Halogen Containing Reactant (e.g., Dehydrohalogenation, Etc.) Patents (Class 568/323)
  • Patent number: 10101653
    Abstract: A resist composition comprising a base polymer and a sulfonium or iodonium salt of iodinated phenoxy or iodinated phenylalkoxy-containing fluorinated sulfonic acid offers a high sensitivity and minimal LWR or improved CDU independent of whether it is of positive or negative tone.
    Type: Grant
    Filed: August 2, 2017
    Date of Patent: October 16, 2018
    Assignee: SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Jun Hatakeyama, Masaki Ohashi
  • Patent number: 9809524
    Abstract: The invention relates to a process for the preparation of a compound of formula I comprising a) reacting a compound of formula II in the presence of magnesium or an organometallic reagent of formula III R1M2X (III), wherein R1 is CI-C4alkyl; M2 is Li or Mg and X is halogen or absent; with a compound of formula IV CF3—C(O)—R2 (IV), wherein R2 is halogen, hydroxyl, CI-C4alkoxy, (di-CI-C4alkyl)amino, OC(O)CF3, phenoxy or OM1; wherein M1 is Lithium, Magnesium, Sodium or Potassium; to a compound of formula V, and b) reacting the compound of formula V with alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I.
    Type: Grant
    Filed: October 8, 2015
    Date of Patent: November 7, 2017
    Assignee: Syngenta Participations
    Inventor: Helmars Smits
  • Patent number: 9783476
    Abstract: A method produces a 2?-trifluoromethyl-substituted aromatic ketone and includes reacting a 2-halogen-substituted benzotrifluoride compound with magnesium metal to convert the compound to a Grignard reagent; and reacting the Grignard reagent with an acid anhydride; and then hydrolyzing the resultant to produce a 2?-trifluoromethyl-substituted aromatic ketone. The method of producing a 2?-trifluoromethyl-substituted aromatic ketone enables 2?-trifluoromethyl-substituted aromatic ketone to be produced without using expensive raw materials by generating a Grignard reagent as an intermediate and reacting this Grignard reagent with an acid anhydride in an efficient productivity.
    Type: Grant
    Filed: September 7, 2015
    Date of Patent: October 10, 2017
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Jiro Nakatani, Tatsuhiro Nozoe
  • Patent number: 9035101
    Abstract: Disclosed is a method for preparing a compound of Formula 1 wherein Q and Z are as defined in the disclosure comprising distilling water from a mixture comprising a compound of Formula 2, a compound of Formula 3, a base comprising at least one compound selected from the group consisting of alkaline earth metal hydroxides of Formula 4 wherein M is Ca, Sr or Ba, alkali metal carbonates of Formula 4a wherein M1 is Li, Na or K, 1,5-diazabicyclo[4.3.0]non-5-ene and 1,8-diazabicyclo[5.4.0]undec-7-ene, and an aprotic solvent capable of forming a low-boiling azeotrope with water.
    Type: Grant
    Filed: September 30, 2013
    Date of Patent: May 19, 2015
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: Gary David Annis
  • Patent number: 9000212
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Grant
    Filed: April 18, 2012
    Date of Patent: April 7, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8987520
    Abstract: This invention relates to fluoroalkyl and chlorofluoroalkyl benzenes with relatively high boiling points, having zero ozone depletion potential and low global warming potential. This invention also relates to the preparation of such fluoroalkyl and chlorofluoroalkyl benzenes. These materials can be used as reaction and heat transfer media, cleaning agents and as intermediates for biologically active materials.
    Type: Grant
    Filed: December 18, 2013
    Date of Patent: March 24, 2015
    Assignee: E I du Pont de Nemours and Company
    Inventor: Viacheslav A Petrov
  • Patent number: 8946483
    Abstract: The present invention relates to a method of obtaining radiopharmaceutical precursors, and in particular precursors to protected amino acid derivatives, which are used as precursors for production of radiolabelled amino acids for use in in vivo imaging procedures, such as positron emission tomography (PET).
    Type: Grant
    Filed: July 20, 2012
    Date of Patent: February 3, 2015
    Assignee: GE Healthcare Limited
    Inventors: Radha Achhanath, Srinath Balaji, Asfal Mohammed Kadavilpparampu Mohamed, Sondre Nilsen, Steven Michael Fairway
  • Publication number: 20140371479
    Abstract: A non-carcinogenic process for the activation of zinc metal in a medium polarity solvent, wherein said zinc metal is activated by the reaction thereof with a halogen and a lithium compound selected from lithium halides and lithium pseudohalides, the use of said activated zinc metal for the preparation of an organozinc halide of formula R—ZnX, and a process for the preparation of compounds obtainable by the reaction of said organozinc halide of formula R—ZnX with compounds having functionality enabling them to react with said organozinc halide.
