Hydroxy, Bonded Diretly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/276)
  • Publication number: 20150000688
    Abstract: The present invention relates to direct dyes of azomethine type of formula (I) below; and also to the use thereof for dyeing keratin fibres, in particular human keratin fibres such as the hair. The invention also relates to a composition for dyeing keratin fibres, comprising such direct dyes in a suitable dyeing medium. Similarly, a subject of the invention is a process for dyeing keratin fibres using the said dye composition, and also a device comprising the same. Finally, the present invention also relates to precursors of these direct dyes.
    Type: Application
    Filed: December 11, 2012
    Publication date: January 1, 2015
    Inventors: Stephane Sabelle, Madeleine Leduc
  • Publication number: 20140275569
    Abstract: The present application provides methods for decarboxylation of amino acids via imine formation with a catalyst under superheated conditions in either a microwave or oil bath.
    Type: Application
    Filed: March 14, 2014
    Publication date: September 18, 2014
    Inventors: Richard W. Morrison, Douglas Michael Jackson
  • Publication number: 20140018548
    Abstract: A chiral hydrogenated H8-BINOL bisphosphine compound is provided, with the structure shown as the following formula (I), wherein both R1 and R2 are halogen, H or C1-C10 aliphatic group; R3 is H or C1-C10 aliphatic group; R4 is halogen, amino, nitro, H, C1-C10 aliphatic group or C1-C10 aromatic group; and X is phenyl, substituted phenyl, cyclohexyl, substituted cyclohexyl, C6-C30 aromatic group, or C6-C30 heterocyclic aromatic group containing one or more heteroatoms selected from N, S, O. The present invention further provides a catalyst for an asymmetric catalytic hydrogenation reaction which contains the compound, wherein the catalyst can produce more than 90% of enantiomers and efficiency with the turnover number of greater than 100,000 in the asymmetric hydrogenation reaction of imines.
    Type: Application
    Filed: March 2, 2011
    Publication date: January 16, 2014
    Applicants: DALIAN HETEROGENEOUS CATALYST CO., LTD., YOUTH CHEMICAL CO., LTD., JIANGSU YANGNONG CHEMICAL CO., LTD.
    Inventor: Jin Li
  • Publication number: 20130310254
    Abstract: The present application relates to novel alpha, beta-unsaturated imines, to processes for their preparation, to their use for controlling animal pests including arthropods and in particular insects and to their use in the control of vectors.
    Type: Application
    Filed: November 24, 2011
    Publication date: November 21, 2013
    Applicant: BAYER INTELLECTUAL PROPERTY GMBH
    Inventors: Stefan Werner, Ulrich Ebbinghaus-Kintscher, Sebastian Horstmann, Michael Maue, Hans-Georg Schwarz, Robert Velten, Arnd Voerste, Ulrich Görgens, Andreas Turberg
  • Patent number: 8568884
    Abstract: Disclosed are a compound that emits fluorescence, particularly in its solid state, and is suited to provide a color converting material with various improved performance properties over prior art and a light emitter, a color conversion filter, a color conversion device, and a photoelectric device each containing the compound; particularly a Schiff base type compound of formula (I) and a coloring material, a color conversion layer, a light absorbing layer, a color conversion filter, a light absorbing filter, a color-converting light-emitting device, and a photoelectric device each containing the compound. The definition of the symbols in formula (I) is the same as in the specification.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: October 29, 2013
    Assignee: Adeka Corporation
    Inventors: Mitsuhiro Okada, Koichi Shigeno
  • Publication number: 20130237725
    Abstract: Asymmetrical 2,5-disubstituted-1,4-diaminobenzenes are provided, along with a process for forming both symmetrical and asymmetrical 2,5-disubstituted-1,4-diaminobenzenes.
    Type: Application
    Filed: March 9, 2012
    Publication date: September 12, 2013
    Inventors: Zhang-Lin Zhou, Si-Ty Lam, Lihua Zhao
  • Publication number: 20130193426
    Abstract: The invention relates to the use of zwitterionic molecules for forming a hole or electron transport layer. The preferred zwitterionic molecules of the invention are derivatives of p-benzoquinonemonoimines. The invention is useful in the field of electronic devices in particular.
