Plural Chalcogens Double Bonded Directly To The Sulfur (e.g., Sulfonyl Halides, Etc.) Patents (Class 562/828)
  • Publication number: 20120116121
    Abstract: Produce a sulfo-chlorinated hydrocarbon using liquid sulfur dioxide, a chlorinating agent such as chlorine or sulfuryl chloride, and a metal complex catalyst, the catalyst being represented as LnM where L is at least one of an amine, phosphine, chloride or oxide, n is an integer within a range of from 1 to 6, and M is a metal selected from a group consisting of copper (Cu), ruthenium (Ru), iron (Fe), chromium (Cr), lanthanum (La), nickel (Ni), palladium (Pd), rhodium (Rh), rhenium (Re), molybdenum (Mo) and manganese (Mn).
    Type: Application
    Filed: July 28, 2010
    Publication date: May 10, 2012
    Applicant: Dow Global Technologies LLC
    Inventors: Kurt F. Hirsekorn, William Tenn, Peter N. Nickias
  • Patent number: 8067648
    Abstract: A phenyl tin compound is synthesized by using a derivative having various functional groups and a bromo- or iodo-benzene ring as a labeling material of a radioactive ligand. On the other hand, a novel hydroxytosyl iodobenzene compound having an electron-donating group is obtained by oxidizing iodobenzene having one or more electron-donating groups and reacting it with tosylic acid. Then, a diphenyliodonium salt which is a labeling precursor is synthesized by reacting the resulting compound with various phenyl tin compounds. Finally, a 18F-labeled ligand having various functional groups and a [18F] fluorobenzene ring is synthesized by reacting the resulting diphenyliodonium salt with [18F]F?.
    Type: Grant
    Filed: November 29, 2006
    Date of Patent: November 29, 2011
    Assignee: National Institute of Radiological Sciences
    Inventors: Kazutoshi Suzuki, Ming-Rong Zhang, Katsushi Kumata
  • Patent number: 8043786
    Abstract: The invention provides novel acid generators which are unproblematic in combustibility and accumulation inside the human body and can generate acids having high acidities and high boiling points and exhibiting properly short diffusion lengths in resist coating films and which permit the formation of resist patterns excellent smoothness with little dependence on the denseness of a mask pattern; sulfonic acids generated from the acid generators; sulfonyl halides useful as raw material in the synthesis of the acid generators; and radiation-sensitive resin compositions containing the acid generators. The acid generators have structures represented by the general formula (I), wherein R1 is a monovalent substituent such as alkoxycarbonyl, alkylsulfonyl, or alkoxysulfonyl; R2 to R4 are each hydrogen or alkyl; k is an integer of 0 or above; and n is an integer of 0 to 5.
    Type: Grant
    Filed: February 20, 2004
    Date of Patent: October 25, 2011
    Assignee: JSR Corporation
    Inventors: Satoshi Ebata, Yong Wang, Isao Nishimura
  • Patent number: 7989661
    Abstract: The present invention provides compounds useful for inhibiting the ADAM-10 protein, with selectivity versus MMP-1. Such compounds are useful in the in vitro study of the role of ADAM-10 (and its inhibition) in biological processes. The present invention also comprises pharmaceutical compositions comprising one or more ADAM-10 inhibitors according to the invention in combination with a pharmaceutically acceptable carrier. Such compositions are useful for the treatment of cancer, arthritis, and diseases related to angiogenesis. Correspondingly, the invention also comprises methods of treating forms of cancer, arthritis, and diseases related to angiogenesis in which ADAM-10 plays a critical role.
    Type: Grant
    Filed: October 23, 2009
    Date of Patent: August 2, 2011
    Assignee: Symphony Evolution, Inc.
    Inventors: Lynne Canne Bannen, Erick W. Co, Vasu Jammalamadaka, John M. Nuss, Moon Hwan Kim, Donna Tra Le, Amy Lew, Morrison B. Mac, Shumeye Mamo, Zhaoyang Wen, Wei Xu, Richard George Khoury
  • Patent number: 7842834
    Abstract: The present invention provides synthetic processes for the preparation of sulfonyl halides of Formula Ar—(R)z—SO2—X and sulfonamides of Formula Ar—(R)z—SO2—NR4R5, where the constituent variables are as defined herein, that are useful as intermediates in the preparation of pharmaceuticals.