    Type: Application
    Filed: January 30, 2013
    Publication date: December 18, 2014
    Applicants: CAMBRIDGE DISPLAY TECHNOLOGY LIMITED, SUMITOMO CHEMICAL COMPANY LIMITED
    Inventors: Jonathan Pillow, James Morey
  • Publication number: 20140303374
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Application
    Filed: April 18, 2012
    Publication date: October 9, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8828908
    Abstract: Bicyclic dione compounds of formula (I), and derivatives thereof, which are suitable for use as herbicides.
    Type: Grant
    Filed: May 27, 2008
    Date of Patent: September 9, 2014
    Assignee: Syngenta Limited
    Inventors: Christopher John Mathews, Matthew Brian Hotson, Alan John Dowling, James Nicholas Scutt, Mangala Govenkar, Lee Challinor
  • Publication number: 20140200372
    Abstract: This invention relates to fluoroalkyl and chlorofluoroalkyl benzenes with relatively high boiling points, having zero ozone depletion potential and low global warming potential. This invention also relates to the preparation of such fluoroalkyl and chlorofluoroalkyl benzenes. These materials can be used as reaction and heat transfer media, cleaning agents and as intermediates for biologically active materials.
    Type: Application
    Filed: December 18, 2013
    Publication date: July 17, 2014
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventor: Viacheslav A. Petrov
  • Publication number: 20140175292
    Abstract: Tritiated planar carbon forms and their production are provided. Methods are provided for the stoichiometrically controlled labeling of planar carbon forms capitalizing on normal flaws of carboxylic acids ubiquitously present in commercial preparations of these planar carbon forms. Alternative methods include generation of a metallated intermediate whereby a metal is substituted for hydrogen on the carbon backbone of a planar carbon form. The metalized intermediate is then reacted with a tritium donor to covalently label the planar carbon form. The tritiated planar carbon forms produced are useful, for example, for determination of a biological property or environmental fate of planar carbon forms.
    Type: Application
    Filed: February 26, 2014
    Publication date: June 26, 2014
    Applicant: PerkinElmer Health Sciences, Inc.
    Inventor: Crist N. Filer
  • Publication number: 20140155617
    Abstract: Disclosed is a method for preparing a compound of Formula 1 wherein Q and Z are as defined in the disclosure comprising distilling water from a mixture comprising a compound of Formula 2, a compound of Formula 3, a base comprising at least one compound selected from the group consisting of alkaline earth metal hydroxides of Formula 4 wherein M is Ca, Sr or Ba, alkali metal carbonates of Formula 4a wherein M1 is Li, Na or K, 1,5-diazabicyclo[4.3.0]non-5-ene and 1,8-diazabicyclo[5.4.0]undec-7-ene, and an aprotic solvent capable of forming a low-boiling azeotrope with water.
    Type: Application
    Filed: September 30, 2013
    Publication date: June 5, 2014
    Applicant: E.I. du Pont de Nemours and Company
    Inventor: Gary David Annis
  • Patent number: 8686191
    Abstract: The present invention relates to the technical field of radiation curing photopolymerization initiator, and particularly to an environmentally-friendly new oxidation process for converting several specific aryl-1,2-diol compounds to corresponding arylhydroxyketones.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: April 1, 2014
    Assignee: Shenzhen Liv-Chemth Co., Lto
    Inventors: Ting Chen, Yu Wang
  • Patent number: 8604251
    Abstract: The invention pertains to novel oligofunctional photoinitiators of the formula (1) or (1A). R1 and R2 are methyl or together are —(CH2)5—; and n is 2 or 3, and the solvent in (1A) is water or an organic solvent; and their use in photopolymerizable compositions, in particular inks.
    Type: Grant
    Filed: March 19, 2010
    Date of Patent: December 10, 2013
    Assignee: BASF SE
    Inventors: Ulrich Berens, Jean-Luc Birbaum, Katia Studer
  • Publication number: 20130296611
    Abstract: The present invention relates to the technical field of radiation curing photopolymerization initiator, and particularly to an environmentally-friendly new oxidation process for converting several specific aryl-1,2-diol compounds to corresponding arylhydroxyketones.
