Nitrogen Bonded Directly To The Benzene Ring Patents (Class 558/272)
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Patent number: 6175033Abstract: A method and catalyst system for producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the method includes the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system having an effective amount of a manganese source in the absence of a Group VIII B metal source. In various alternative embodiments, the carbonylation catalyst system can include at least one inorganic co-catalyst, as well as a halide composition and/or a base.Type: GrantFiled: February 22, 2000Date of Patent: January 16, 2001Assignee: General Electric CompanyInventors: Ben Purushotam Patel, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Kirill Vladimirovich Shalyaev
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Patent number: 6160156Abstract: The invention relates to a process for the preparation of aromatic oligocarbonates from dihydroxy compounds, CO and O.sub.2 in the presence of a platinum metal catalyst, a cocatalyst, a quaternary salt and a base, which is carried out in an inert organic solvent which, under the reaction conditions, forms an azeotrope with water, and this azeotrope is removed from the reaction mixture.Type: GrantFiled: December 10, 1999Date of Patent: December 12, 2000Assignee: Bayer AktiengesellschaftInventors: Claus-Peter Reisinger, Wolfgang Ebert
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Patent number: 6160155Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing ytterbium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: December 12, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Grigorii Lev Soloveichik
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Patent number: 6160154Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing copper. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: December 12, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Marsha Mottel Grade, Grigorii Lev Soloveichik, John Yaw Ofori, Eric James Pressman
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Patent number: 6147240Abstract: The present invention relates to compounds of the general formula I ##STR1## wherein A is a group of the formula ##STR2## and Z is an O or S atom, to the further processing thereof to form novel sec-amidoalkylcarbonic acid derivatives and to those sec-amidoalkylcarbonic acid derivatives.Type: GrantFiled: April 5, 1999Date of Patent: November 14, 2000Assignee: Ugichem GmbHInventors: Ivar Ugi, Holger Bock, Thomas Lindhorst
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Patent number: 6143914Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of a combination of inorganic co-catalysts containing manganese and nickel; manganese and iron; manganese and chromium; manganese and cerium; manganese and europium; manganese, cerium, and europium; manganese, iron, and europium; or manganese and thorium. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various other inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: November 7, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Grigorii Lev Soloveichik, John Yaw Ofori, Eric James Pressman
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Patent number: 6143913Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing zinc. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: November 7, 2000Assignee: General Electric CompanyInventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson
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Patent number: 6114564Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIII metal having an atomic number of at least 44, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; and at least one aliphatic polyether such as a polyethylene glycol dimethyl ether or a crown ether. The catalyst system also preferably contains a compound of another metal, preferably lead.Type: GrantFiled: August 27, 1999Date of Patent: September 5, 2000Assignee: General Electric CompanyInventors: Eric James Pressman, Grigorii Lev Soloveichik, Kirill Vladimirovich Shalyaev, Bruce Fletcher Johnson
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Patent number: 6114563Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing bismuth. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.Type: GrantFiled: April 29, 1999Date of Patent: September 5, 2000Assignee: General Electric Co.Inventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Kirill Shalyaev