    Type: Grant
    Filed: July 20, 2006
    Date of Patent: November 30, 2010
    Assignee: Wyeth LLC
    Inventors: Ronald S. Michalak, Jean L. Helom, Joseph Zeldis
  • Patent number: 7531610
    Abstract: A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer.
    Type: Grant
    Filed: January 28, 2008
    Date of Patent: May 12, 2009
    Assignee: Asahi Glass Company, Limited
    Inventors: Isamu Kaneko, Atsushi Watakabe, Jyunichi Tayanagi, Susumu Saito
  • Patent number: 7321061
    Abstract: The present invention provides processes for the preparation of arylalkylsulfonyl halides and heteroarylalkylsufonyl halides of Formula I: Ar—R—SO2—X, that are useful as intermediates in the preparation of pharmaceuticals.
    Type: Grant
    Filed: February 23, 2005
    Date of Patent: January 22, 2008
    Assignee: Wyeth
    Inventors: Ronald S. Michalak, Mousumi Ghosh, Mahmut Levent
  • Patent number: 6872849
    Abstract: The present invention relates to halo sulfonyl aryl boronates of the general formula (I): wherein Arylene designates a carbocyclic or heterocyclic, aromatic ring system comprising 1-3 rings; R1, R2 and R3 are, independently, hydrogen, C1-6alkyl, C1-6alkoxy, halogen, nitro, cyano or phenyl; X is fluoro, chloro or bromo; and Y is a boroxine moiety attached via a bond from Arylene to one of the boron atoms of a boroxine ring which ring has a group of the formula -Arylene(R1)(R2)(R3)SO2X, wherein Arylene, R1, R2, R3 and X are as defined above, at each of the other two boron atoms of the boroxine ring, or Y is a boronic acid group or a boronic ester group. The invention also relates to the preparation of the compounds of formula (I) and to their use in organic synthesis.
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: March 29, 2005
    Assignee: Novo Nordisk A/S
    Inventors: Per Vedso, Preben Houlberg Olesen, Thomas Hoeg-Jensen
  • Patent number: 6852883
    Abstract: In the process according to the invention for the manufacture of an alkanesulphonyl chloride RCH2—SO2Cl by oxidative chlorolysis of the corresponding mercaptan RCH2—SH, the mercaptan and water are introduced into the reaction mixture in the form of a dispersion of water in the mercaptan. This makes it possible to obtain both an alkanesulphonyl chloride of very good quality and a hydrochloric acid of commercial grade.
    Type: Grant
    Filed: September 10, 2001
    Date of Patent: February 8, 2005
    Assignee: Atofina
    Inventors: Jean Ollivier, Gisele Haurat
  • Patent number: 6642416
    Abstract: A process for the preparation of 2-[alkyl(aryl)]sulfonylbenzene sulfonyl chlorides of the following formula is provided: in which R is alkyl or aryl substituted at the ortho or meta positions with alkyl, aryl, NHAc or alkoxy, comprising the steps of: a) reacting 2-chloronitrobenzene, 2-fluoronitrobenzene or 2-bromonitrobenzene with a compound of the following formula: RSO2−M+ wherein R is defined above; and M is sodium, potassium, lithium, ammonium or quaternary ammonium, in a polar aprotic solvent at a temperature of about 50 to 190° C.; b) reacting the material prepared in step (a) with hydrogen at a pressure of about 20 to about 60 psi in a polar aprotic solvent at a temperature of about 20 to about 60° C.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: November 4, 2003
    Assignee: Wyeth
    Inventors: Lalitha Krishnan, Bogdan K. Wilk, Jennifer P. Varriano
  • Publication number: 20030109750
    Abstract: A process for the preparation of 2-[alkyl(aryl)]sulfonylbenzene sulfonyl chlorides of the following formula is provided: 1
    Type: Application
    Filed: October 31, 2002
    Publication date: June 12, 2003
    Applicant: Wyeth
    Inventors: Jennifer P. Varriano, Lalitha Krishnan, Bogdan K. Wilk
  • Patent number: 6531605
    Abstract: A process is described for the manufacture of a pyridinesulfonyl chloride or a benzenesulfonyl chloride in which the benzene ring bears one or more electron-withdrawing groups, the process comprising reacting a diazonium salt of an aminopyridine or aminobenzene in which the benzene ring bears one or more electron withdrawing groups with a mixture of thionyl chloride in water, in the presence of an electron transfer catalyst.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: March 11, 2003