    Type: Application
    Filed: December 29, 2011
    Publication date: November 7, 2013
    Inventors: Ting Chen, Yu Wang
  • Publication number: 20130267712
    Abstract: A method of preparing an aryl carbonyl or aryl thiocarbonyl compound, comprises reacting an N-(nitroaryl)-amide or N-(nitroaryl)-thioamide with an aromatic ring, with a superacid catalyst, to produce the aryl carbonyl or aryl thiocarbonyl compound. The superacid is present in an amount of at most 8 equivalents in proportion to the N-(nitroaryl)-amide or N-(nitroaryl)-thioamide. A method of preparing aryl amide or aryl thioamide, comprises reacting an N-(nitroaryl)-carbamide or N-(nitroaryl)-thiocarbamide with an aromatic ring, with a superacid catalyst, to produce the aryl amide or aryl thioamide.
    Type: Application
    Filed: March 14, 2013
    Publication date: October 10, 2013
    Applicant: Board of Trustees of Northern Illinois University
    Inventors: Douglas A. Klumpp, Erum K. Raja
  • Patent number: 8546618
    Abstract: Disclosed is a method for preparing a compound of Formula 1 wherein Q and Z are as defined in the disclosure comprising distilling water from a mixture comprising a compound of Formula 2, a compound of Formula 3, a base comprising at least one compound selected from the group consisting of alkaline earth metal hydroxides of Formula 4 wherein M is Ca, Sr or Ba, alkali metal carbonates of Formula 4a wherein M1 is Li, Na or K, 1,5-diazabicyclo[4.3.0]non-5-ene and 1,8-diazabicyclo[5.4.0]undec-7-ene, and an aprotic solvent capable of forming a low-boiling azeotrope with water.
    Type: Grant
    Filed: April 8, 2009
    Date of Patent: October 1, 2013
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: Gary David Annis
  • Publication number: 20130123514
    Abstract: The disclosure relates to catalytically active carbocatalysts, e.g., a graphene oxide or graphite oxide catalyst suitable for use in a variety of chemical transformations. In one embodiment, it relates to a method of catalyzing a chemical reaction of an organic molecule by reacting the organic molecule in the presence of a sufficient amount of graphene oxide or graphite oxide for a time and at a temperature sufficient to allow catalysis of a chemical reaction. According to other embodiments, the reaction may be an oxidation reaction, a hydration reaction, a dehydrogenation reaction, a condensation reaction, or a polymerization reaction. Some reactions may include auto-tandem reactions. The disclosure further provides reaction mixtures containing an organic molecule and graphene oxide or graphite oxide in an amount sufficient to catalyze a reaction of the organic molecule.
    Type: Application
    Filed: May 27, 2011
    Publication date: May 16, 2013
    Applicant: GRAPHEA, INC.
    Inventors: Christopher W. Bielawski, Daniel R. Dreyer, Hong-Peng Jia
  • Publication number: 20130123545
    Abstract: Diketopyracene is synthesized in high yield without using carbon disulfide as a solvent. A special solvent is used. In particular, a solvent having a benzene ring that has two or more chlorine atoms is used. The two chlorine atoms are not in meta positions but in ortho positions of the benzene ring.
    Type: Application
    Filed: July 20, 2011
    Publication date: May 16, 2013
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Kei Tagami, Masashi Hashimoto, Hiroki Ohrui
  • Patent number: 8394993
    Abstract: The invention relates to a process for the preparation of cyclopropyl benzyl ketone compounds of formula (II) wherein R1 represents fluorine or chlorine atom or C1-4 alkoxy group, by the reaction of a Grignard reagent, obtained from the reaction of compound of formula (V), wherein X represents chlorine or fluorine atom, with the compound of formula (IV), wherein R2 represents C1-4 alkyl group, having a straight or branched chain. The process can be applied preferably on industrial scale. Compound of formula (II), wherein R represents a fluorine atom in position 2 is an intermediate of the preparation process of prasugrel, which is a platelet inhibitor used in the therapy.
    Type: Grant
    Filed: November 27, 2008
    Date of Patent: March 12, 2013
    Assignee: Egis Gyogyszergyar Nyilvanosan Mukodo Reszvenytarsasag
    Inventors: Tibor Mezei, Gyula Lukács, Enikó Molnár, József Barkóczy, Balázs Volk, Márta Porcs-Makkay, János Szulágyi, Mária Vajjon
  • Publication number: 20130023661
    Abstract: The present invention relates to the use of compounds of the formula (I) as fluorinating reagents, to a process for the fluorination of organic compounds by reaction thereof with compounds of the formula (I), and to compounds of the formula (I).