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Patent number: 6080784Abstract: Compositions with protein kinase C-modulatory, anti-inflammatory and other activities are disclosed.Type: GrantFiled: June 7, 1995Date of Patent: June 27, 2000Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 6043065Abstract: Derivatives of o-nitromandelyoxycarbonyl (Nmoc) which are capable of releasing 2,5,-di(tert-butyl)hydroquinone (DBHQ) upon irradiation with ultraviolet (UV) light, are disclosed, as well as, a method for producing DBHQ employing the same so as to allow rapid, reversible transient inhibition of sarcoplasmic/endoplasmic reticulum Ca.sup.2+ ATPases.Type: GrantFiled: December 23, 1997Date of Patent: March 28, 2000Assignee: University of Maryland Biotechnology InstituteInventors: Joseph P. Y. Kao, Francis M. Rossi, Paul F. Keitz
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Patent number: 6034262Abstract: A continuous flow process for converting hydroxyaromatic compounds to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst system typically comprising a group VIIIB metal or compound thereof, an inorganic co-catalyst, an organic co-catalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide, wherein at least two components of the catalyst system, preferably lead oxide and hexaalkylguanidinium bromide, are introduced separately into the reactor.Type: GrantFiled: December 22, 1998Date of Patent: March 7, 2000Assignee: General Electric CompanyInventor: Phillip Moreno
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Patent number: 5981788Abstract: Catalytic materials including divalent palladium compounds, divalent cobalt compounds and bromide sources such as tetraalkylammonium and hexaalkylguanidinium bromides are removed from organic carbonylation reaction mixtures comprising said materials in combination with diaryl carbonate and hydroxyaromatic compound. The removal steps include extraction with an aqueous complexing solution for palladium, extraction with an aqueous non-basic and preferably ionic extractant for cobalt, and extraction with water to remove bromide source. These steps may be combined into an integrated process. Further steps of recycle of the palladium by reduction to elemental palladium and conversion to a catalytically active species, and conversion of cobalt to a catalytically active species, may be included in the integrated process.Type: GrantFiled: November 3, 1997Date of Patent: November 9, 1999Assignee: General Electric CompanyInventors: John Yaw Ofori, Sheldon Jay Shafer, Eric James Pressman, Ganesh Kailasam, Julia Lam Lee
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Patent number: 5955501Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.Type: GrantFiled: June 7, 1995Date of Patent: September 21, 1999Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5917077Abstract: Diaryl carbonates such as diphenyl carbonate are prepared by reaction of hydroxyaromatic compounds such as phenol with oxygen and carbon monoxide in the presence of a catalyst composition comprising a Group VIIIB metal such as palladium or a compound thereof, a bromide source such as a quaternary ammonium or hexaalkylguanidinium bromide and a polyaniline in partially oxidized and partially reduced form. The polyaniline is preferably halide-doped and in the form of a blend with a binder polymer containing ether or ester groups and a complex-forming salt.Type: GrantFiled: June 1, 1998Date of Patent: June 29, 1999Assignee: General Electric CompanyInventors: Raghunath Vitthal Chaudhari, Sunil Purushottam Gupte, Ashutosh Anant Kelkar, Subbareddiar Kanagasabapathy, Subramaniam Radhakrishnan
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Patent number: 5908952Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which comprises a Group VIIIB metal, preferably palladium, salt of at least one aliphatic .beta.-diketone such as 2,4-pentanedione. The catalyst package also preferably comprises an inorganic cocatalyst, an organic cocatalyst and a bromide or chloride, preferably bromide, source such as a hexaalkylguanidinium bromide. The use of the .beta.-diketone salt confers such advantages as long shelf life under normal storage conditions, high activity upon recycle and capability of carbonylation at relatively low temperatures.Type: GrantFiled: March 24, 1997Date of Patent: June 1, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
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Patent number: 5900501Abstract: The present invention relates to a process for the continuous production of carbonates having aromatic ester groups by the reaction of aromatic hydroxy compounds with phosgene in the presence of heterogeneous catalysts, phosgene still present being removed from the stream of waste gas by returning the waste gas to an additional reactor.Type: GrantFiled: February 13, 1997Date of Patent: May 4, 1999Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Hans-Josef Buysch, Steffen Kuhling, Gottfried Zaby
