Patents Examined by Bernard Helfin
  • Method for the preparation of nitrodiphenyl ethers
    Patent number: 4603222
    Abstract: Diphenyl ethers of the formula ##STR1## wherein m is 1-3, n is 1 or 2, R is hydrogen, carboxy, carboxylate salt or ester, formyl oxime, cyano, alkyl, alkoxy, chloro, bromo, or N, N-dialkyl amino, are prepared by reacting a chloro-fluoro-benzotrifluoride of the formula ##STR2## wherein m and n are as defined above with a nitro-phenoxide of the formula ##STR3## where R is defined above, and M is a cation of an alkali metal or an alkaline earth metal.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: July 29, 1986
    Assignee: Occidental Chemical Corporation
    Inventors: David Y. Tang, Byron R. Cotter, Frederick J. Goetz
  • Process for the preparation of urethanes
    Patent number: 4603216
    Abstract: This invention relates to a process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a ruthenium catalyst comprising a bis phosphine ligand.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: July 29, 1986
    Assignees: Catalytica Associates, Haldor Topsoe A/S
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
  • Method for preparing bischloroformate compositions
    Patent number: 4601858
    Abstract: Bischloroformate compositions are prepared by passing gaseous phosgene into an agitated aqueous solution of a di-(alkali metal) salt of an organic dihydroxy compound such as bisphenol A, while maintaining said solution at a temperature within the range of about 0.degree.-50.degree. C. Phosgene passage and agitation are continued until the bischloroformate composition has precipitated. The reaction is typically complete when the pH of the aqueous phase drops below 7.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: July 22, 1986
    Assignee: General Electric Company
    Inventors: Thomas G. Shannon, Daniel J. Brunelle
  • Aryl-diethers
    Patent number: 4600798
    Abstract: Aryl-diethers are provided which are produced by reacting a halogenated xylene compound, preferably 4-chloro-ortho-xylene, and an alkali metal salt of a bisphenol compound, preferably bisphenol-A. These aryl-diethers serve as precursors in a process for producing polyetherimide polymers.
    Type: Grant
    Filed: March 18, 1985
    Date of Patent: July 15, 1986
    Assignee: General Electric Company
    Inventor: James A. Cella
  • Process for the preparation of urethanes
    Patent number: 4600793
    Abstract: A process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a halide-free ruthenium catalyst is disclosed. In the process of this invention, the rate of conversion and selectivity to urethane is increased by providing a primary amine in the reaction solution.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: July 15, 1986
    Assignees: Catalytica Associates, Haldor Topsoe A/S
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine
  • Ether carboxaldehydes
    Patent number: 4599468
    Abstract: Described are ether carboxaldehydes defined according to the generic structure: ##STR1## wherein X represents aryl, alkaryl, hydroxyalkyl, alkenyl, cycloalkenyl, lower alkyl or bicycloalkyl; wherein Y represents C.sub.1 -C.sub.3 lower alkylene; wherein Z completes an alkyl substituted C.sub.6 cycloalkyl ring or represents no moiety; wherein R represents hydrogen or methyl; wherein m represents 0 or 1; wherein n represents 0 or 1; wherein p represents 0 or 1 and wherein q represents 0 or 1 with the provisos that when m is 1, Z completes the alkyl substituted or unsubstituted C.sub.
    Type: Grant
    Filed: June 14, 1985
    Date of Patent: July 8, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Process of preparing hydroxyarylaldehydes
    Patent number: 4599457
    Abstract: An improvement in the process for preparing hydroxyarylaldehydes is disclosed where a phenolic compound is reacted with formaldehyde, in the presence of a catalyst such as a titanium or zirconium containing catalyst, optionally in the presence of a catalyst promoter, wherein the improvement is the addition of a yield effective amount of a modifier having the formula: ##STR1## where R.sub.1 is selected from the group consisting of: an alkyl group having from 1 to 12 carbon atoms, a cycloalkyl group that can have 5 and 6 carbon atoms, and an H, and where R.sub.2 is selected from the group consisting of: an alkyl group having from 1 to 12 carbon atoms, and a cyclo alkyl group that can have 5 to 6 carbon atoms; and where R.sub.1 and R.sub.2 can together form a cyclic group that can have 5 and 6 carbon atoms.
