Aromatic Alcohol Moiety Patents (Class 560/254)
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Patent number: 5336781Abstract: There is disclosed a process for the preparation of a compound of structure (I) ##STR1## in which n is 1 to 3 and each group R is hydrogen or C.sub.1-4 alkyl, which comprises, reaction of compound of structure (II) ##STR2## (prepared by esterifying the hydroxyl compound) in which R.sup.1 is C.sub.1-4 alkyl, phenyl or substituted phenyl and n is 1 to 3, with an amine HNR.sub.2 in which R is as described for structure (I), and optionally thereafter forming a salt. Intermediates are also disclosed.Type: GrantFiled: October 14, 1992Date of Patent: August 9, 1994Assignee: SmithKline & French Laboratories LimitedInventors: Robert Giles, Timothy C. Walsgrove
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Patent number: 5326902Abstract: Oxyalkyne compounds corresponding to the formula I ##STR1## in which the substituent Y in the meta- or para-position is R.sup.1 represents CH.sub.3 or NH.sub.2, R.sup.2 represents H or CH.sub.3, R.sup.3 represents H, C.sub.1-3 -alkyl or COCH.sub.3, and Ar represents an aromatic residue selected from the group ##STR2## with the proviso that the substituents R.sup.4, R.sup.5 and R.sup.6 are the same or different and each substituent represents H, F, Cl, Br, C.sub.1-6 -alkyl, CF.sub.3 or C.sub.1-6 -alkoxy, and R.sup.7 represents H, F, Cl, Br, C.sub.1-3 -alkyl or CF.sub.3,in the form of their racemates or mixtures of diastereoisomers or in optically active form, which are suitable active ingredients in pharmaceutical compositions.Type: GrantFiled: March 24, 1993Date of Patent: July 5, 1994Assignee: Gruenenthal GmbHInventors: Ulrich Seipp, Werner Vollenberg, Werner Englberger, Cornelia Geist, Michael Haurand
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Patent number: 5312999Abstract: Propoxybenzene derivatives represented by the following formula ##STR1## wherein Ra represents a nitro group, an amino group which may have a protecting group or an --NHCH.dbd.C(COO--C.sub.1-6 -Alkyl).sub.2 group, Rb represents a hydrogen atom, a protecting group for the hydroxyl group or a substituted sulfonyl group and Xa and Xb, which may be the same or different, each represents a halogen atom, and processes for preparation thereof are disclosed. These derivatives are useful in preparing antibacterial agents.Type: GrantFiled: March 2, 1992Date of Patent: May 17, 1994Assignee: Daiichi Seiyaku Co., Ltd.Inventors: Toshihiro Fujiwara, Tutomu Ebata
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Patent number: 5300633Abstract: Azo compounds of the formula D.sup.o --N.dbd.N--K.sup.o, in which D.sup.o is a radical of the formula (2), (2a) or (2b) ##STR1## in which Y is a substituent which can be eliminated by alkali to form the vinyl group, X is chlorine or bromine and R is hydrogen, lower alkyl, phenyl or halogen, and K.sup.o is the radical of a coupling component or another radical which contains azo groups, K.sup.o containing a group of the formula --N(R.sup.o)--Z, in which R.sup.o is hydrogen or lower alkyl and Z is a radical of the formula ##STR2## in which A is halogen or cyanoamido, R.sup.20 is hydrogen or lower alkyl, and R.sup.21 has one of the meanings given for R.sup.20, or is an optionally methyl-substituted cycloalkylene radical, or is a phenyl radical, or in which R.sup.20 and R.sup.21, together with the nitrogen atom and if appropriate one or two further hetero groups, can form a 5- or 6-membered heterocyclic radical.Type: GrantFiled: May 8, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5264151Abstract: Disclosed herein are optically active phenols of formula (V) which are useful as precursors for esters used in liquid crystalline crystalline mixtures: ##STR1## wherein R.sub.2 represents an optically active alkyl or alkoxyalkyl group having 3 to 15 carbon atoms optionally substituted by halogen atoms; k represents a number of 0 or 1; n represents a number of 1 to 6.Type: GrantFiled: March 20, 1992Date of Patent: November 23, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Higashi, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa, Kiyoshi Imamura