    Type: Application
    Filed: August 23, 2011
    Publication date: August 1, 2013
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITY OF NEBRASKA LINCOLN, UNIVERSITE DE STRASBOURG
    Inventors: Bernard Doudin, Pierre Braunstein, Lucie Routaboul, Guillaume Dalmas, Zhengzheng Zhang, Peter Dowben
  • Publication number: 20130060056
    Abstract: Embodiments of the present disclosure provide for catalysts such as those shown in FIG. 1.1 and in the Examples, methods of making catalysts, methods of using catalysts, and the like.
    Type: Application
    Filed: August 31, 2012
    Publication date: March 7, 2013
    Applicant: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
    Inventors: Sukwon Hong, Hwi Min Seo, David R. Snead
  • Publication number: 20120071663
    Abstract: The present invention relates to various processes for the preparation of N?-(4-{[3-(4-chloro-benzyl)-1,2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide.
    Type: Application
    Filed: August 10, 2011
    Publication date: March 22, 2012
    Applicant: Bayer CropScience AG
    Inventors: Frank VOLZ, Thomas Himmler, Klaus Kunz, Jörg Greul, Ulrich Heinemann, Thomas Seitz, Pierre Cristau, Oswald Ort
  • Publication number: 20110166372
    Abstract: A process for producing an optically active cyclopropanecarboxylic acid ester compound represented by the formula (4): (wherein R5, R6 and * each represents the same meaning as defined below), comprising reacting a diazoacetic acid ester represented by the formula (2): N2CHCO2R5??(2) (wherein R5 represents an alkyl group having 1 to 15 carbon atoms or the like) with a compound represented by the formula (3): (wherein R6 represents an alkyl group having 1 to 15 carbon atoms or the like), in the presence of an asymmetric copper complex obtained by reacting a copper compound and an optically active salicylideneaminoalcohol compound represented by the formula (1): (wherein R1 represents an alkyl group having 1 to 4 carbon atoms or the like, R2 represents a hydrogen atom or the like, R3 and R4 independently represent a hydrogen atom or the like, and * represents an asymmetric center).
    Type: Application
    Filed: September 7, 2009
    Publication date: July 7, 2011
    Inventors: Katsuhisa Masumoto, Kouji Yoshikawa
  • Publication number: 20110144372
    Abstract: Disclosed is a method for producing a compound represented by Formula (4), the method including Step I of adding a solution in which hydrogen chloride is dissolved in an alcohol, to a mixture containing an organic solvent and a compound represented by Formula (1), and Step II of mixing a compound obtained in Step I, represented by Formula (3), with water.
    Type: Application
    Filed: August 24, 2009
    Publication date: June 16, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Hajime Ishida, Massaji Hirota
  • Publication number: 20110135958
    Abstract: Disclosed are a compound that emits fluorescence, particularly in its solid state, and is suited to provide a color converting material with various improved performance properties over prior art and a light emitter, a color conversion filter, a color conversion device, and a photoelectric device each containing the compound; particularly a Schiff base type compound of formula (I) and a coloring material, a color conversion layer, a light absorbing layer, a color conversion filter, a light absorbing filter, a color-converting light-emitting device, and a photoelectric device each containing the compound. The definition of the symbols in formula (I) is the same as in the specification.