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Patent number: 5898079Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which typically comprises a group VIIIB metal or compound thereof, an inorganic cocatalyst, an organic cocatalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide. The use of the hexaalkylguanidinium salt causes an increase in the yield of diaryl carbonate without a decrease in selectivity.Type: GrantFiled: September 12, 1997Date of Patent: April 27, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
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Patent number: 5898080Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package which typically comprises a group VIIIB metal or compound thereof, an inorganic cocatalyst, an organic cocatalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide. The use of the hexaalkylguanidinium salt causes an increase in the yield of diaryl carbonate without a decrease in selectivity.Type: GrantFiled: August 27, 1997Date of Patent: April 27, 1999Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
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Patent number: 5834615Abstract: A high purity diaryl carbonate is produced with a high efficiency by reacting carbon monoxide with an alkyl nitrite and/or an alkyl alcohol; reacting the resultant dialkyl oxalate with a hydroxyaryl compound, for example, phenol; decarbonylating the resultant diaryl oxalate to produce a diaryl carbonate and carbon monoxide; and collecting the diaryl carbonate from the decarbonylation reaction product mixture, the carbon monoxide produced in the decabonylation step being optionally reused for the production of the dialkyl oxalate.Type: GrantFiled: September 24, 1997Date of Patent: November 10, 1998Assignee: Ube Industries, Ltd.Inventors: Keigo Nishihira, Shuji Tanaka, Katsumasa Harada, Ryoji Sugise
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Patent number: 5824816Abstract: Catalyst systems with a content of a platinum-group-metal catalyst, a co-catalyst, a quaternary salt and a base for the oxidative carbonylation of aromatic hydroxy compounds to the corresponding diaryl carbonates are obtained according to the invention as a residual melt by melt crystallization and can be returned into the carbonylation reaction or worked up to valuable materials. The melt crystallizate, which consists predominantly of diaryl carbonate and the parent aromatic hydroxy compound, is worked up to pure diaryl carbonate and pure hydroxy compound.Type: GrantFiled: April 1, 1997Date of Patent: October 20, 1998Assignee: Bayer AGInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner, Hans-Peter Wirges
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Patent number: 5821377Abstract: In the process for the production of diaryl carbonates by oxidative carbonylation of the underlying aromatic hydroxy compounds in the presence of a catalyst containing a platinum group metal, a co-catalyst, a quaternary salt and a base, the catalyst is used as a supported catalyst in a stationary arrangement or in the fluid phase and the reaction is performed in the condensed phase. The co-catalyst is preferably also attached to the support.Type: GrantFiled: April 1, 1997Date of Patent: October 13, 1998Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner
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Patent number: 5811579Abstract: The present invention relates to a method of synthesizing a 2-substituted nitrogen containing compound having a formula (I): ##STR1## by reacting a hydroxylamine of formula (II); ##STR2## or a nitrone of formula (III): ##STR3## with a compound of formula (IV); ##STR4## thereby to form an intermediate compound, and thereafter causing or allowing said intermediate compound to undergo a pericyclic sigmatropic rearrangement reaction to form the compound (I); wherein X is a nucleofugal group, Y is selected from O,S,NH,NR.sub.5 and CR.sub.6 R.sub.7, R.sub.1 is a group which directs the reactivity of compound (II) on to the oxygen atom and R.sub.2 to R.sub.9 are each a substituted or unsubstituted aliphatic, aromatic, heteroaryl or cyclic group or hydrogen which is substantially inert or is protected during the reaction.Type: GrantFiled: May 7, 1997Date of Patent: September 22, 1998Assignee: Eastman Kodak CompanyInventor: John DeMita Goddard