    Type: Application
    Filed: March 7, 2011
    Publication date: January 24, 2013
    Applicant: MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG
    Inventors: Nikolai (Mykola) Ignatyev, Aleksandra Atatrah, Peter Barthen, Walter Frank
  • Publication number: 20120107593
    Abstract: Disclosed are graphene oxide membrane materials of high surface area, which membranes suitably have a surface area of above about 200 ?m and exhibit electrical conductivity in excess of about 200 S/m. Also provided are methods of synthesizing such membranes, as well as devices and sensors that incorporate these novel grapheme materials.
    Type: Application
    Filed: December 4, 2009
    Publication date: May 3, 2012
    Applicant: The Trustees of the University of Pennsylvania
    Inventors: Zhengtang Luo, Alan T. Johnson
  • Publication number: 20110263720
    Abstract: The present invention is directed to a method of synthesizing a compound of Formula I: the method comprising oxidizing alpha-tocopherol with a metal salt oxidizing agent to form the compound of Formula I, wherein the stoichiometric ratio (mol/mol) of metal salt oxidizing agent/alpha-tocopherol is 1.6 to 4. The invention is also directed to a method of synthesizing a compound of Formula I, the method comprising (a) hydrolyzing alpha-tocopheryl acetate in the presence of a base; (b) neutralizing the hydrolyzing of (a), thereby forming alpha-tocopherol; and (c) oxidizing the alpha-tocopherol of (b) with a metal salt oxidizing agent to form the compound of Formula I, wherein the stoichiometric ratio (mol/mol) of metal salt oxidizing agent/alpha-tocopherol is 1.6 to 4.
    Type: Application
    Filed: March 9, 2011
    Publication date: October 27, 2011
    Applicant: Penwest Pharmaceuticals Co.
    Inventors: Steven D. PAISLEY, Jason M. LePree, Amale Hawi, Michael Eckhoff
  • Publication number: 20110082312
    Abstract: The present invention relates to a process for the preparation of compounds containing CF3O groups using compounds containing at least one group Y, in which Y=—Hal, —OSO2(CF2)zF, —OSO2CzH2z+1 (z=1-10), —OSO2F, —OSO2Cl, —OC(O)CF3— or —OSO2Ar, to a process for the preparation of compounds containing CF3O groups using KOCF3 and/or RbOCF3, and to novel compounds containing CF3O groups, and to the use thereof.
    Type: Application
    Filed: May 4, 2009
    Publication date: April 7, 2011
    Applicant: MERCK PATENT GESELLSCHAFT MIT DESCHRANKTER HAFTUNG
    Inventors: Nikolai (Mykola) Ignatyev, Wolfgang Hierse, Martin Seidel, Andreas Bathe, Jens Schroeter, Karsten Koppe, Thorsten Meier, Peter Barthen, Walter Frank
  • Publication number: 20110065962
    Abstract: Process for the preparation of aromatic alpha-hydroxyketones (aromatic ?-hydroxyketones) that does not require the use of chlorine, sulfuryl chloride or bromine and comprises the halogenation of an intermediate aromatic ketone with a hydrogen halide in the presence of an oxidising compound.
    Type: Application
    Filed: May 7, 2009
    Publication date: March 17, 2011
    Inventors: Enzo Meneguzzo, Gabriele Norcini, Giuseppe Li Bassi
  • Publication number: 20110009638
    Abstract: Disclosed is a method for preparing a compound of Formula 1 wherein Q and Z are as defined in the disclosure comprising distilling water from a mixture comprising a compound of Formula 2, a compound of Formula 3, a base comprising at least one compound selected from the group consisting of alkaline earth metal hydroxides of Formula 4 wherein M is Ca, Sr or Ba, alkali metal carbonates of Formula 4a wherein M1 is Li, Na or K, 1,5-diazabicyclo[4.3.0]non-5-ene and 1,8-diazabicyclo[5.4.0]undec-7-ene, and an aprotic solvent capable of forming a low-boiling azeotrope with water.
    Type: Application
    Filed: April 8, 2009
    Publication date: January 13, 2011
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventor: Gary David Annis
  • Patent number: 7718757
    Abstract: An aromatic polymer, containing a repeating unit represented by Formula (I), and having properties (A1) and (B1): (A1) the number average degree of polymerization of an acetylated product obtained by acetylation of the hydroxyl groups of the polymer is 3 or more, and (B1) at a wavelength where an absolute value of molar ellipticity (degree·cm?2·dmol?1) per mole of the repeating unit of the acetylated product in a circular dichroism spectrum of the acetylated product reaches maximum in a wavelength range of from 200 to 350 nm, the absolute value is 50,000 or more: wherein R represents a hydrocarbon, hydrocarbon-oxy, hydrocarbon-mercapto or hydrocarbon-amino group that may be substituted; the two R's may bind to each other to form a ring; and the repeating unit represented by Formula (I) has no symmetrical plane that has two binding sites and that is perpendicular for the benzene ring.