    Type: Application
    Filed: June 30, 2010
    Publication date: June 9, 2011
    Applicant: ADEKA CORPORATION
    Inventors: Mitsuhiro Okada, Koichi Shigeno
  • Publication number: 20110098432
    Abstract: The present invention provides a complex of formula I wherein M is Ca, Mg, Ba or Sr; L1 is selected from R1O, R2S, R3R4N, R5R6P, a substituted or unsubstituted cyclopentadienide, and a substituted or unsubstituted pyrazolyl group, where R1-6 are each independently H or hydrocarbyl; L2 is selected from R7R8O, R7R8S, R7R8R9N, R7R8C?NR9, PR7R8R9, and a substituted or unsubstituted heterocycle containing one or more O, N or S atoms, where R7-9 are each independently H or a hydrocarbyl group; or L1 and L2 are linked to form a bidentate ligand; L3 is absent or is a solvent molecule, or a neutral ligand as defined for L2, wherein L3 may be the same or different to L2; or L3 is linked to a further metal centre; or L1, L2 and L3 are linked to form a tridentate ligand; and X is an alkyl group, an aryl group, an aryloxide, an amide group, or an enolate group of formula R10R11C?CR12O—, wherein R10-12 are each independently H or hydrocarbyl; with the proviso that when L1 and L2 are {HC(C(CH3)?N-2,6-iPr2C6H3)2} and M i
    Type: Application
    Filed: January 16, 2003
    Publication date: April 28, 2011
    Inventors: Edward Marshall, John Anthony Segal, Vernon Charles Gibson
  • Publication number: 20110041261
    Abstract: The invention relates to the dyeing of keratinous fibres using azomethine direct dyes of formula (I) or reduced precursors of azomethine direct dyes of formula (II) obtained from 2-chloro-3-amino-6-methylphenol. A subject-matter of the invention is a dyeing composition comprising at least one chlorinated azomethine direct dye or one reduced precursor of a chlorinated azomethine direct dye, a method for dyeing keratinous fibres which employs the said composition and their uses in the dyeing of keratinous fibres. This composition makes it possible to obtain a particularly stable and consistent colouring.
    Type: Application
    Filed: December 9, 2008
    Publication date: February 24, 2011
    Inventors: Madeleine Leduc, Stéphane Sabelle, Eric Metais, Christophe Rondot
  • Publication number: 20110041263
    Abstract: The invention relates to the dyeing of keratin fibres using azomethine direct dyes or precursors of azomethine dyes obtained from 2-alkylresorcinols. The invention relates to a dye composition comprising at least one azomethine direct dye or pre-cursor of an azomethine direct dye, to a process for dyeing keratin fibres, using the said composition, and to their uses in the dyeing of keratin fibres. This composition allows a particularly stable and fast coloration to be obtained.
    Type: Application
    Filed: December 9, 2008
    Publication date: February 24, 2011
    Inventors: Madeleine Leduc, Eric Metais, Stéphane Sabelle, Christophe Rondot
  • Publication number: 20100311673
    Abstract: Sulfanyl-tetrahydropyran-based compounds, pharmaceutical compositions comprising them, and methods of their use for the treatment of diseases and disorders such as diabetes and obesity are disclosed.
    Type: Application
    Filed: August 18, 2010
    Publication date: December 9, 2010
    Inventors: Bryce Alden Harrison, Spencer David Kimball, Ross Mabon, David Brent Rawlins
  • Publication number: 20090137800
    Abstract: A compound represented by the following general formula (I), wherein ring A and ring B each independently represent a benzene, naphthalene, or heterocyclic ring which may be substituted; R1 and R2 each independently represent an alkyl group having 1 to 8 carbon atoms which may be substituted; R1 and R2 may be linked together to form a ring; a methylene group of the alkyl group having 1 to 8 carbon atoms may be replaced by —O— or —CH?CH—; Anq- represents a q-valent anion, where q is 1 or 2; p represents a coefficient to keep the charge neutral.
    Type: Application
    Filed: March 5, 2007
    Publication date: May 28, 2009
    Inventor: Satoshi Yanagisawa
  • Publication number: 20090065445
    Abstract: Compositions and methods relating to aromatic imine compounds and methods of their use are described. The compounds are formed from aromatic aldehydes and amino or amino derivatives. The compounds and their derivatives are useful, for example, as hydrogen sulfide and mercaptan scavengers for use in both water and petroleum products.