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Patent number: 5792883Abstract: An improved process for preparing a diaryl carbonate from a diaryl oxalate in a liquid phase by decarbonylation utilizes a reaction vessel composed of two or more reaction chambers which are connected in series. The process is composed of the steps of continuously introducing the diaryl oxalate and an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding into the first chamber and continuously recovering a reaction mixture mainly containing the diaryl carbonate from the last chamber under the condition that a mixture of the diaryl oxalate and the organic phosphorus compound is heated in the reaction chambers, while discharging carbon monoxide released from the mixture.Type: GrantFiled: October 6, 1997Date of Patent: August 11, 1998Assignee: Ube Industries, Ltd.Inventors: Katsumasa Harada, Ryoji Sugise, Koichi Kashiwagi, Takashi Doi, Sadao Niida, Toshio Kurafuji
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Patent number: 5780585Abstract: A prodrug of the formula (I): ##STR1## where R.sup.1 is a group such that the compound R--NH.sub.2 represents actinomycin D, doxorubicin, mitomycin C, or a nitrogen mustard of the formula (IV): ##STR2## a prodrug of the formula (II): ##STR3## where R.sup.1 is a group such that the compound R.sup.2 OH is a phenolic nitrogen mustard; and processes whereby the prodrugs shown above are made in which a prodrug precursor compound is reacted with 4-nitrobenzyl chloroformate under anhydrous conditions.Type: GrantFiled: June 7, 1995Date of Patent: July 14, 1998Assignee: Cancer Research Campaign Technology LimitedInventors: Gillian Anlezark, Roger Melton, Roger Sherwood, Thomas Connors, Frank Friedlos, Michael Jarman, Richard Knox, Anthony Mauger, Caroline Joy Springer
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Patent number: 5777162Abstract: Described herein are compounds of Formula (XX) and Formula (XXIV), shown below, and processes of making same. ##STR1## wherein p is 0 ##STR2## wherein p is 1, and Y is chlorine or bromine.Type: GrantFiled: November 12, 1996Date of Patent: July 7, 1998Assignee: Zeneca LimitedInventors: Ian Richard Matthews, Christopher Richard Ayles Godfrey, John Martin Clough
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Patent number: 5760272Abstract: Hydroxyaromatic compounds such as phenol are converted to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst package and an added diluent free from active hydrogen. The preferred catalyst packages comprise a Group VIIIB metal or salt thereof, an inorganic cocatalyst, and organic cocatalysts and a bromide or chloride source. The amount of added diluent is an effective amount to improve selectivity to diaryl carbonate. Preferred diluents are diphenyl carbonate and N-methylpyrrolidone.Type: GrantFiled: March 24, 1997Date of Patent: June 2, 1998Assignee: General Electric CompanyInventors: Eric James Pressman, Sheldon Jay Shafer
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Patent number: 5756801Abstract: Adducts of hydroxyaromatic compounds such as phenol and diaryl carbonates such as diphenyl carbonate are washed with a washing composition comprising a major proportion, typically about 90%, of the hydroxyaromatic compound and a minor proportion, typically about 10%, of the diaryl carbonate.Type: GrantFiled: February 10, 1997Date of Patent: May 26, 1998Assignee: General Electric CompanyInventors: Sheldon Jay Shafer, Eric James Pressman
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Patent number: 5731453Abstract: A diaryl carbonate with a high degree of purity is produced at a high yield by (A) subjecting (a) a diaryl oxalate and a phenol compound or (b) an alkylaryl oxalate to transesterification reaction in one or two stages in the presence of a catalyst to prepare a diaryl oxalate, while removing a by-product from the reaction system; (B) collecting the diaryl oxalate from the resultant reaction product mixture of the step (A); (C) subjecting the diaryl oxalate to a decarbonylation reaction, preferably in the presence of a phosphorous compound-containing catalyst, to convert the diaryl oxalate to a corresponding diaryl carbonate, while removing a reaction by-product comprising carbon monoxide from the reaction system; and (D) collecting the diaryl carbonate from the reaction product mixture of the step (C).Type: GrantFiled: March 10, 1997Date of Patent: March 24, 1998Assignee: Ube Industries, Ltd.Inventors: Keigo Nishihira, Shuji Tanaka, Yuki Nishida, Hirofumi Ii, Satoru Fujitsu, Katsumasa Harada, Ryoji Sugise, Koichi Kashiwagi, Takashi Doi
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Patent number: 5726340Abstract: The present invention relates to a method of producing an aromatic carbonate by reacting an aromatic hydroxy compound, carbon monoxide, and oxygen, wherein the reaction is carried out in the presence of a catalyst comprising:(A) at least one selected from palladium and palladium compounds;(B) at least one lead compound;(C) at least one cobalt compound; and,(D) at least one halide.According to this method an aromatic carbonate which produces only a small amount of impurities and has excellent selectivity can be produced.Type: GrantFiled: March 4, 1997Date of Patent: March 10, 1998Assignee: Mitsubishi Chemical CorporationInventors: Masatoshi Takagi, Katsufumi Kujira, Takahiro Yoneyama, Yuji Ohgomori