    Type: Grant
    Filed: May 8, 2006
    Date of Patent: May 18, 2010
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Shigeki Habaue, Soichiro Murakami, Hideyuki Higashimura
  • Publication number: 20100121082
    Abstract: The invention relates to a process for preparing 2,4-dihydroxyphenyl 4-methoxybenzyl ketones of the formula (I) by Friedel-Crafts acylation in hydrogen fluoride (HF). 2,4-Dihydroxyphenyl 4-methoxybenzyl ketones of the formula (I) in which R1 and R2 are each hydrogen, chlorine, fluorine, bromine, iodine, CF3, methyl, optionally substituted alkoxy, —OCF3, —C(CH3)3, —CH2(CH3)2, —CH(CH3)2, R3 is hydrogen, Cl, F, Br, optionally substituted alkyl, optionally substituted alkoxy, —C(CH3)3, and X is hydroxyl, F, Cl, Br, optionally substituted alkoxy, are obtained in high yield and high purity by reacting phenylacetic acid derivatives of the formula (II) with phenols of the formula (III) in liquid hydrogen fluoride (HF).
    Type: Application
    Filed: February 16, 2008
    Publication date: May 13, 2010
    Inventors: Sergii Pazenok, Norbert Lui
  • Patent number: 7553988
    Abstract: A method is provided for producing a specific crosscoupling compound and a specific catalyst for producing the compound. The method includes reacting in the presence of a base and a nickel compound catalyst organic halide of the formula n?(R1X1n), wherein R1 is a hydrocarbon group and the ? and ? carbons to X? are sp3 carbon atoms; X1 is a chlorine, bromine, or iodine atoms, and n and n1 are 1 or 2 but not both 2, with a compound having the formula m{R2(BX22)n?} where an R2 is an aryl, heteroaryl, or alkenyl group, and n? is 1 or 2, X2 is independently a hydroxyl group, an alkoxy or arylalkoxy group or X22 together form an alkylenedioxy or arylenedioxy group, and m represents 1 or 2 but m?n, and the boron atom is bonded to a sp2 carbon atom of R2 group or a boronic acid trimer anhydride.
    Type: Grant
    Filed: August 17, 2006
    Date of Patent: June 30, 2009
    Assignee: Sumitomo Chemical Company, Limted
    Inventors: Tamon Itahashi, Takashi Kamikawa
  • Patent number: 7501544
    Abstract: The present invention relates to a process for the preparation of compounds of formula (I), wherein the substituents are as defined in claim 1, by reacting a compound of formula (II), either with a chlorination or bromination agent or with a compound of formula (III) CI—SO2R9, R9 being C1-C4alkyl, C1-C4haloalkyl, phenyl or C1-C4alkyl-substituted phenyl, to form the compound of formula (IV), reacting the compound of formula (IV) with a compound of formula (V) M+-O?—C(O)—Y wherein Y is as defined above and M+ is the hydrogen cation or an alkali metal ion, alkaline earth metal ion or ammonium ion, to form the compound of formula (VI) and treating that compound with a cyanide source in the presence of a base.
    Type: Grant
    Filed: April 29, 2005
    Date of Patent: March 10, 2009
    Assignees: Syngenta Crop Protection, Inc., Syngenta Limited
    Inventors: David Anthony Jackson, Andrew Edmunds, Martin Charles Bowden, Ben Brockbank
  • Patent number: 7462650
    Abstract: The Invention relates to novel ketones of formulae (I) and (II) wherein R1, R2, R3 and R4 are, for example, C1-C8alkyl, R5 is, for example, hydrogen, A is CI, Br, -0-R7, —NR8R9 or —S—R16, A? is —O—, —NH— or —NR8—, X and Y are each independently of the other —O—R10 or —N(R11)(R12), n is an integer from 1 to 10, R6 is, for example, an n-valent radical of linear or branched C2-C20alkyl the carbon chain of which may be interrupted by cyclohexanediyl, phenylene, —CH(OH)—, —C(C2H5)(CH2—CH2—OH)—, —C(CH3)(CH2—CH2—OH)—, —C(CH2—CH2—OH)2—, —N(CH3)—, —N(C2H5)—, —N(CH2—CH2—OH)—, —CO—O—, —O—CO—, —P(CH2—CH2—OH)—, —P(O)(CH2—CH2—OH)—, -0-P(O—CH2—CH2—OH)—O—, -0-P(O)(0-CH2—CH2—OH)—O—, —O-cyclohexanediyl-C(CH3)2-Cyclohexanediyl-O—, —O-phenylene-C(CH3)2-phenylene-O—, —O-phenylene-CH2-phenylene-O—, —Si(CH3)2—, -0-Si(CH3)2—O—, —O—Si(CH3)(0-CH3)—O—, —Si(CH3)(R17)—O—Si(CH3)(R18)—, 5-(2-hydroxyethyl)-[1,3,5]triazinane-2,4,6-trione-1,3-diyl and/or by from one to nine oxygen atoms.