    Assignee: Zeneca Limited
    Inventor: Philip John Hogan
  • Patent number: 6455684
    Abstract: A method for analyzing an objective substance, comprising reacting a labeled probe with an objective substance on a biological sample, said probe comprising a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, which is bonded to a probe selected from the group consisting of nucleic acid, nucleic acid binding protein, low molecular ligand and receptor for ligand (except antibody) to give a fluorescent complex, reacting the complex with an objective substance on a biological sample and assaying fluorescence of the resultant fluorescent complex, a labeled nucleic acid probe and a labeled nucleotide. According to the method of the present invention, defects such as hindrance of fluorescence due to contaminant substance, low sensitivity and the like can be resolved, thereby enabling analysis on a tissue.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: September 24, 2002
    Assignees: Toyo Boseki Kabushiki Kaisha
    Inventors: Kazuhiro Matsui, Katsunori Ikeda, Shinichi Teshima, Yoshihisa Kawamura, Kazuko Matsumoto
  • Patent number: 6441229
    Abstract: Higher-alkane sulfonyl halides are prepared by contacting a sulfur-containing compound, a halogen-containing compound, and a phase transfer agent within a reaction zone under reaction conditions.
    Type: Grant
    Filed: June 23, 2000
    Date of Patent: August 27, 2002
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 6388022
    Abstract: The present invention provides a linker binding carrier for organic synthesis represented by the formula: —Z—W—(SO2X)m wherein  is a carrier, X is a leaving group, Y is a bond or spacer, Z is a bivalent group, when Z is a bivalent electron attractive group, W is an aromatic ring which may be substituted and when Z is a bivalent non-electron attractive group, W is an aromatic ring which is substituted by an electron attractive group and may be further substituted and m is 1 or 2, or a salt thereof, which is useful for synthesizing a novel organic compound.
    Type: Grant
    Filed: August 30, 1999
    Date of Patent: May 14, 2002
    Assignee: Takeda Chemical Industires, Ltd.
    Inventors: Katsunori Nagai, Tetsuo Miwa
  • Patent number: 6384167
    Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is—OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.
    Type: Grant
    Filed: April 6, 2001
    Date of Patent: May 7, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
  • Patent number: 6339172
    Abstract: A method for analyzing an objective substance, comprsing reacting a labeled probe with an objective substance on a biological sample, said probe comprsing a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, which is bonded to a probe selected from the group consisting of nucleic acid, nudeic acid binding potein, low molecular ligand and receptor for ligand (except antibody) to give a fluorescent complex, reacting the complex with an objective substance on a biolgical sample and assaying fluorescence of the resultant fluorescent complex, a labeled nucleic acid probe and a labeled nucleotide. According to the method of the present invention, defects such as hindrance of fluorescence due to contaminant substance, low sensitivity and the like can be resolved, thereby enabling analysis on a tissue.
    Type: Grant
    Filed: April 28, 1999
    Date of Patent: January 15, 2002
    Assignees: Toyo Boseki Kabushiki Kaisha
    Inventors: Kazuhiro Matsui, Katsunori Ikeda, Shinichi Teshima, Yoshihisa Kawamura, Kazuko Matsumoto
  • Patent number: 6303814
    Abstract: N-(Triazoloazinyl)arylsulfonamide compounds, such as 2,6-dimethoxy-N-(8-chloro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide, 2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)pyridine-3-sulfonamide, and 2-methoxy-6-methoxycarbonyl-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzenesulfonamide were prepared from appropriately substituted 2-amino[1,2,4]triazolo [1,5-c]pyrimidine and 2-amino[1,2,4]triazolo[1,5-a]pyridine compounds and appropriately substituted benzene sulfonyl chloride and pyridine-3-sulfonyl chloride compounds. The compounds were found to be useful as herbicides.