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Patent number: 5712406Abstract: Diaryl carbonate and an aromatic hydroxy compound are simultaneously separated from a crude reaction mixture for producing diaryl carbonates by oxidative carbonylation of the aromatic hydroxy compound and containing the diaryl carbonate and excess hydroxy compound together with the catalyst system, consisting of a noble-metal catalyst, co-catalyst, quaternary salt and a base. The crude reaction mixture is mixed with a covalent aprotic extraction agent, a phase separation is carried out into a donor phase containing the catalyst system and a recipient phase containing the diaryl carbonate and the hydroxy compound in concentrated form, and the diaryl carbonate and the hydroxy compound are isolated from the recipient phase.Type: GrantFiled: February 5, 1997Date of Patent: January 27, 1998Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Carsten Hesse, Johann Rechner
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Patent number: 5684018Abstract: This invention relates to novel acyloxyisopropyl carbamates as bioreversible prodrug moieties for amino drugs and to methods of synthesizng these compounds.Type: GrantFiled: December 13, 1994Date of Patent: November 4, 1997Assignee: Merck & Co., Inc.Inventor: Jose Alexander
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Patent number: 5587505Abstract: Triterpene derivatives of the formula (I): ##STR1## wherein R.sup.1 is hydrogen or metabolic ester residue; and R.sup.2 is hydrogen or --R.sup.3 -R.sup.4 wherein R.sup.3 is --SO.sub.3 --, --CH.sub.2 COO--, --COCOO--, or --COR.sup.5 COO-- (R.sup.5 is lower alkylene or lower alkenylene), and R.sup.4 is hydrogen or metabolic ester residue or a pharmaceutically acceptable salt thereof, which have anti-endothelin activities and are useful in prophylaxis and treatment of diseases caused by excessive secretion of endothelin.Type: GrantFiled: July 26, 1995Date of Patent: December 24, 1996Assignee: Shionogi & Co., Ltd.Inventors: Toshiro Konoike, Yoshitaka Araki, Tetsuyoshi Hayashi, Kensuke Sakurai, Takehiko Tozyo
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Patent number: 5565490Abstract: p-Hydroxyaniline derivatives of the formula I ##STR1## where the substituents have the following meanings: R.sup.1 is hydrogen, or unsubstituted or substituted alkyl;R.sup.2 and R.sup.3 independently of one another are halogen, alkyl, haloalkyl, alkoxy or haloalkoxy;R.sup.4 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl,OR.sup.5 or NR.sup.6 R.sup.7, whereR.sup.5, R.sup.6 are unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, andR.sup.7 is hydrogen or alkyl,and their salts, processes for their preparation, compositions containing them and their use for controlling harmful fungi or pests, and also compounds of the formula VI ##STR2## and their salts, processes for their preparation, compositions containing them and their use as intermediates and for controlling pests are described.Type: GrantFiled: November 10, 1994Date of Patent: October 15, 1996Assignee: BASF AktiengesellschaftInventors: Oliver Wagner, Karl Eicken, Norbert G otz, Harald Rang, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5506263Abstract: Benzyl derivatives of the formula I ##STR1## where A is CH.sub.2, CHCl, CH-alkyl, CH-alkoxy, CH-alkylthio or N-alkoxy,B is OH, alkylthio, alkoxy or alkylamino,U, V, W are hydrogen, halogen, alkyl or alkoxy,D is ##STR2## where R' is hydrogen or alkyl andR is hydrogen, alkyl, cycloalkyl, haloalkyl, halocycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylthioalkyl, arylthioalkyl, aryloxyalkyl, aryl, arylalkyl, hetaryl, hetaryl-alkyl, hetaryloxyalkyl or heterocyclyl, and fungicides containing these compounds.Type: GrantFiled: December 14, 1994Date of Patent: April 9, 1996Assignee: BASF AktiengesellschaftInventors: Horst Wingert, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5424475Abstract: Colorless precursors of preformed image dyes are provided which are useful as the color image-forming materials in thermal imaging systems. These colorless precursors possess at least one thermal protecting group that undergoes fragmentation upon heating and at least one leaving group that undergoes irreversible elimination upon heating, said protecting and leaving groups maintaining the precursor in its colorless form until heat is applied to effect removal of these groups whereby the precursor is converted to an image dye.Type: GrantFiled: July 12, 1991Date of Patent: June 13, 1995Assignee: Polaroid CorporationInventors: Roger A. Boggs, Alan L. Borror, Patrick R. Conlon, Richard L. Cournoyer, Ernest W. Ellis, David P. Waller