    Type: Grant
    Filed: May 4, 2004
    Date of Patent: December 9, 2008
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Reinhard H. Sommerlade, Rinaldo Hüsler, Stephan Ilg, André Fuchs, Souâd Boulmaâz, Jean-Luc Birbaum
  • Publication number: 20080221350
    Abstract: Process for preparing compounds by cross-coupling of enolizable carbonyl compounds, nitriles or their analogues with substituted aryl or heteroaryl compounds in the presence of a Brönsted base and of a catalyst or precatalyst containing a.) a transition metal, a complex, a salt or a compound of this transition metal from the group V, Mn, Fe, Co, Ni, Rh, Pd, Ir, Pt) and b.) at least one sulphonated phosphane ligand in a solvent or solvent mixture.
    Type: Application
    Filed: September 12, 2006
    Publication date: September 11, 2008
    Inventors: Andreas Meudt, Sven Nerdinger, Bernd Wilhelm Lehnemann, Till Vogel, Victor Snieckus
  • Patent number: 7279604
    Abstract: The compound boron carbide, B4C, is an effective catalyst for the alkylation and acylation of aromatics to produce polybenzyls, ketones, esters and alkyl benzenes. The catalyst boron carbide is also effective in conducting intramolecular Friedel-Crafts type reactions to produce cyclic ketones.
    Type: Grant
    Filed: May 30, 2006
    Date of Patent: October 9, 2007
    Assignee: The College of N.J.
    Inventor: Philip Edward Dumas
  • Patent number: 7238832
    Abstract: There is provided a method for producing a coupling compound of formula (1): (Y—)(n?1)R1—R2—(R1)(n??1)??(1) wherein R1, R2 n and n? are as defined below, Y is R2 or X as defined below, which method comprises reacting an organic halogen compound of formula (2): n?(R1X1n)??(2) wherein X1 represents a bromine or iodine, R1 represents a substituted or unsubstituted, linear, branched or cyclic hydrocarbon group of which ? and ? carbon atoms in relation to X1 are sp3 carbon atoms, n and n? each independently represent an integer of 1 or 2, and provided that n and n? do not simultaneously represent 2, with an organic boron compound of formula (3): m{R2(BX22)n?}??(3) wherein R2 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted alkenyl group and the boron atom is bonded with a sp2 carbon atom thereof, X2 represents a hydroxyl or alkoxy group, n? is as defined above, m represents an integer of 1 or 2, and m is not more than n, in the presence of a catalyst comprising a) a nick
    Type: Grant
    Filed: February 18, 2004
    Date of Patent: July 3, 2007
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tamon Itahashi, Takashi Kamikawa
  • Patent number: 7202384
    Abstract: The present invention relates to a process for producing 5-nitro-3,4-dihydro-1(2H)-naphthalinone, 1,5-naphthalenediamine and 1,5-naphthalene diisocyanate, in which 4-(2-nitrophenyl)-n-butyronitrile is converted to 4-(2-nitrophenyl)-n-butyric acid.
    Type: Grant
    Filed: April 7, 2006
    Date of Patent: April 10, 2007
    Assignee: Bayer MaterialScience Aktiengesellschaft
    Inventors: Joachim Zechlin, Kai Verkerk, Dietmar Wastian, Kartin Joschek, Tim Loddenkemper, Wilfried Pinke, Michael Schelhaas, Georg Ronge
  • Patent number: 7148384
    Abstract: The invention relates to a process for preparing fluorinated acetophenones from fluorinated aryl compounds in the presence of N-hydroxyphthalimide and the use thereof.