    Type: Application
    Filed: September 12, 2007
    Publication date: March 12, 2009
    Applicant: GUARD PRODUCTS LLC
    Inventors: Gary Westlund, David Weller
  • Patent number: 6656967
    Abstract: The invention provides fungicidal compounds of formula I and salts thereof: wherein the various radicals and substituents are as defined in the description, fungicidal compositions containing them and method for combating fungi which comprises applying these.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: December 2, 2003
    Assignee: Bayer Cropscience SA
    Inventors: Vincent Gerusz, Darren James Mansfield, Joseph Perez, Jean-Pierre Vors
  • Patent number: 6596863
    Abstract: Process for producing a nitroetheneamine derivative or its stereoisomer, its tautomer or a salt thereof comprising reacting a compound of the formula with a compound of the formula R6—CH2NO2 to obtain a compound of the formula and reacting the resulting compound with a compound of the formula
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: July 22, 2003
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Patent number: 6492555
    Abstract: The present invention includes a number of novel intermediates such as the (S)-secondary alcohol of formula (VIIIA) X2—CH2—C*H(OH)—CH2—NH—CO—RN  (VIIIA) and processes for production of pharmacologically useful oxazolidinones.
    Type: Grant
    Filed: January 15, 2002
    Date of Patent: December 10, 2002
    Assignee: Pharmacia & Upjohn Company
    Inventor: Bruce Allen Pearlman
  • Patent number: 6451792
    Abstract: A medical composition containing, as an active constituent, a nitroetheneamine derivative represented by the formula (I): wherein the substituents are as defined in the disclosure, its stereoisomers, its tautomers or a salt thereof.
    Type: Grant
    Filed: March 20, 2001
    Date of Patent: September 17, 2002
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Fuminori Kato, Keizo Miyata, Hirohiko Kimura, Kazuhiro Yamamoto, Hiroyuki Ikegami, Hiromi Takeo
  • Patent number: 6410788
    Abstract: The present invention includes a number of novel intermediates such as the (S)-secondary alcohol of formula (VIIIA) X2—CH2—C*H(OH)—CH2—NH—CO—RN  (VIIIA) and processes for production of pharmacologically useful oxazolidinones.
    Type: Grant
    Filed: August 9, 2001
    Date of Patent: June 25, 2002
    Assignee: Pharmacia & Upjohn Company
    Inventor: Bruce Allen Pearlman
  • Patent number: 6350910
    Abstract: The present invention describes a method for stereospecific isomerisation of prochiral allylamines into enamines and chiral imines, by using catalysts of Rh, Ir and Ru having phosphine chiral ligands immobilised on a solid material. The immobilised ligands are derivatives of phosphines of the type bis(diphenylphosphino)biaryl such as, for example, the phosphine known by the name BINAP. The method is particularly suitable for the production of optically active citronellal which may be obtained in optical purities above 95%.
    Type: Grant
    Filed: June 7, 2000
    Date of Patent: February 26, 2002
    Assignee: Firmenich SA
    Inventor: Christian Chapuis
  • Patent number: 6103929
    Abstract: Disclosed is a process for the preparation of cyclopropylglycine by a 5-step process wherein cyclopropanecarboxaldehyde is reacted with an .alpha.-aminoalkylaromatic compound to obtain an imine which is reacted with a cyanide to produce an aminonitrile compound; the aminonitrile compound is hydrolyzed to the corresponding aminocarboxylic acid and finally the arylalkyl residue is removed from the amino group by hydrogenolysis.
    Type: Grant
    Filed: November 16, 1999
    Date of Patent: August 15, 2000
    Assignee: Eastman Chemical Company
    Inventors: Daniel John Bayston, Jonathan Luke William Griffin, Arne Grumann, Mario Eugenio Cosimino Polywka, Ronald Michael Scott
  • Patent number: 6090982
    Abstract: Disclosed is a process for the preparation of cyclopropylglycine by a 5-step process wherein cyclopropanecarboxaldehyde is reacted with an .alpha.-aminoalkylaromatic compound to obtain an imine which is reacted with a cyanide to produce an aminonitrile compound; the aminonitrile compound is hydrolyzed to the corresponding aminocarboxylic acid and finally the arylalkyl residue is removed from the amino group by hydrogenolysis.