    Type: Grant
    Filed: March 20, 1985
    Date of Patent: July 8, 1986
    Assignee: Henkel Corporation
    Inventors: Phillip L. Mattison, LeRoy Krbechek
  • Process for the synthesis of o-isopropoxyphenol
    Patent number: 4599461
    Abstract: A process for preparing o-isopropoxyphenol (I) by means of the reaction: ##STR1## in which X is a halogen atom and in which the pyrocatechol (II) is reacted with the isopropyl halide (III) in the presence of an alkaline base in the solid state and of a solid-liquid phase transfer catalyst, in a reaction medium constituted by one or more organic solvents.The catalyst is constituted by a quaternary ammonium or phosphonium salt.The reaction is conducted in a nitrogen atmosphere, at atmospheric pressure, under agitation, at a temperature of preferably between 50.degree. C. and 130.degree. C.
    Type: Grant
    Filed: January 10, 1985
    Date of Patent: July 8, 1986
    Assignee: Brichima Spa
    Inventors: Paolo Maggioni, Francesco Minisci, Mariano Correale
  • 2-aryl-ethyl ether derivatives and insecticidal and acaricidal agents containing said derivatives
    Patent number: 4599362
    Abstract: The present invention relates to 2-arylethyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R.sup.1 stands for straight or branched chain alkyl group of 1 to 6 carbons, R.sup.2 stands for a hydrogen atom, or a methyl or ethyl group, R.sup.3 stands for a halogen atom, or a methyl or methoxyl group, R.sup.4 stands for a hydrogen or halogen atom, or a lower alkyl or lower alkoxy group, and n is an integer of 1 or 2 with the proviso that when n is 2, the groups R.sup.4 may be the same or different, and Y stands for an oxygen or sulfur atom, and also to processes for the preparation of these ethers or thioethers and a use of these ethers or thioethers.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.
    Type: Grant
    Filed: November 18, 1983
    Date of Patent: July 8, 1986
    Assignee: Mitsuitoatsu Chemicals, Inc.
    Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Akira Hosono, Kengo Oda, Yutaka Kubota, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
  • N-benzoyl-N'-phenylureas and their use for insect control
    Patent number: 4599356
    Abstract: N-Benzoyl-N'-phenylureas of the formula ##STR1## where X, Y, Z and R have the meanings given in the description, are used for insect control.
    Type: Grant
    Filed: November 28, 1983
    Date of Patent: July 8, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Arno Lange, Karl Kiehs, Heinrich Adolphi
  • Process for manufacturing aryl ethers having different substituents on the two aromatic rings
    Patent number: 4596680
    Abstract: A asymmetrical aryl ether of the formulaX--Ar--O--Ar'--Y,wherein Ar and Ar' are each a divalent aromatic radical, X and Y are electron attracting atoms or groups which differ from each other or have different positions on the corresponding aromatic radicals, is produced by heating together, in the presence of a basic catalyst, equimolecular amounts of two aryl carbonates of the formulas:X--Ar--O--CO--O--Ar--X,andY--Ar'--O--CO--O--Ar'--Y
    Type: Grant
    Filed: April 8, 1983
    Date of Patent: June 24, 1986
    Assignees: Institut Francais du Petrole, Centre National de la Recherche Scientifique (CNRS)
    Inventors: Philippe Jost, Pierre Le Perchec, Bernard Sillion
  • 4-(2-phenoxyethyl)-1,2,4-triazolone process intermediates
    Patent number: 4596884
    Abstract: An improved process for the preparation of 5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazolone, a useful intermediate in the synthesis of antidepressant 1,2,4-triazolones typified by 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxethyl)-2 H-1,2,4-triazol-3(4H)-one, also known as nefazodone. The improved process is shorter and higher in yield than the former process, and the starting materials are cheap and readily available.
    Type: Grant
    Filed: June 3, 1985
    Date of Patent: June 24, 1986
    Assignee: Bristol-Myers Company
    Inventor: Gary D. Madding
  • Compounds containing a fluorobiphenylyl group
    Patent number: 4594465
    Abstract: Novel terphenyls having a relatively high clearing point and which are suitable for use in liquid crystal materials or in the preparation of compounds for use in such material are characterised by a formula: ##STR1## wherein: R.sub.1 is selected from H, alkyl, alkoxy, alkylcarbonyl, alkylcarbonyloxy and alkoxycarbonyloxy;R.sub.2 is selected from H, alkyl, alkoxy;X.sub.1 is selected from H and fluorine;X.sub.2 is selected from H and fluorine; and ##STR2## is selected from ##STR3## and ##STR4## provided that one of X.sub.1 and X.sub.2 is fluroine. Compounds wherein ##STR5## is ##STR6## or ##STR7## are generally useful as liquid crystal compounds.
