Date of Patent: January 16, 1996Assignee: Schering CorporationInventors: Henry J. Doran, Donal J. Coveney
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Patent number: 5471002Abstract: A process for preparing trifluoromethylanilines of the formula (I), ##STR1## in which R.sup.1 and R.sup.2, independently of each other, are hydrogen, halogen, (C.sub.1 -C.sub.4) alkyl, hydroxyl, alkoxy, alkylthio, carboxyl, or a nitro or cyano group, by reacting compounds of the formula (II) ##STR2## in which X.sub.1, X.sub.2 and X.sub.3 are in each case, identically or differently, halogen atoms,a is 0 or 1,Y is fluorine, chlorine or bromine, andR.sup.1 and R.sup.2 have the defined meaning, with anhydrous hydrofluoric acid, and converting the resulting aniline hydrofluorides with a base into the free amines.Type: GrantFiled: August 18, 1994Date of Patent: November 28, 1995Inventors: Wolfgang Appel, Gunter Siegemund
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Patent number: 5399767Abstract: A process for producing 3,5-difluoroaniline, which comprises reacting a benzonitrile compound of the formula (I): ##STR1## wherein each of X.sub.1, X.sub.2 and X.sub.3 is hydrogen, chlorine, bromine or a cyano group, provided that at least one of X.sub.1 to X.sub.3 is a cyano group, with a mineral acid for hydrolysis and decarboxylation to obtain an aniline compound of the formula (II): ##STR2## wherein each of X.sub.4, X.sub.5 and X.sub.6 is hydrogen, chlorine or bromine, provided that at least one of X.sub.4 to X.sub.6 is hydrogen, and in the case of a compound of the formula (II) wherein X.sub.4, X.sub.5 and X.sub.6 are not simultaneously hydrogen, reacting such a compound with hydrogen in a presence of a catalyst for reduction to obtain 3,5 -difluoroaniline.Type: GrantFiled: February 8, 1994Date of Patent: March 21, 1995Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Rikuo Nasu, Motohiko Hamaguchi
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Patent number: 5336808Abstract: 3,5-Diaminobenzotrifluoride is prepared by reaction of 4-chloro-3,5-dinitrobenzotrifluoride with sodium formate in acetic acid, in the presence of sodium acetate and palladium on charcoal.Type: GrantFiled: December 10, 1990Date of Patent: August 9, 1994Assignee: Occidental Chemical CorporationInventors: Ramesh Krishnamurti, Mahendra K. Dosi, Henry C. Lin
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Patent number: 5238818Abstract: This amount of an oxidative substance or a peroxidase-like substance can be determined by using a combined color former comprising 4-aminoantipyrine or a derivative thereof, etc., as a main color former and a p-fluoroaniline derivative or a salt thereof as a color producing component.Type: GrantFiled: November 26, 1991Date of Patent: August 24, 1993Assignee: Wako Pure Chemicals Co., Ltd.Inventors: Kazunari Hashizume, Haruhiko Sugiyama, Mutsuhiro Date
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Patent number: 5149875Abstract: Aromatic amine compounds are halogenated in the presence of a quaternary ammonium halide.Type: GrantFiled: January 15, 1991Date of Patent: September 22, 1992Assignee: Mallinckrodt Specialty Chemicals CompanyInventors: Jerry R. Patton, Narayanasamy Gurusamy
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Patent number: 5145958Abstract: 2,4- or 2,6-dihalogeno-aniline can be prepared by reacting an amino-benzoic acid ester of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the meanings indicated in the description, with 2-2.5 moles of a chlorinating or brominating agent in an inert reaction medium at a temperature of 40.degree.-160.degree. C. and subsequently hydrolyzing and decarboxylating the dihalogenated amino-benzoic acid ester.Type: GrantFiled: November 26, 1991Date of Patent: September 8, 1992Assignee: Bayer AktiengesellschaftInventors: Wolfram Kissener, Helmut Fiege
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Patent number: 5118494Abstract: Pharmaceutical suspension aerosol formulations using one or more perfluorinated carboxylic acids or esters thereof as surface-active dispersing agents and 1,1,1,2-tetra-fluorethane or 1,1,1,2,3,3,3-heptafluoropropane as the propellant are described.Type: GrantFiled: March 13, 1991Date of Patent: June 2, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Robert K. Schultz, Stephen N. Quessy
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Patent number: 5091581Abstract: The invention relates to a process for the selective preparation of N.sup.4 -substituted 1,4-diamino-2-nitrobenzenes of the general formula I ##STR1## in which R.sub.1 denotes hydrogen, halogen, (C.sub.1 -C.sub.4) alkyl or (C.sub.1 -C.sub.4) alkoxy, it being possible for the carbon atoms to be arranged in straight-chain or branched form, and R.sub.2 represents a radical --COO--CH(A)--CH(B)--D with the meanings A=H, B=H, D=Cl, A=H, B=CH.sub.3, D=Cl, A=H, B=H, D=CH.sub.2 Cl or A=CH.sub.3, B=H and D=Cl (compounds of the general formula Ia) or a radical--CH(X)--CH(Y)--Z with the meanings X=H, Y=H, Z=OH, X=CH.sub.3, Y=H, Z=OH, X=H, Y=H, Z=CH.sub.2 OH or X=H, Y=CH.sub.3 and Z=OH (compounds of the general formula Ib) ##STR2## which is characterized in that 1,4-diamino-2-nitrobenzenes of the general formula II ##STR3## wherein R.sub.Type: GrantFiled: May 7, 1990Date of Patent: February 25, 1992Assignee: Hans Schwarzkopf GmbHInventor: Winfried Seidel