    Type: Grant
    Filed: November 16, 1999
    Date of Patent: July 18, 2000
    Assignee: Eastman Chemical Company
    Inventors: Daniel John Bayston, Jonathan Luke William Griffin, Arne Gruman, Mario Eugenio Cosimino Polywka, Ronald Michael Scott
  • Patent number: 6039895
    Abstract: This invention relates to a vinyl aromatic, especially styrene, polymerization inhibitor system comprising an N-phenyl-1,4-benzoquinoneimine compound and optionally an aryl-substituted phenylenediamine.
    Type: Grant
    Filed: July 18, 1994
    Date of Patent: March 21, 2000
    Inventors: Howard Stephen Friedman, Paul Edwin Stott
  • Patent number: 5990151
    Abstract: The present invention relates to an optically active, substituted phenylalkylamine derivative represented by Formula [1]: ##STR1## wherein A is a substituted or non-substituted phenyl or thienyl; X.sup.1 is hydrogen, halogen, hydroxyl or a substituted or non-substituted C.sub.1-5 alkoxy; R.sup.1 and R.sup.2 are equally or differently hydrogen, C.sub.1-7 alkyl, C.sub.3-7 alkenyl or C.sub.3-7 alkynyl; R.sup.3 is C.sub.1-10 alkyl, C.sub.2-10 alkenyl or C.sub.2-10 alkynyl; n is an integer from 2 to 5; and m is an integer from 1 to 4,or a pharmaceutically acceptable salt thereof, and pharmaceutical use of such compound or salt. The compound of the invention is excellent in sigma 1 receptor antagonism and useful for treating schizophrenia, depression, anxiety, cerebrovascular diseases/senile troublesome behaviors, and cognitive dysfunctions and motor dysfunctions such as Alzheimer's disease, Parkinson's disease and Huntington's disease which are neurodegenerative diseases.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: November 23, 1999
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Atsuro Nakazato, Toshihito Kumagai, Tomoki Miyazawa, Koumei Ohta, Yutaka Kawashima, Katsuo Hatayama, deceased
  • Patent number: 5945130
    Abstract: A circuit on a circuit board is encapsulated using a first mold section and a second mold section. The first mold section closes on one side of the board, and the first mold section has an exposed first conduit. The second mold section closes on another side of the board, and the second mold section has a second conduit for pushing molding compound into a mold cavity in at least one of the mold sections. The second conduit has a side opened to the first mold section when the first and section mold sections are closed on the circuit board. A piston extends through the first conduit to close the side of the second conduit.
    Type: Grant
    Filed: February 20, 1997
    Date of Patent: August 31, 1999
    Assignee: VLT Corporation
    Inventors: John R. Saxelby, Jr., Walter R. Hedlund, III
  • Patent number: 5852215
    Abstract: Aromatic azomethines are produced by continuous reaction of an aniline with a formaldehyde source, with continuous evaporation to remove residual water of reaction. The azomethine product may be further reacted, either continuously or in batch process, with a haloacetylating agent, and, additionally, with an aliphatic alcohol.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: December 22, 1998
    Assignee: Zeneca Limited
    Inventors: Kambiz Javdani, Louie A. Nady, Ping H. Sih, Gilbert Rodriguez
  • Patent number: 5744642
    Abstract: The invention relates to a novel process for the preparation of aliphatic imines of the general formula (I): ##STR1## in which R.sup.1 is alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, arylalkyl or heteroarylalkyl, each of which is optionally substituted, andR.sup.2 is optionally substituted alkyl andcharacterized in thatamines of the general formula (II):R.sup.1 --NH.sub.2 (II)in whichR.sup.1 is as defined above,are reacted with aldehydes of the general formula (III): ##STR2## in which R.sup.2 is as defined above,in the presence of a practically water-immiscible organic solvent, at temperatures between -30.degree. C. and +50.degree. C.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: April 28, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Werner Lindner
  • Patent number: 5639912
    Abstract: A dianilinoglutacondialdehyde compound is described, which is represented by the following formula (Ia) or (Ib): ##STR1## wherein R.sup.1 and R.sup.2 each represents an alkyl group or an aryl group and may be connected to each other; R.sup.3 represents a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom; R.sup.4 and R.sup.5 each represents a hydrogen atom or a non-metallic atom which is required to be connected to each other to form a 5- or 6-membered ring; and X.sup.- represents BF.sub.4.sup.-, SbF.sub.6.sup.- or PF.sub.6.sup.-. A process for the preparation of the compound as described above is also described.