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Patent number: 5405986Abstract: A catalyst for synthesizing a carbonic diester includes at least one copper compound selected from among copper oxides, copper hydroxides, a salt of copper with a weak acid consisting of the elements other than halogen such as copper borates, and complexes or complex salts consisting of the elements other than halogen and formed with copper or a copper compound a and ligand. The catalyst has a high activity, a high reaction selectivity and excellent stability with a minimal risk of corroding equipment. The catalyst can include, as a co-catalyst component, a platinum-group metal such as palladium or a halogen-free platinum-group metal compound such as palladium acetate. The catalyst component may be supported on a carrier, for example, an activated carbon. A carbonic diester is advantageously produced by allowing an alcohol to react with carbon monoxide and oxygen in the presence of the catalyst.Type: GrantFiled: January 24, 1994Date of Patent: April 11, 1995Assignee: Daicel Chemical Industries, Ltd.Inventors: Shingo Oda, Mitsuru Ohno
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Patent number: 5344953Abstract: Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.Type: GrantFiled: November 3, 1993Date of Patent: September 6, 1994Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
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Patent number: 5292915Abstract: The invention relates to compounds containing carbonate groups and carbonyl groups and having the general formula ##STR1## in which R stands for a C.sub.1 -C.sub.4 -alkyl radical, an aryl radical, or a radical R.sup.1, whereR.sup.1 has the following formula ##STR2## in which R.sup.2 to R.sup.6 stand for H, alkyl, OH, O-alkyl, SH, S-alkyl, halogen, N(alkyl).sub.2, or N(alkyl)(aryl) and at least one but not more than three of the radicals R.sup.2 to R.sup.6 stand for a radical of the formula ##STR3## in which A, B and C stand for alkylene, cycloalkylene, oxaalkylene, polyoxaalkylene or arylene, k and l both stand for an integer from 1 to 80, and the end group Z stands for alkyl, aryl, alkoxycarbonyl, alkoxycarbonyloxy, or aryl.These compounds are suitable for use as emulsifiers for dispersions.Type: GrantFiled: February 4, 1992Date of Patent: March 8, 1994Assignee: BASF AktiengesellschaftInventors: Andreas Boettcher, Manfred Schwartz
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Patent number: 5281742Abstract: Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.Type: GrantFiled: January 21, 1992Date of Patent: January 25, 1994Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
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Patent number: 5258542Abstract: Polymerizable carbonate compounds of the formula: ##STR1## wherein A is an aromatic polycycle, R.sup.1 and R.sup.2 are independently hydrogen atom or alkyl, and n is 1, 2 or 3, are disclosed. They are useful as a component of nonemanating, self-curing and heat resistant resin compositions.Type: GrantFiled: August 3, 1992Date of Patent: November 2, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Satoshi Urano, Ryuzo Mizuguchi
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Patent number: 5237086Abstract: Fungicidal derivatives of carboxyclic anilides of the formula ##STR1## in which X represents optionally alkyl-substituted cycloalkyl or optionally alkyl-substituted cycloalkenyl,Hal represents halogen, andY.sup.1, Y.sup.2 and Y.sup.3 independently of one another represent hydrogen, halogen, optionally halogen-substituted alkyl, optionally halogen-substituted alkoxy or optionally halogen-substituted alkylthio, andZ represents the groups COOR.sup.2 or COR.sup.1, whereR.sup.1 and R.sup.2 are identical or different and represent optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl and optionally substituted cycloalkyl, optionally substituted phenyl, optionally substituted phenylalkyl or substituted phenoxyalkyl.Type: GrantFiled: August 17, 1992Date of Patent: August 17, 1993Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Klaus Sasse, Wilhelm Brandes