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Patent number: 5262552Abstract: An optically active (S)- or (R)-pentane compound of the general formula (11): ##STR1## wherein R.sub.11, R.sub.12 and R.sub.13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R.sub.14 represents a hydroxy, protected hydroxy or oxo group, if R.sub.14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R.sub.15 represents a hydrogen atom, hydroxy or acyloxy group, R.sub.16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.Type: GrantFiled: February 20, 1991Date of Patent: November 16, 1993Assignee: Asahi Denka Kogyo K.K.Inventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5237092Abstract: A process for efficiently producing aryl formate and aromatic carboxylic acid from aldehyde, which comprises oxidizing an aromatic aldehyde with an oxygen-containing gas in the presence of a volatile solvent up to a reaction ratio of 40 to 70 mol % to convert the aromatic aldehyde to a peracid, adding a stabilizer, and allowing the remaining aromatic aldehyde and the aromatic peracid to react while the volatile solvent is distilled off.Type: GrantFiled: June 16, 1992Date of Patent: August 17, 1993Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Toru Tanaka, Kazuo Tanaka, Teruo Aratake
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Patent number: 5235068Abstract: Acylaromatic compounds ##STR1## (Q: aromatic compound residue; R: straight, branched or cyclic aliphatic group, aromatic group or araliphatic group) are prepared in high yield by a reaction, in the presence of a boron trifluoride complex catalyst, of an aromatic compound with ##STR2## (X: H, Cl, Br; Y: Cl, Br) or with RCOOH in the presence of (XYCHCO).sub.2 O.Type: GrantFiled: July 21, 1992Date of Patent: August 10, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Masayoshi Minai, Michitada Kondo, Yuji Ueda, Seiichi Kai, Takayuki Higashii
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Patent number: 5231221Abstract: Compounds of the formula ##STR1## can advantageously be prepared by reacting compounds the formula II ##STR2## in which the substituents R.sup.1 -R.sup.4 have the meanings given, with the anhydride of the formula III ##STR3## in the presence of dimethyl sulfoxide and the acid corresponding to the anhydride of the formula III.Type: GrantFiled: March 18, 1991Date of Patent: July 27, 1993Assignee: Hoechst AktiengesellschaftInventors: Winfried Hertzsch, Gerhard Jahne
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Patent number: 5225607Abstract: This invention relates to novel fluorinated ethers, useful as insecticides and acaricides, to processes and intermediates for their preparation, to insecticidal and acaricidal compositions thereof and to methods of combating and controlling insect and acarine pests therewith.Type: GrantFiled: December 30, 1987Date of Patent: July 6, 1993Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Robin A. E. Carr, Alan J. Whittle
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Patent number: 5216138Abstract: There are described water soluble azo compounds conforming to the formula (1)D--N.dbd.N--K (1)where D is a radical of the formula (2), (2a) or (2b) ##STR1##where Y is a substituent which is eliminable by alkali to form a vinyl group, Y.sup.2 has one of the meanings of Y or is hydroxyl, X is chlorine or bromine, and R is hydrogen, lower alkyl, phenyl or halogen, and K is a radical of a singly couplable coupling component which may additionally contain an azo group, or the radical of a doubly couplable coupling component.The compounds of the formula (1) have fiber-reactive properties and are very highly suitable for use as dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose-fiber materials, wool and synthetic polyamide fibers, in strong, fast shades.There are also described novel starting compounds of the formulae (7), (7a) and (7b) ##STR2##where Y.sup.2, X and R are each as defined above, x is zero or 2 and W is nitro or amino.Type: GrantFiled: November 27, 1991Date of Patent: June 1, 1993Assignee: Hoechst AktiengesellschaftInventor: Jorg Dannheim
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Patent number: 5210315Abstract: A process for producing an .alpha.-hydroxyketone represented by formula (I): ##STR1## wherein R.sup.1 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or an alkoxycarbonyl group; and R.sup.2 and R.sup.3 each represent a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aralkyl group, provided that they do not simultaneously represent a hydrogen atom; or a pair of R.sup.1 and R.sup.2, a pair of R.sup.1 and R.sup.3, or a pair of R.sup.2 and R.sup.3 is taken together to form a ring; and the pair of R.sup.1 and R.sup.2 and the pair of R.sup.2 and R.sup.3 may form a ring simultaneously, is disclosed, comprising reacting a compound represented by formula (II): ##STR2## wherein R.sup.1, R.sup.2, and R.sup.3 are as defined above, with an oxidizing agent in the presence of a ruthenium compound and water. .alpha.-Hydroxyketones useful as physiologically active substances are produced with good selectivity and in high yield.Type: GrantFiled: October 18, 1991Date of Patent: May 11, 1993Assignee: Takasago International CorporationInventors: Takao Saito, Hidenori Kumobayashi, Shunichi Murahashi