    Type: Grant
    Filed: April 3, 1996
    Date of Patent: June 17, 1997
    Assignee: Fuji Photo Film co., Ltd.
    Inventor: Toru Harada
  • Patent number: 5504253
    Abstract: A method of making (R)-N- 1-(3-methoxyphenyl)ethyl!-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of (R)-3-methoxy-.alpha.-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have the formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.
    Type: Grant
    Filed: July 15, 1994
    Date of Patent: April 2, 1996
    Assignee: NPS Pharmaceuticals, Inc.
    Inventors: Bradford C. VanWagenen, Thomas E. D'Ambra
  • Patent number: 5449827
    Abstract: The invention relates to an azomethine of the following composition: ##STR1## in which R.sup.1 is H or a branched or unbranched C.sub.1-14 -alkyl radical, andR.sup.2 is a branched or unbranched C.sub.1-14 -alkyl radical, an C.sub.1-14 alkyl-substituted phenyl radical or a C.sub.1 -C.sub.8 -(cyclo)-alkyl radical.It further relates to a process for preparing an azomethine, in which ##STR2## is reacted with the corresponding carbonyl compounds ##STR3## The invention also relates to the use of the azomethines for the preparation of certain polyazomethines (poly-Schiff bases), where the azomethines are reacted with diisocyanates or their adducts with polyols or their trimers, and to polyazomethine compounds.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: September 12, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Lomoelder, Wilfried Paulen, Felix Schmitt, Elmar Wolf
  • Patent number: 5438073
    Abstract: Dermatological and/or cosmetological compositions containing at least one retinoid of general formula (I), ##STR1## and the use of such compounds for preparing dermatological and/or cosmetological compositions.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: August 1, 1995
    Assignee: Pierre Fabre Cosmetique
    Inventors: Jean-Hilaire Saurat, Georges Siegenthaler, Henri Cousse, Gilbert Mouzin, Yvon Gall
  • Patent number: 5434302
    Abstract: The present process is directed to preparing optically active 2-aryl alkyl aldehydes by various processes through the use of an optically active amine, (-)-2'-amino-3-phenyl propane. The aldehyde formed can then be oxidized to produce the corresponding acid.
    Type: Grant
    Filed: February 18, 1994
    Date of Patent: July 18, 1995
    Inventor: H. Henrich Paradies
  • Patent number: 5399759
    Abstract: A formaldehyde reactant is provided to a chemical process or reaction, in the form of a formaldehyde-alcohol complex, by contacting paraformaldehyde with from about 0.25 to about 3 mole equivalents of an aliphatic alcohol in the presence of a catalytic amount of a base. In a preferred embodiment the chemical process is a process for the production of an aromatic azomethine by reaction of an aniline with formaldehyde. The azomethine may then be used to produce a haloacetanilide.
    Type: Grant
    Filed: April 22, 1992
    Date of Patent: March 21, 1995
    Assignee: Imperial Chemical Industries PLC
    Inventor: Gilbert Rodriguez
  • Patent number: 5298659
    Abstract: Azomethines can be prepared by the condensation of cycloalkanones and anilines in the presence of acid homogeneous catalysts while the water of reaction is removed azeotropically, the condensation being carried out in a continuous reaction in a column-like reactor to which a temperature profile is applied, the starting materials being fed in in the low-temperature region, and, of the reaction products, the water of reaction to be removed azeotropically being discharged also in the low-temperature region and the azomethine produced being discharged in the high-temperature region.
    Type: Grant
    Filed: January 14, 1993
    Date of Patent: March 29, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Hans-Josef Buysch, Paul Wagner
  • Patent number: 5292953
    Abstract: Azomethines can be prepared by the condensation of cycloalkanones and anilines in the presence of acid heterogeneous catalysts, with azeotropic removal of the water of reaction, the condensation being carried out in a continuous reaction in a column-like reactor having an applied temperature profile, and the starting materials being fed in the low-temperature zone and, of the reaction products, the water of reaction to be removed as an azeotrope also being removed in the low-temperature zone and the azomethine formed being removed in the high-temperature zone.