    Type: Grant
    Filed: March 16, 2000
    Date of Patent: October 16, 2001
    Assignee: Dow AgroSciences LLC
    Inventors: Timothy C. Johnson, Robert J. Ehr, Mark A. Pobanz, Richard K. Mann, Timothy P. Martin, John C. Van Heertum
  • Patent number: 6291710
    Abstract: A process for preparing compounds of the general formula (I) from compounds of the general formula (II) and sulfite salts with subsequent halogenation. The solvent which is used for halogenation is an organic solvent which is fully or partly miscible with water. The sulfonyl halides are useful for synthesizing bio active substances.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: September 18, 2001
    Assignee: Degussa AG
    Inventors: Christoph Weckbecker, Erich Kraus, Karlheinz Drauz
  • Patent number: 6268532
    Abstract: The present invention provides a monomer having the formula A—B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is —OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.
    Type: Grant
    Filed: June 5, 2000
    Date of Patent: July 31, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
  • Patent number: 6262300
    Abstract: The present invention provides process for the preparation of chlorocarbonyl chlorides of the formula I R1—CHCl—Y—COCl  (I), where R1 is for example hydrogen or C1- to C20-alkyl and Y is for example a saturated or mono- or polyolefinically unsaturated C2-C8-alkylene chain, by reacting lactones with a chlorinating agent in the presence of a urea compound.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: July 17, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Jürgen Weyer, Armin Stamm, Theodor Weber, Jochem Henkelmann
  • Patent number: 6166251
    Abstract: Disclosed are labeling reagents containing fluorescent compounds represented by the general formula ##STR1## where R is a group capable of combining with proteins, Ar is a conjugated double bond system, and n is a whole number. These labeling reagents have high fluorescence emission intensities, give high synthesis yields, permit both solid-phase measurements and liquid-phase measurements in immunoassays, and require less measuring steps.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: December 26, 2000
    Assignees: Kazuko Matsumoto, Suzuki Motor Corporation
    Inventors: Kazuko Matsumoto, Jingli Yuan
  • Patent number: 6124497
    Abstract: A process for preparing alkane sulfonic acids and sulfonyl chlorides by oxidation of alkanethiols or dialkyl disulfides in the presence of nitric acid or nitric oxides as a catalyst and in the presence of bromide as a cocatalyst.
    Type: Grant
    Filed: October 22, 1999
    Date of Patent: September 26, 2000
    Assignee: Innochem Inc.
    Inventor: Johnson Chen
  • Patent number: 5859297
    Abstract: Disclosed are labeling reagents containing fluorescent compounds represented by the general formula ##STR1## where R is a group capable of combining with proteins, Ar is a conjugated double bond system, and n is a whole number. These labeling reagents have high fluorescence emission intensities, give high synthesis yields, permit both solid-phase measurements and liquid-phase measurements in immunoassays, and require less measuring steps.
    Type: Grant
    Filed: October 23, 1996
    Date of Patent: January 12, 1999
    Assignees: Kazuko Matsumoto, Suzuki Motor Corporation
    Inventors: Kazuko Matsumoto, Jingli Yuan
  • Patent number: 5801283
    Abstract: The process for the purification of an alkanesulphonyl chloride (ASC) in order to reduce the sulphate content thereof consists in washing the alkanesulphonyl chloride with water or with an aqueous solution of an acid having a pH of between -0.57 and 7 and then in separating the alkanesulphonyl chloride thus purified from the aqueous phase.This purified ASC leads, by total hydrolysis, to alkanesulphonic acid with a low content of sulphuric acid.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: September 1, 1998
    Assignee: Elf Atochem S.A.