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Patent number: 5208333Abstract: (2R)-1-(Aryloxy)-3-(butyryloxy)-2-propanols of the general formula (I), ##STR1## where Ar is a monocyclic or polycyclic aromatic or heteroaromatic radical, and a process for their preparation by the reaction of (2R)-glycidyl butyrate with an aromatic hydroxy compound Ar--OH in the presence of a quaternary ammonium halide.Type: GrantFiled: December 9, 1988Date of Patent: May 4, 1993Assignee: BASF AktiengesellschaftInventors: Axel Paul, Wolfgang Ladner, Hardo Siegel
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Patent number: 5206423Abstract: This invention provides process embodiments for acyloxylation of C.sub.1 -C.sub.4 alkylaromatic compounds to produce alpha-acyloxy C.sub.1 -C.sub.4 alkyl-substituted aromatic compounds, utilizing a palladium-tin catalyst which exhibits efficient oxidation selectivity and oxidation rate stability.Toluene is acetoxylated to benzyl acetate and benzylidene diacetate.Type: GrantFiled: November 6, 1991Date of Patent: April 27, 1993Assignees: Philip Morris Incorporated, Philip Morris Products Inc.Inventors: Robert L. Augustine, Setrak K. Tanielyan
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Patent number: 5204242Abstract: The present invention provides a colorimetric process for the detection of an oxidative coupling reaction in which a coupling component is reacted with a developer component in the presence of an oxidation agent to give a colored material, wherein, as coupling component, there is used a compound of the general formula: ##STR1## in which X is a bromine or chlorine atom, n is 1, 2 or 3, Y is COOR, CONRR', SO.sub.3 R, SO.sub.2 NRR', OR, NRR' or NRR'R".sym. and R, R' and R", independently of one another, are hydrogen atoms or C.sub.1 -C.sub.3 -alkyl radicals.The present invention also provides a reagent which contains the above compound, as well as new substituted phenols and a process for the preparation thereof.Type: GrantFiled: September 17, 1991Date of Patent: April 20, 1993Assignee: Boehringer Mannheim GmbHInventors: Martina Junius-Comer, Bernd Vogt, Rupert Herrmann
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Patent number: 5200553Abstract: Biologically active carboxylic acid esters which promote antitumor or immune response are selected from the group consisting of compounds having formulas (I), (II) and (III):XCH.sub.2 --CHX--CHX--C(.dbd.O)--O--Z (I)CH.sub.3 --CO--CH.sub.2 --C(.dbd.O)--O--Z (II)CH.sub.3 --CH.sub.2 --CO--C(.dbd.O)--O--Z (III)wherein X is H, or one X only may be OH; Z is --CHR--O--(O.dbd.Type: GrantFiled: July 25, 1988Date of Patent: April 6, 1993Assignee: Kupat Holim Health Insurance Institution of the General Federation of LaborInventors: Abraham Nudelman, Matitiahu Shaklai, Ada Rephaeli
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Leukotriene-B.sub.4 derivatives, process for their production and their use as pharmaceutical agents
Patent number: 5196570Abstract: The invention relates to new leukotriene-B.sub.4 analogs of formula I, ##STR1## in which R.sub.1 means radicals CH.sub.2 OH, CH.sub.3, CF.sub.3, COOR.sub.4, or radical CONHR.sub.5,A means a trans, trans--CH.dbd.CH--CH.dbd.CH-- group, trans--CH.sub.2 --CH.sub.2 --CH.dbd.CH-- group or tetramethylene group,B means a straight-chain or branched-chain, saturated or unsaturated alkylene group with up to 10 C atoms,D means a direct compound, oxygen, sulfur, a --C.tbd.C--group or a --CH.dbd.CR.sub.6 --group,B and D together mean a direct bond,R.sub.2 means a hydrogen atom or an acid radical of an organic acid with 1-15 C atoms andR.sub.3 means a hydrogen atom, an optionally substituted alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an optionally substituted aryl radical with 6-10 C atoms or a 5-6-member heterocyclic radical and, if R.sub.Type: GrantFiled: November 16, 1990Date of Patent: March 23, 1993Assignee: Schering AktiengesellschaftInventors: Bernd Buchmann, Werner Skuballa, Joseph Heindl, Wolfgang Frohlich, Roland Ekerdt -