    Type: Grant
    Filed: May 3, 1993
    Date of Patent: March 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Hans-Josef Buysch, Paul Wagner
  • Patent number: 5256822
    Abstract: There is disclosed an imine derivative of the general formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen, C.sub.1 -C.sub.6 alkyl or aryl, with the proviso that R.sup.1 and R.sup.2 are not simultaneously hydrogen; or R.sup.1 and R.sup.2 are joined together to form C.sub.4 -C.sub.6 alkylene. Also disclosed is a process for the production of the imine derivative.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: October 26, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ichiki Takemoto, Takeo Fujii, Hideyuki Goto, Ritsu Okajima
  • Patent number: 5189219
    Abstract: The present invention is concerned with the preparation of erythro N-substituted vicinal aminoalcohol derivatives from hydroxyl-protected cyanohydrin derivatives by successive Grignard reaction, transimination using a primary amine, reduction of the resulting imine and removal of the hydroxyl-protecting group. The products are obtained either as a racemate or in an optically pure form, depending upon the stereochemical composition of the cyanohydrin derivatives.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: February 23, 1993
    Assignee: Duphar International Research B.V.
    Inventors: Johannes Brussee, Arne van der Gen, Cornelis G. Kruse
  • Patent number: 5070210
    Abstract: A series of novel imidate insecticides distinguished by the general formula ##STR1## in which R.sub.1 is an optionally substituted aryl group in which the substituents are halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.3 -C.sub.6 cycloalkyl, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.5 carboalkoxy, C.sub.1 -C.sub.4 alkylthio, cyano, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfonyl; C.sub.2 -C.sub.5 alkylcarbonyl, C.sub.2 -C.sub.4 alkyleneoxy, C.sub.1 -C.sub.4 alkylenedioxy, C.sub.1 -C.sub.3 halo-substituted alkylenedioxy, phenyl, mono-substituted phenyl, pyridyloxy, C.sub.2 -C.sub.4 alkylene, C.sub.2 -C.sub.4 alkenyl, and/or amido;R.sub.2 is C.sub.1 -C.sub.7 alkyl, C.sub.1 -C.sub.6 haloalkyl, cyclopropyl, cyclobutyl, mono- or poly- halo- or methyl-substituted cyclopropyl, cyano, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.6 haloalkenyl or C.sub.2 -C.sub.6 alkenyl; andR.sub.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: December 3, 1991
    Assignee: ICI Americas Inc.
    Inventors: Michael D. Broadhurst, Thomas H. Cormartie, Karl J. Fisher, William G. Haag, David B. Kanne, Michael R. Leadbetter
  • Patent number: 4992453
    Abstract: Insecticidal compounds having the formula ##STR1## in which R is an optionally substituted aryl moiety; R.sub.2 is an optionally substituted alkyl, cycloalkyl or alkenyl moiety, X is sulfur, amino or C.sub.1 -C.sub.4 monoalkylamino; and R.sub.3 is: (a) an optionally substituted 3-phenoxyphenalkyl, 3-phenoxypyridylalkyl or 3-(4-pyridyloxy)phenalkyl moiety; (b) pentafluorobenzyl; or (c) 2-methyl-3-phenylbenzyl.
    Type: Grant
    Filed: January 22, 1990
    Date of Patent: February 12, 1991
    Assignee: ICI Americas Inc.
    Inventors: Michael D. Broadhurst, Thomas H. Cromartie
  • Patent number: 4871873
    Abstract: A process for producing arylglyoxal arylimine intermediates, by the DMSO/HBr oxidation of arylmethylketones. The imine compounds are intermediates in the synthesis of carbapenem antibiotics, i.e. imipenem.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: October 3, 1989
    Assignee: Merck & Company Incorporated
    Inventors: Richard Desmond, Sander G. Mills, Ralph P. Volante, Ichiro Shinkai
  • Patent number: 4741897
    Abstract: The present invention relates to new compounds of the general formula: ##STR1## where X is iodine or hydrogen; A is a linking portion; and R is an iodinatable aryl or heteroaryl group having electron donating substituents. These compounds are useful precursors to the iodinated thyroid hormones for radioimmunoassay determination of thyroid hormones in biological fluids.