    Inventors: Jean Ollivier, Annie Commarieu
  • Patent number: 5750779
    Abstract: A preparation process of acyl halide or sulfonyl halide which comprises reacting corresponding carboxylic acid or sulfonic acid with a haloiminium salt represented by the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are same or different lower alkyl groups, X is a halogen atom, and n is an integer of 2 or 3.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: May 12, 1998
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Teruyuki Nagata, Hidetoshi Hayashi, Hideki Mizuta
  • Patent number: 5663431
    Abstract: The invention relates to 1-Benzenesulfonyl-1,3-dihydroindol-2-one derivatives of the formula ##STR1## and their salts, where appropriate, to their preparation and to pharmaceutical compositions in which they are present. These compounds have an affinity for the vasopressin and/or ocytocin receptors.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 2, 1997
    Assignee: Sanofi
    Inventors: Alain Di Malta, Loic Foulon, Georges Garcia, Dino Nisato, Richard Roux, Claudine Serradeil-Legal, Gerard Valette, Jean Wagnon
  • Patent number: 5627292
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: March 9, 1994
    Date of Patent: May 6, 1997
    Assignees: Centre National de la Recherche Scientifique, Hydro-Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 5530066
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one group R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: May 3, 1995
    Date of Patent: June 25, 1996
    Assignees: Centre Nationale de la Recherche Scientifique, Hydro Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 5504248
    Abstract: Halogenated compounds are prepared by ring opening reactions of highly fluorinated cyclopropanes with chlorine, bromine, iodine, or mixtures thereof at temperatures over 100.degree. C. A novel compound, which is one type of compound produced, is a highly fluorinated and halogenated ether and other novel compounds are starting materials or products. The products of the process are useful as chain transfer agents for certain free radical polymerizations, and as chemical intermediates in the preparation of various products such as surfactants and textile surface treatments.
    Type: Grant
    Filed: July 28, 1994
    Date of Patent: April 2, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul J. Krusic, Zhen-Yu Yang
  • Patent number: 5459228
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups R.sup.3 O--CF.sub.2 -- or R.sup.3 -- R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: October 17, 1995
    Assignees: Centre National de la Recherche Scientifique, Hydro Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 5436370
    Abstract: In a method for preparing 3-nitrobenzene sulphonic acid chloride from nitrobenzene and chlorosulphonic acid, nitrobenzene is reacted with chlorosulphonic acid at approximately 90.degree. to approximately 120.degree. C. and an inorganic acid chloride is then allowed to act on the resultant reaction mixture at approximately 40.degree. to approximately 90.degree. C.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: July 25, 1995
    Assignee: Hoechst Ag
    Inventors: Michael Meier, Reinhard Wagner
  • Patent number: 5414117
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: March 8, 1994
    Date of Patent: May 9, 1995
    Assignees: Centre National de la Recherche Scientifique, Hydro Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 5136043
    Abstract: A process for the preparation of aromatic sulfonyl chlorides of the formula I ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are identical or different and are hydrogen, fluorine, chlorine, bromine or iodine atoms, alkyl(C.sub.1 -C.sub.4), acetamido, nitro or carboxyl groups, or R.sub.1 and R.sub.2 together form an aromatic or heteroaromatic ring having 5 or 6 ring members, which can be substituted by fluorine, chlorine, bromine or iodine atoms, alkyl(C.sub.1 -C.sub.4), acetamido, nitro or carboxyl groups, by reaction of aromatic compounds of the formula II ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 have the abovementioned meanings, with chlorosulfonic acid in excess or with chlorosulfonic acid or oleum and thionyl chloride, by reacting in the presence of sulfamic acid as a catalyst.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: August 4, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Meier, Wolfgang Tronich
  • Patent number: 5095150
    Abstract: A formylated alkylbenzenesulfonyl halide compound represented by the following general formula (I): ##STR1## wherein R.sub.1 is an alkyl group having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are each a member selected from the group consisting of a hydrogen atom and alkyl groups having 1 to 5 carbon atoms; X is a halogen atom; the sulfonyl halide group is present at the ortho or para position while the formyl group at the para or ortho position relative to the group R.sub.1 when R.sub.2 and R.sub.3 are both a hydrogen atom, while the sulfonyl halide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 is an alkyl group and R.sub.3 is a hydrogen atom, or the sulfonylhalide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 and R.sub.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: March 10, 1992
    Assignee: Agency of Industrial Science & Technology
    Inventors: Yoshie Souma, Jun Iyoda, Hirosi Sano
  • Patent number: 5030752
    Abstract: A formylated alkylbenzenesulfonyl halide compound represented by the following general formula (I): ##STR1## wherein R.sub.1 is an alkyl group having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are each a member selected from the group consisting of a hydrogen atom and alkyl groups having 1 to 5 carbon atoms; X is a halogen atom; the sulfonyl halide group is present at the ortho or para position while the formyl group at the para or ortho position relative to the group R.sub.1 when R.sub.2 and R.sub.3 are both a hydrogen atom, while the sulfonyl halide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 is an alkyl group and R.sub.3 is a hydrogen atom, or the sulfonylhalide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 and R.sub.