Patent number: 5189204Abstract: 3-(2-Trifluoro-1-hydroxyethyl)propenyl benzyl ether or derivatives thereof having the formula ##STR1## wherein R is a substituted or not substituted phenyl group and a mark * shows an asymmetric carbon atom, and derivatives thereof are provided, which are useful as a material for preparing liquid crystal compound.Type: GrantFiled: June 25, 1991Date of Patent: February 23, 1993Assignee: Showa Shell Sekiyu Kabushiki KaishaInventors: Tomoya Kitazumo, Takashi Yamazaki, Hitoshi Iwatsubo
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Patent number: 5187286Type: GrantFiled: March 25, 1991Date of Patent: February 16, 1993Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt
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Patent number: 5159090Abstract: A process and intermediates for the enantioselective synthesis of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid are disclosed.Type: GrantFiled: April 16, 1991Date of Patent: October 27, 1992Assignee: Eli Lilly and CompanyInventors: Charles J. Barnett, Thomas M. Wilson
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Patent number: 5151548Abstract: Benzene derivatives of the general formula ##STR1## where Hal is halogen, R.sup.1 is a hydrocarbon radical of 1 to 18 carbon atoms, R.sup.2 is hydrogen or alkyl of 1 to 6 carbon atoms and X is hydrogen or halogen, are prepared by a process in which a toluene derivative of the general formula ##STR2## is electrochemically oxidized in the presence of an acid of the formula R.sup.2 --COOH (III). Novel benzene derivatives of the general formula ##STR3## where R.sup.3 is hydrogen or an R.sup.2 --CO-- radical but R.sup.1 cannot be methyl if X is hydrogen, and of the general formula ##STR4## where R.sup.4 is a branched or cyclic alkyl radical of 3 to 12 carbon atoms, but R.sup.4 cannot be isopropyl if X is hydrogen. The compounds of formulas IV and VI are intermediates for crop protecting agents, e.g. pyrethroids.Type: GrantFiled: June 12, 1989Date of Patent: September 29, 1992Assignee: BASF AktiengesellschaftInventors: Dieter Hermeling, Dieter Degner, Albrecht Harreus, Norbert Goetz, Jochen Wild, Hans Theobald, Bernd Wolf
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Patent number: 5116869Abstract: 2-Substituted-2-cyclopentenones represented by the formula (I): ##STR1## wherein A is a hydroxyl group or ##STR2## and B is a hydrogen atom or A and B are bonded together to form one bonding arm;R.sup.1 represents a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms;R.sup.2 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms;R.sup.3 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms; wherein,when R.sup.3 is a single bond bonded to the cyclopentene skeleton, X represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; andwhen R.sup.3 is a double bond bonded to the pentene skeleton, X represents a bonding arm constituting a part of said double bond; andm and n independently represent 0, 1 or 2.Type: GrantFiled: September 3, 1991Date of Patent: May 26, 1992Assignee: Teijin LimitedInventors: Satoshi Sugiura, Atsuo Hazato, Toru Minoshima, Yoshinori Kato, Yasuko Koshihara, Seizi Kurozumi
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Method for preparing intermediates for the synthesis of steroid side chains in optically active form
Patent number: 5089647Abstract: This invention provides a novel method for the preparation of optically active arylalykylsulfone derivatives, having a chiral center in the alkyl moiety in either the (R)- or the (S)-configuration. These optically active sulfones find use in the stereospecific synthesis of steroid or vitamin D compounds having chiral center at either carbon 24 or carbon 25 of the side chain. The method comprises the steps of reacting an optically active sulfinate ester having a chiral center at sulfur with a racemic alkyl Grignard reagent to obtain a mixture of diastereomeric sulfoxides, separating the mixture of diastereomeric sulfoxides, and oxidizing separately each of the diastereomers to obtain the desired optically active sulfone.Type: GrantFiled: April 11, 1990Date of Patent: February 18, 1992Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman -
Patent number: 5073640Abstract: Substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular benzyl acetate cis glycol. A process for producing the novel compounds is also claimed.Type: GrantFiled: October 12, 1989Date of Patent: December 17, 1991Assignee: Imperial Chemical Industries PLCInventor: Stephen C. Taylor