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Patent number: 5221798Abstract: The 4,2'-disubstituted diphenyl carbonate or, optionally, ether content of regioimpure mixtures of compounds of formula: ##STR1## where X is F, Cl, and NO.sub.2, can be decreased to essentially zero starting with o-, m- and p-containing regioimpure mixtures by treating with the corresponding m- or p-substituted phenol and, optionally, a decarboxylation catalyst and removing the o-substituted phenol produced by volatilization or recrystallization from a solvent.Type: GrantFiled: November 16, 1989Date of Patent: June 22, 1993Assignee: Amoco CorporationInventor: Allen B. Mossman
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Patent number: 5191105Abstract: A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R is a C.sub.1 -C.sub.8 alkyl group except isopropyl, which is useful as a herbicide.Type: GrantFiled: February 5, 1991Date of Patent: March 2, 1993Assignee: Sumitomo Chemical Company, Ltd.Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
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Patent number: 5187293Abstract: Glycerine derivatives of the formula ##STR1## wherein the residues R.sup.1, R.sup.2 and R.sup.3 have the significance given in the description, and their hydrates, which inhibit blood platelet activating factor (PAF), are described.Type: GrantFiled: November 19, 1987Date of Patent: February 16, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Richard Barner, Kaspar Burri, Jean-Marie Cassal, Paul Hadvary, Georges Hirth, Klaus Muller
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Patent number: 5187294Abstract: A regioselective nitration process for diphenyl compounds which can be carried out at about ambient temperature in which each ring of the diphenyl compound is selectively nitrated in the para position to form the corresponding di(4-nitrophenyl) compound. Such compounds as diphenyl carbonate, 2,2-diphenylpropane, 2,2-diphenylhexafluoropropane, diphenyl sulfide, diphenyl ketone, diphenyl sulfone, and the like can be converted to an isomeric mixture containing an enhanced amount of the corresponding di(4-nitrophenyl) compound, which mixture may be reduced or purified and reduced to the di(4-aminophenyl) analogues for use in the manufacture of polyamides, polyimides, and polyamide-imides.Type: GrantFiled: March 22, 1989Date of Patent: February 16, 1993Assignee: Amoco CorporationInventor: Allen B. Mossman
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Patent number: 5166392Abstract: Fungicidal derivatives of carboxyclic anilides of the formula ##STR1## in which X represent optionally alkyl-substituted cycloalkyl or optionally alkyl-substituted cycloalkenyl,Hal represents halogen, andY.sup.1, Y.sup.2 and Y.sup.3 independently of one another represent hydrogen, halogen, optionally halogen-substituted alkyl, optionally halogen-substituted alkoxy or optionally halogen-substituted alkylthio, andZ represents the groups COOR.sup.2 or COR.sup.1, whereR.sup.1 and R.sup.2 are identical or different and represent optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl and optionally substituted cycloalkyl, optionally substituted phenyl, optionally substituted phenylalkyl or substituted phenoxyalkyl.Type: GrantFiled: August 15, 1990Date of Patent: November 24, 1992Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Klaus Sasse, Wilhelm Brandes
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Patent number: 5149856Abstract: Aromatic and aliphatic-aromatic carbonic acid diesters can be obtained by transesterification of carbonic acid diesters containing aliphatic ester groups if polymeric hydroxystannoxanes are employed as catalysts.Type: GrantFiled: February 20, 1991Date of Patent: September 22, 1992Assignee: Bayer AktiengesellschaftInventors: Norbert Schon, Hans-Josef Buysch, Wolfgang Ebert
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Patent number: 5142089Abstract: Dye corresponding to the following formula - ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represents substituted or unsubstituted amino, or R.sup.5 and R.sup.6 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus, including a heterocyclic nucleus with an aliphatic or aromatic ring fused-on;R.sup.7 and R.sup.Type: GrantFiled: June 4, 1991Date of Patent: August 25, 1992Assignee: Agfa-Gevaert, N.V.Inventor: Luc J. Vanmaele
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Patent number: 5136077Abstract: A process employing an organophosphine catalyst for the reaction of aromatic haloformates with aromatic hydroxy compounds for the production of diaryl carbonates with the elimination of anhydrous hydrogen halide. The organophosphine catalysts of the present invention permit the production of the products in very high yield, and the reaction proceeds at high rates.Type: GrantFiled: August 12, 1991Date of Patent: August 4, 1992Assignee: The Dow Chemical CompanyInventor: Cynthia L. Rand