    Type: Grant
    Filed: June 17, 2004
    Date of Patent: December 12, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Jens Peter Joschek
  • Patent number: 7129367
    Abstract: Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein R1 is a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R2 and R3 are each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R4 and R5 are each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R6, R7, R8 and R9 are each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; R6 and R7, R8 and R9 may be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p+q, and r+s are each in the range of 0 to 5.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: October 31, 2006
    Assignee: Takasago International Corporation
    Inventors: Ken Suzuki, Yoji Hori
  • Patent number: 7119235
    Abstract: According to one aspect of the invention, there is provided the use of an organic ionic liquid in a zeolite-catalysed process, for example an acylation, alkylation, isomerisation or hydrocracking process in which zeolites act as catalysts or catalyst precursors, especially Friedel-Crafts alkylation and acylation procedures.
    Type: Grant
    Filed: October 2, 2002
    Date of Patent: October 10, 2006
    Assignee: The Queen's University of Belfast
    Inventors: Christopher Hardacre, David W. Rooney, Jillian M. Thompson, Suhas P. Katdare
  • Patent number: 7087789
    Abstract: A novel, convenient and efficient method for trifluoromethylation of substrate compounds is disclosed. Particularly, alkoxide and hydroxide induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides and other electrophiles, using phenyl trifluoromethyl sulfone PhSO2CF3 (or sulfoxide PhSOCF3) is disclosed. A method of both symmetrical and unsymmetrical anti-2,2-difluoropropan-1,3-diols with high diastereoselectivity (up to 94% de) is disclosed using difluoromethyl phenyl sulfone. This unusual type of high diastereoselectivity was obtained via an intramolecular charge-charge repulsion effect rather than the traditional steric control (based on the Cram's rule). Thus, difluoromethyl phenyl sulfone can be used as a novel difluoromethylene dianion species (“?CF2?”), which can couple two electrophiles (such as diphenyl disulfide or non-enolizable aldehydes) to give new difluoromethylenated products.
    Type: Grant
    Filed: January 12, 2004
    Date of Patent: August 8, 2006
    Assignee: University of Southern California
    Inventors: G. K. Surya Prakash, Jinbo Hu, George A. Olah
  • Patent number: 6984760
    Abstract: This invention particularly relates to a process for the acylation of aromatic compounds by an acylating agent for preparing corresponding acylated aromatic compounds, using a solid catalyst.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: January 10, 2006
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ramchandra Choudhary, Rani Jha
  • Patent number: 6943257
    Abstract: The present invention provides a process for preparing an aromatic bromide or aromatic iodide from an aromatic amine derivative using nitrite anion and halodimethylsulfonium halide generated in situ from hydrobromic acid/DMSO or hydriodic acid/DMSO. The process for producing compounds of the formula (1) is disclosed (1) wherein X is bromine or iodine: Y is carbon or nitrogen; R1, R2, R3, R4 and R5 which may be the same or different and are selected independently from the group consisting of a hydrogen, a hologen, a C1-C8 alkyl, a C1-C10 alkoxy, a nitro, a formyl, an aryl, a benzyl, a C2-C10 alkylcarbonyl and an arylcarbonyl, provided that adjacent groups as selected from R1, R2, R3, R4 and R5 may combine to form a ring.
    Type: Grant
    Filed: September 21, 2001
    Date of Patent: September 13, 2005
    Inventors: Woon Phil Baik, Jung Min Kim, Young Sam Kim, Cheol Hun Yoon, Shin Jong Kim, Seok Woo Lee
  • Patent number: 6933405
    Abstract: The present invention is a user- and eco-friendly hypervalent iodine reagent (mIBX) capable of selectively oxidizing allylic and benzylic alcohols in water and other eco-friendly solvents and having generally the following structure: Allylic and benzylic alcohols are cleanly oxidized to the corresponding carbonyl compounds in water or water-THF mixtures, or other mixtures, using a water-soluble o-iodoxybenzoic acid derivative of the present invention.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: August 23, 2005
    Assignee: Board of Trustees of Western Illinois University
    Inventors: Thottumkara K. Vinod, Arun P. Thottumkara
  • Patent number: 6875894
    Abstract: The invention relates to bis(alkylthio)carbenium salts of the formula I with the stated definitions for R1, R2, R3 and Y?, and to a process for the preparation thereof. The compounds according to the invention are advantageously suitable as electrophilic reagents for the transfer of fluorinated alkyl and acyl radicals onto nucleophilic compounds.