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Patent number: 5072025Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.Type: GrantFiled: July 26, 1990Date of Patent: December 10, 1991Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, Mohammad Aslam, Wilson B. Ray, Kenneth G. Davenport, Ralph Dammel, Juergen Lingnau, Karl-Friedrich Doessel
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Patent number: 5019298Abstract: Disclosed are optically active aromatic carboxylic acid derivatives represented by the formula (I): ##STR1## (wherein R.sub.2 represents an alkoxyalkyl group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, which alkyl group may be substituted with a halogen atom; represents a number of 1 or 2; m represents a number of 0 or 1; and * indicates asymmetric carbon atom) and a process for producing such derivatives through the following reaction steps: ##STR2## The optically active aromatic carboxylic acid derivatives represented by the above-described formula (I) are useful as a liquid crystal material and can be also utilized as an intermeidate for the preparation of pharmaceuticals, agricultural chemicals and the like.Type: GrantFiled: April 25, 1988Date of Patent: May 28, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Masayoshi Minai, Takayuki Higashii
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Patent number: 5008391Abstract: A process and intermediates for the enantioselective synthesis of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid are disclosed.Type: GrantFiled: July 7, 1989Date of Patent: April 16, 1991Assignee: Eli Lilly and CompanyInventors: Charles J. Barnett, Thomas M. Wilson
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Patent number: 5008446Abstract: Compounds of the formula I ##STR1## where R.sup.1 is ##STR2## where A is C.sub.1 -C.sub.4 -alkyl, phenyl or C.sub.7 -C.sub.12 -aralkyl and l is 0 or 1, R.sup.2 is C.sub.1 -C.sub.4 -alkyl, n is 0, 1, 2 or 3, m is 1, 2 or 3 and Y is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: June 13, 1989Date of Patent: April 16, 1991Assignee: BASF AktiengesellschaftInventors: Guenter Schulz, Hubert Sauter
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Patent number: 5004817Abstract: Compounds having the formula (I): ##STR1## wherein: M is an alkali or alkaline-earth metal or a C.sub.1 -C.sub.18 alkyl group;X is a group selected from --CH.sub.2 --, --CO--, --CH.sub.2 --CO--, --CH(CH.sub.3)--CO--,p is 0 or 1;Ar is a simple or condensed aromatic ring or Ar represents two or more aromatic nuclei bonded either by a simple bond or by an --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CS--, or --NH-- group;y is H or CH.sub.3 ;m is 1 when Y=--CH.sub.3, or an integer from 1 to 5 (including both values) when Y=H; n is a number ranging from 1 to 500 (including both values); andZ is H; a C.sub.1 -C.sub.18 alkyl; benzyl; glycidyl; acetyl; allyl; --CO--NH--R or --CO--NH--R.sub.1 --NCO group.Type: GrantFiled: February 27, 1989Date of Patent: April 2, 1991Assignee: Montefibre, S.p.A.Inventors: Catia Bastioli, Salvatore Garlisi, Dario Fornara, Vittorio Bellotti
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Patent number: 5004569Abstract: The invention relates to a process for the production of carboxylic acid esters from carboxylic acids and alcohols which is characterized in that neutral phosphites containing oxetane groups are used as esterification catalysts.Type: GrantFiled: December 6, 1988Date of Patent: April 2, 1991Assignee: Bayer AktiengesellschaftInventors: Helmut-Martin Meier, Klaus Kircher, Klaus Berg
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Patent number: 4997848Abstract: Compounds of formula (I): ##STR1## in which: R represents hydrogen, methyl of hydroxy; X represents an alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or heterocyclic group; A represents a single bond, or an alkylene, alkenylene, alkynylene or alkadienylene group; Y represents hydrogen, or an aryl, cycloalkyl or heterocyclic group] have valuable antihypercholesteremic activities and may be used in the treatment of disorders arising from a blood cholesterol imbalance in humans and other animals.Type: GrantFiled: October 21, 1988Date of Patent: March 5, 1991Assignee: Sankyo Company, LimitedInventors: Masaaki Kurabayashi, Hiroshi Kogen, Hiroshi Kadokawa, Hideshi Kurihara, