Preparing Of Halogen Containing Compound Directly By Halogenation Or Dehalogenation Patents (Class 564/412)
  • Patent number: 8987516
    Abstract: 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: Grant
    Filed: September 15, 2010
    Date of Patent: March 24, 2015
    Assignee: UBE Industries, Ltd.
    Inventor: Teruo Umemoto
  • Publication number: 20140243533
    Abstract: This invention relates to improved methods, which provide access to [F-18]fluoropegylated (aryl/heteroaryl vinyl)-phenyl methyl amine derivatives.
    Type: Application
    Filed: October 18, 2012
    Publication date: August 28, 2014
    Applicant: PIRAMAL IMAGING SA
    Inventors: Franz Meier, Keith Graham
  • Publication number: 20140228385
    Abstract: 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: Application
    Filed: February 16, 2012
    Publication date: August 14, 2014
    Applicant: HETERO RESEARCH FOUNDATION
    Inventors: Bandi Parthasaradhi Reddy, Kura Rathnakar Reddy, Dasari Muralidhara Reddy, Adulla Venkat Narsimha Reddy, Bandi Vamsi Krishna
  • Publication number: 20140142339
    Abstract: A method for making fluoroacyl arylamines is disclosed.
    Type: Application
    Filed: November 21, 2012
    Publication date: May 22, 2014
    Applicant: XEROX CORPORATION
    Inventors: Adrien P. Cote, Amanda L. Bongers
  • Publication number: 20140012032
    Abstract: This invention relates to methods, which provide access to F-18 labeled stilbene derivatives.
    Type: Application
    Filed: May 30, 2011
    Publication date: January 9, 2014
    Applicant: PIRAMAL IMAGING SA
    Inventors: Mathias Berndt, Lutz Lehmann, Uwe Ackermann
  • Publication number: 20130336890
    Abstract: 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: Application
    Filed: October 17, 2011
    Publication date: December 19, 2013
    Applicant: PIRAMAL IMAGING SA
    Inventors: Andrea Thiele, Georg Kettschau, Tobias Heinrich, Lutz Lehmann, Christer Halldin, Sangram Nag, Andrea Varrone, Balazs Gulyas
  • Publication number: 20130338400
    Abstract: 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: Application
    Filed: August 16, 2011
    Publication date: December 19, 2013
    Applicant: Lonza Ltd.
    Inventors: Nikolaus Bieler, Stefan Ellinger, Martina Furrer, Viktor Ladnak, Constanze Müller, Leo Schmid, Cornelia Zur Täschler
  • Publication number: 20130190529
    Abstract: 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, whe
    Type: Application
    Filed: July 6, 2011
    Publication date: July 25, 2013
    Inventors: Veronique Gouveneur, Lei Li, Yee-Hwee Lim, Mickael Huiban
  • Patent number: 8466321
    Abstract: 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: Grant
    Filed: June 8, 2012
    Date of Patent: June 18, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshitomo Tohyama, Kengo Kanematsu
  • Patent number: 8399707
    Abstract: 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: Grant
    Filed: July 1, 2008
    Date of Patent: March 19, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshitomo Tohyama, Kengo Kanematsu
  • Publication number: 20120171111
    Abstract: 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: Application
    Filed: September 15, 2010
    Publication date: July 5, 2012
    Applicant: OSAKA UNIVERSITY
    Inventors: Kei Ohkubo, Shunichi Fukuzumi, Kentaro Mizushima
  • Publication number: 20120157691
    Abstract: 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: Application
    Filed: February 24, 2012
    Publication date: June 21, 2012
    Applicant: JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Yanhua ZHANG, Hisashi YAMAMOTO, Kazutaka SHIBATOMI
  • Publication number: 20110190540
    Abstract: 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: Application
    Filed: September 24, 2010
    Publication date: August 4, 2011
    Applicant: ABBOTT LABORATORIES
    Inventors: Shashank Shekhar, Su Yu, Anthony R. Haight, Preston E. Chmura, Vimal Kishore
  • Publication number: 20110137063
    Abstract: 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: Application
    Filed: June 24, 2009
    Publication date: June 9, 2011
    Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
    Inventors: Ananth Srinivasan, Mathias Berndt, Keith Graham, Matthias Friebe, Heribert Schmitt-Willich
  • Publication number: 20110004022
    Abstract: 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: Application
    Filed: September 15, 2010
    Publication date: January 6, 2011
    Applicant: IM&T RESEARCH, INC.
    Inventor: Teruo Umemoto
  • Publication number: 20100331566
    Abstract: 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: Application
    Filed: June 25, 2010
    Publication date: December 30, 2010
    Inventors: Leslie S. Jimenez, Ahalya Ramanathan
  • Patent number: 7829741
    Abstract: 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: Grant
    Filed: October 20, 2005
    Date of Patent: November 9, 2010
    Assignees: National University Corporation, Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tsuyoshi Fukuhara, Shoji Hara, Toshio Hidaka
  • Patent number: 7767857
    Abstract: 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: Grant
    Filed: March 31, 2009
    Date of Patent: August 3, 2010
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Matthew C. Davis
  • Patent number: 7638652
    Abstract: 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: Grant
    Filed: July 11, 2007
    Date of Patent: December 29, 2009
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takafumi Yoshimura, Toshio Hidaka, Norio Fushimi
  • Patent number: 7553993
    Abstract: 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: Grant
    Filed: October 24, 2003
    Date of Patent: June 30, 2009
    Assignees: BASF Agro B.V., Wadenswil/AU
    Inventors: Bernard Buathier, Pierre Le Roy
  • Publication number: 20090118375
    Abstract: 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: Application
    Filed: August 20, 2005
    Publication date: May 7, 2009
    Inventors: Rudiger Fischer, Christian Funke, Olga Malsam, Peter Losel, Ulrich Gorgens, Christian Arnold, Masanori Tohnischi, Minoru Yamaguchi, Hiroto Harayama, Shinsuke Fujioka
  • Patent number: 7196226
    Abstract: 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: Grant
    Filed: December 16, 2004
    Date of Patent: March 27, 2007
    Assignee: Lanxess Deutschland GmbH
    Inventors: Wolfgang Ebenbeck, Albrecht Marhold
  • Patent number: 7154006
    Abstract: 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: Grant
    Filed: October 14, 2004
    Date of Patent: December 26, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark Mikulas, Albrecht Marhold
  • Patent number: 7041852
    Abstract: The present invention relates to a process for preparing perfluoroalkylanilines and to their use for preparing active ingredients, in particular for agrochemicals.
    Type: Grant
    Filed: November 6, 2003
    Date of Patent: May 9, 2006
    Assignee: Bayer Chemicals AG
    Inventors: Albrecht Marhold, Axel Pleschke
  • Patent number: 6747175
    Abstract: 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: Grant
    Filed: October 21, 2002
    Date of Patent: June 8, 2004
    Assignee: Rhodia Chimie
    Inventors: Hubert Kempf, Gilbert Guidot, Laurent Saint-Jalmes
  • Patent number: 6437203
    Abstract: 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: Grant
    Filed: May 10, 2000
    Date of Patent: August 20, 2002
    Assignee: Sankio Chemical Co., Ltd.
    Inventors: Taichi Shintou, Satoru Fujii, Shinji Kubo
  • Patent number: 6388135
    Abstract: 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: Grant
    Filed: June 29, 2001
    Date of Patent: May 14, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Rene Lochtman, Michael Keil, Joachim Gebhardt, Michael Rack, Wolfgang von Deyn
  • Patent number: 6340772
    Abstract: Three processes are described for preparing (hetero)aromatic substituted benzene derivatives which comprise aromatization of cyclohexenone derivatives via (chloro)cyclohexadiene derivatives.
    Type: Grant
    Filed: April 24, 2001
    Date of Patent: January 22, 2002
    Assignee: Nippon Kayaku Co., Ltd.
    Inventors: Tetsuya Toya, Hidetoshi Shirakura, Junichi Kon
  • Publication number: 20010046612
    Abstract: 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: 1
    Type: Application
    Filed: February 8, 2001
    Publication date: November 29, 2001
    Applicant: Samsung SDI Co., Ltd.
    Inventors: Ji-Hoon Lee, In-Seo Kee, Sung-Woo Cho, Byung-Hoon Chae
  • Patent number: 6271418
    Abstract: Three processes are described for preparing (hetero)aromatic substituted benzene derivatives which comprise aromatization of cyclohexenone derivatives via (chloro)cyclohexadiene derivatives.
    Type: Grant
    Filed: February 22, 2000
    Date of Patent: August 7, 2001
    Assignee: Nippon Kayaku Co., Ltd.