    Type: Grant
    Filed: July 25, 1989
    Date of Patent: July 9, 1991
    Assignee: Agency of Industrial Science and Technology
    Inventors: Yoshie Souma, Jun Iyoda, Hirosi Sano
  • Patent number: 4990637
    Abstract: Herbicidally active novel substituted 1-benzylsulphonyl-3-heteroaryl(thio)-ureas of the formula ##STR1## in whichQ.sub.1 represents oxygen or sulphur,R.sup.1 represents hydrogen, or represents optionally substituted radicals from the series comprising alkyl, alkenyl, alkynyl and aralkyl,R.sup.2 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents halogenoalkyl,X represents nitrogen or a --CH grouping,Y represents nitrogen or a --CR.sup.5 grouping,R.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl,Z represents nitrogen or a --CR.sup.6 grouping, andR.sup.6 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,and salts thereof with metals and basic organic nitrogen compounds. The benzylsulphonyl moieties are also new.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Ernst Kysela, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
  • Patent number: 4956494
    Abstract: Alkanesulfonic acids and alkanesulfonyl chlorides, free of undesirable side products arising from side-chain chlorination, are prepared by oxidation with hydrogen peroxide of the corresponding alkanethiol, dialkyldisulfide or alkyl alkanethiolsulfonate mixed with aqueous hydrochloric acid.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: September 11, 1990
    Assignee: Pennwalt Corporation
    Inventors: Altaf Husain, Gregory A. Wheaton
  • Patent number: 4950793
    Abstract: An aromatic hydrocarbon represented by the following general formula [I]: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 stand for a hydrogen atom or alkyl group, is reacted with a halogenated sulfonic acid in the presence of a Lewis acid to obtain an aromatic sulfone compound represented by the following general formula [II]: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above and Z stands for a halogen atom or an aromatic hydrocarbon group represented by the following general formula [III]: ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 are as defined above.
    Type: Grant
    Filed: February 8, 1989
    Date of Patent: August 21, 1990
    Assignee: Agency of Industrial Science & Technology
    Inventor: Yoshie Souma
  • Patent number: 4880576
    Abstract: An N-alkylated formamide of the formula ##STR1## wherein R.sup.1 denotes alkylR.sup.2 denotes alkyl with at least 9 carbon atoms or the group ##STR2## wherein A denotes straight-chain or branched alkanediyl,R.sup.1 denotes lower alkyl andn denotes an integer from 2 to 6,a process for the preparation of the same and its use in the replacement of a hydroxyl group in an organic compound by chlorine or bromine the improvement wherein the replacement is carried out in the presence of an N-alkylated formamide.
    Type: Grant
    Filed: September 17, 1986
    Date of Patent: November 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Norbert Langenfeld, Wolfgang Heydkamp
  • Patent number: 4874894
    Abstract: Process comprises the combination of two steps of interacting a R-benzene, sulfuric acid and phosphorus oxychloride to obtain 4-R-benzenesulfonyl chloride and amidating said sulfonyl chloride to produce 4-R-benzenesulfonamide.
    Type: Grant
    Filed: April 29, 1987
    Date of Patent: October 17, 1989
    Assignee: Hilton Davis Co.
    Inventor: Ramamurthi Kannan