    Type: Grant
    Filed: February 11, 2002
    Date of Patent: April 5, 2005
    Assignee: Merck Patent GmbH
    Inventors: Peer Kirsch, Andreas Ruhl, Gerd-Volker Röschenthaler, Dmitrii Sevenard
  • Patent number: 6872855
    Abstract: The present invention is directed to a convenient method of synthesizing radiolabeled ?-trifluoromethyl ketones by a fluorination reaction. The present invention also relates to imaging agents and markers for identifying cell proliferation, or viral infection. The markers and imaging agents including the radiolabeled ?-trifluoromethyl ketones that are prepared by the present method.
    Type: Grant
    Filed: November 26, 2003
    Date of Patent: March 29, 2005
    Assignee: University of Southern California
    Inventors: G. K. Surya Prakash, Mian M. Alauddin, Jinbo Hu, Peter S. Conti, George A. Olah
  • Patent number: 6855850
    Abstract: To provide a practical method of manufacturing fluorine compounds in a small number of steps that can carry out fluorination reaction of substrates using easily available fluorinating agents that can be inexpensively produced industrially, and recover precursors of the fluorinating agents generated accompanying the reaction quantitatively in an easy operation, and a method of recovery and regeneration of the precursors of the fluorinating agents. N-Fluoro-quaternary-nitrogen-onium tetrafluoroborate salts represented by the general formula (1) as the fluorinating agents are used. N-Hydro-quaternary-nitrogen-onium tetrafluoroborate salts represented by the general formula (2) generated accompanying the reaction are separated and recovered from the reaction mixture by means of depositing as crystals by the addition of solvents with a low affinity to the salts to the reaction mixture after the reaction.
    Type: Grant
    Filed: May 1, 2003
    Date of Patent: February 15, 2005
    Assignee: Daikin Industries Ltd.
    Inventors: Kenji Adachi, Ginjiro Tomizawa, Satoshi Oishi
  • Patent number: 6849768
    Abstract: Porous microcomposites have been prepared from perfluorinated ion-exchange polymer and metal oxides such as silica using the sol-gel process. Such microcomposites possess high surface area and exhibit extremely high catalytic activity.
    Type: Grant
    Filed: October 7, 2003
    Date of Patent: February 1, 2005
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mark Andrew Harmer, Qun Sun
  • Patent number: 6825383
    Abstract: The present invention provides a process for regiospecific chlorination of an aromatic or aliphatic compound with a chlorine source comprising a metal chloride and other than Cl2 and SO2Cl2 in presence of hypervalent iodine catalyst and in acidic medium.
    Type: Grant
    Filed: September 22, 2003
    Date of Patent: November 30, 2004
    Assignee: Council of Scientific and Industrial Research
    Inventors: Gajanan Kundalik Dewkar, Vinay Vijayraj Thakur, Sanjeevani Amrit Pardhy, Arumugam Sudalai, Sukumar Devotta
  • Publication number: 20040230079
    Abstract: A novel, convenient and efficient method for trifluoromethylation of substrate compounds is disclosed. Particularly, alkoxide and hydroxide induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides and other electrophiles, using phenyl trifluoromethyl sulfone PhSO2CF3 (or sulfoxide PhSOCF3) is disclosed. A method of both symmetrical and unsymmetrical anti-2,2-difluoropropan-1,3-diols with high diastereoselectivity (up to 94% de) is disclosed using difluoromethyl phenyl sulfone. This unusual type of high diastereoselectivity was obtained via an intramolecular charge-charge repulsion effect rather than the traditional steric control (based on the Cram's rule). Thus, difluoromethyl phenyl sulfone can be used as a novel difluoromethylene dianion species (“−CF2−”), which can couple two electrophiles (such as diphenyl disulfide or non-enolizable aldehydes) to give new difluoromethylenated products.
    Type: Application
    Filed: January 12, 2004
    Publication date: November 18, 2004
    Inventors: G.K.Surya Prakash, Jinbo Hu, George A. Olah
  • Patent number: 6730814
    Abstract: This invention relates to a process for the preparation of acylated aromatic ethers, in particular the acylation of anisole (methoxybenzene) and veratrole (1,2-dimethoxybenzene) for the preparation of corresponding acylated aromatic ether, namely, p-methoxyacetophenone and 3,4-dimethoxyacetophenone respectively, using clay based heterogeneous catalysts, and their lanthanide exchanged forms at moderate temperature and pressure with high selectivity.
    Type: Grant
    Filed: January 14, 2003
    Date of Patent: May 4, 2004
    Assignee: Council of Scientific and Industrial Research
    Inventors: Rakesh Vir Jasra, Muthusamy Sengodagounder, Yogiraj Mansukhlal Badheka