    Inventors: Tetsuya Toya, Hidetoshi Shirakura, Junichi Kon
  • Patent number: 6191309
    Abstract: 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: Grant
    Filed: March 2, 1999
    Date of Patent: February 20, 2001
    Assignee: Rhodia Chimie
    Inventor: Michel Dury
  • Patent number: 6166272
    Abstract: 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: Grant
    Filed: August 12, 1999
    Date of Patent: December 26, 2000
    Assignee: Occidental Chemical Corporation
    Inventor: Sanjay Mandal
  • Patent number: 6114584
    Abstract: 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: Grant
    Filed: September 29, 1999
    Date of Patent: September 5, 2000
    Assignee: Occidental Chemical Corporation
    Inventor: Sanjay Mandal
  • Patent number: 6022997
    Abstract: 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: Grant
    Filed: March 30, 1999
    Date of Patent: February 8, 2000
    Assignee: NEC Corporation
    Inventors: Hiroyuki Endoh, Tsutomu Uezono
  • Patent number: 5965735
    Abstract: Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: October 12, 1999
    Assignee: Schering Corporation
    Inventors: Henry J. Doran, Donal J. Coveney
  • Patent number: 5907063
    Abstract: 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: Grant
    Filed: March 24, 1998
    Date of Patent: May 25, 1999
    Assignee: Albemarle Corporation
    Inventor: Kevin J. Theriot
  • Patent number: 5874656
    Abstract: 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: Grant
    Filed: October 7, 1997
    Date of Patent: February 23, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Michael-Harold Rock
  • Patent number: 5856577
    Abstract: 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: Grant
    Filed: May 28, 1997
    Date of Patent: January 5, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventors: Georges Cordier, Gilbert Guidot, Philippe Marion, Claude Mercier
  • Patent number: 5672760
    Abstract: 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: Grant
    Filed: April 9, 1996
    Date of Patent: September 30, 1997
    Assignee: International Business Machines Corporation
    Inventors: Francis Charles Burns, William Weathers Fleming, Victor Yee-Way Lee, Randy William Snyder
  • Patent number: 5508467
    Abstract: 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: Grant
    Filed: August 22, 1994
    Date of Patent: April 16, 1996
    Assignee: Cassella Aktiengesellschaft
    Inventors: Wolfgang Bauer, Klaus Delpy, Andreas Bittner
  • Patent number: 5486609
    Abstract: 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: Grant
    Filed: March 24, 1995
    Date of Patent: January 23, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Robert Reinhardt, Helmut Reichelt, Roland Merger
  • Patent number: 5484931
    Abstract: Process for preparing a key intermediate, 2-methyl-3-trifluoromethylaniline (MTA) of Flunixin, as well as novel intermediates thereof are described.
    Type: Grant
    Filed: June 15, 1994
    Date of Patent: January 16, 1996
    Assignee: Schering Corporation
    Inventors: Henry J. Doran, Donal J. Coveney
  • Patent number: 5471002
    Abstract: 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: Grant
    Filed: August 18, 1994
    Date of Patent: November 28, 1995
    Inventors: Wolfgang Appel, Gunter Siegemund
  • Patent number: 5399767
    Abstract: 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: Grant
    Filed: February 8, 1994
    Date of Patent: March 21, 1995
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Rikuo Nasu, Motohiko Hamaguchi
  • Patent number: 5336808
    Abstract: 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: Grant
    Filed: December 10, 1990
    Date of Patent: August 9, 1994
    Assignee: Occidental Chemical Corporation
    Inventors: Ramesh Krishnamurti, Mahendra K. Dosi, Henry C. Lin
  • Patent number: 5238818
    Abstract: 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: Grant
    Filed: November 26, 1991
    Date of Patent: August 24, 1993
    Assignee: Wako Pure Chemicals Co., Ltd.
    Inventors: Kazunari Hashizume, Haruhiko Sugiyama, Mutsuhiro Date
  • Patent number: 5149875
    Abstract: Aromatic amine compounds are halogenated in the presence of a quaternary ammonium halide.
    Type: Grant
    Filed: January 15, 1991
    Date of Patent: September 22, 1992
    Assignee: Mallinckrodt Specialty Chemicals Company
    Inventors: Jerry R. Patton, Narayanasamy Gurusamy
  • Patent number: 5145958
    Abstract: 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: Grant
    Filed: November 26, 1991
    Date of Patent: September 8, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Kissener, Helmut Fiege
  • Patent number: 5118494
    Abstract: 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: Grant
    Filed: March 13, 1991
    Date of Patent: June 2, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Robert K. Schultz, Stephen N. Quessy
  • Patent number: 5091581
    Abstract: 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: Grant
    Filed: May 7, 1990
    Date of Patent: February 25, 1992
    Assignee: Hans Schwarzkopf GmbH
    Inventor: Winfried Seidel