    Type: Grant
    Filed: July 8, 1986
    Date of Patent: May 3, 1988
    Assignee: Baxter Travenol
    Inventors: Judith Andrews, Christine Burns, James Quick
  • Patent number: 4489002
    Abstract: Compounds of the general formula I ##STR1## where E is --CH.dbd. or --N.dbd., K is the radical of an amine or of a coupling component of the benzene, naphthalene, pyrazole, pyridine, pyrimidine, quinoline or isoquinoline series, or the radical of a 1,3-dicarbonyl compound which can be coupled, X is --O-- or --COO--, Y is --O--, --COO-- or --NH--, Z.sup.1 and Z.sup.2 independently of one another are unsubstituted or substituted alkyl or cycloalkyl, and one of them may furthermore be unsubstituted or substituted aryl, or Z.sup.1 and Z.sup.2 together with the nitrogen atom are a heterocyclic radical, and Z is unsubstituted or substituted C.sub.2 - or C.sub.3 -alkylene, from 1 to 4 sulfonic acid groups can be present and the rings A and B can be further substituted or can carry a fused benzene ring.The compounds of the present invention are suitable for dyeing or printing natural or synthetic N-containing materials, i.e., wool, leather or polyamide or polyurethane fibers, as wells as for coloring inks.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: December 18, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Baumann, Klaus Grychtol
  • Patent number: 4414414
    Abstract: Novel 4,4'-dithiodianil compounds are prepared by reacting 4,4'-dithiodianiline with an aromatic or pyridine aldehyde, such as 4-nitrobenzaldehyde. The novel dithiodianil compounds can be employed for detecting thiol compounds. They react with thiols to yield reaction products which possess a different color from the novel dithiodianil compound itself. The color change obtained in this manner with the novel compounds in many cases is stronger than that obtained with Ellman's reagent frequently employed for detecting thiols.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: November 8, 1983
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Thaddeus J. Novak
  • Patent number: 4402699
    Abstract: 2,4-Dichloro-3-alkylidene-aminophenols having the formula: ##STR1## wherein R.sub.1 represents hydrogen or an alkyl radical having 1 to 6 carbon atoms and R.sub.2 represents an alkyl radical having 1 to 6 carbon atoms or an aryl radical, with the proviso that R.sub.2 can only be an aryl radical when R.sub.1 is hydrogen.The 2,4-dichloro-alkylidene-aminophenols can be produced by reaction of 2,4-dichloro-3-aminophenol with the corresponding aldehydes or ketones. They are suitable as such, or in the form of their salts with inorganic or organic acids, as coupler components in oxidation hair dyes.
    Type: Grant
    Filed: April 28, 1981
    Date of Patent: September 6, 1983
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Norbert Maak
  • Patent number: 4341788
    Abstract: This invention is directed to 2-(2-chloro-4-cyclopropyl-phenyl-imino)-imidazolidine, and acid addition salts thereof, the preparation of said compounds, and the use of said compounds as bradycardiacs.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: July 27, 1982
    Assignee: C. H. Boehringer Sohn
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke, Ludwig Pichler
  • Patent number: RE35128
    Abstract: The present invention is concerned with the preparation of erythro N-substituted vicinal aminoalcohol derivatives from hydroxyl-protected cyanohydrin derivatives by successive Grignard reaction, transimination using a primary amine, reduction of the resulting imine and removal of the hydroxyl-protecting group. The products are obtained either as a racemate or in an optically pure form, depending upon the stereochemical composition of the cyanohydrin derivatives.
    Type: Grant
    Filed: June 7, 1994
    Date of Patent: December 19, 1995
    Assignee: Duphar International Research B.V.
    Inventors: Johannes Brussee, Arne van der Gen, Cornelis G. Kruse