    Type: Grant
    Filed: July 19, 1984
    Date of Patent: June 10, 1986
    Assignees: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland, Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Lawrence Kam Ming Chan, George W. Gray, Kenneth J. Toyne, David Lacey, Rudolf Eidensschink, Michael Romer
  • Methyl phenethyl acetal of 2-butynal
    Patent number: 4594464
    Abstract: Described is the compound having the structure: ##STR1## as well as mixtures thereof with the compounds having the structures: ##STR2## and a method for preparing same involving the reaction of the compound having the structure: ##STR3## with beta-phenylethyl alcohol having the structure: ##STR4## as well as uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders, hair preparations and perfumed polymers.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: June 10, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Joseph A. McGhie
  • Chloronitroalkane insecticides
    Patent number: 4594360
    Abstract: Compounds of the formula ##STR1## wherein X is a C.sub.1 to C.sub.3 alkoxy group, Y is selected from the group consisting of halogens, C.sub.1 to C.sub.4 alkyl, and C.sub.1 to C.sub.3 alkoxy, and R.sub.1, R.sub.2 and R.sub.3 are selected from the group of chloro, nitro and hydrogen, with at least one of R.sub.1, R.sub.2 and R.sub.3 being chloro, and at least one of R.sub.1, R.sub.2 and R.sub.3 being nitro, are useful in combatting insects.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: June 10, 1986
    Assignee: Iowa State University Research Foundation & Inc.
    Inventor: Joel R. Coats
  • Hydroxyalkoxy norbornyl ethers
    Patent number: 4593143
    Abstract: Described are the hydroxyalkoxy norbornyl ethers or mixtures of same having the structure: ##STR1## wherein one of R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is hydrogen and wherein one of the dashed lines represents a carbon-carbon bond and the other of the dashed lines represents no bond as well as methods for augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles by adding thereto an aroma augmenting or enhancing quantity of at least one of said hydroxyalkoxy norbornyl ethers.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: June 3, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • 2-amido-3-aminocarboxylic acid esters and process of preparation thereof
    Patent number: 4593118
    Abstract: 2,3-Diaminocarboxylic acid compounds are prepared by (A) nitrosating a .beta.-keto ester to form a 3-keto-2-oximino ester, (B) converting the resultant oxime to a protected 2-amine, (C) reductively aminating the 3-position of the protected 2-amine to form a 2,3-diaminocarboxylic acid ester wherein the 2-amino group is protected, and (D) when desired, treating the 2,3-diaminocarboxylic acid ester to deprotect one or more of the amino and carboxyl groups.
    Type: Grant
    Filed: March 6, 1985
    Date of Patent: June 3, 1986
    Assignee: Ethyl Corporation
    Inventor: Beverly A. Bauer
  • Ultra-violet absorbing compounds and compositions containing said compounds
    Patent number: 4592906
    Abstract: 2-Ethylhexyl and 2-octyl p-dimethylaminocinnamates unexpectedly are liquid at room temperature and miscible with liquid paraffin (i.e. mineral oil) unlike related alkyl p-dimethylaminocinnamates such as 1-octyl p-dimethylaminocinnamate. They absorb light in the melanogenic range 320 to 420 nm and are dermatologically acceptable and hence useful as UVA absorbers in sunscreen and cosmetic compositions.
    Type: Grant
    Filed: February 8, 1985
    Date of Patent: June 3, 1986
    Assignee: Graesser Laboratories, Ltd.
    Inventor: James A. Baker
  • Method for producing 1-iodoalkyl acylates
    Patent number: 4593115
    Abstract: An 1-Iodoalkyl acylate, which is useful as the raw material for esterification of cephalosporins, penicillins, etc. is prepared in a high degree of purity and in high yield by (1) allowing a carboxylic acid iodide to react with an aldehyde, or (2) allowing a carboxylic acid chloride to react with a salt of hydriodic acid and then allowing the resulting product to react with an aldehyde, or (3) by simultaneously allowing a carboxylic acid chloride, a salt of hydriodic acid and an aldehyde to react with one another.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: June 3, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akio Miyake, Masayoshi Yamaoka
  • Synthesis of 10-hydroxymethyl-9-anthraldehyde
    Patent number: 4593130
    Abstract: This disclosure describes the catalyzed rearrangement of trans-dispiro (oxirane-2,9-(10'H)-anthracene)-10',2"-oxirane to 10-hydroxymethyl-9-anthraldehyde.
    Type: Grant
    Filed: June 24, 1985
    Date of Patent: June 3, 1986
    Assignee: American Cyanamid Company
    Inventors: Donald J. Casey, William J. Trzaskos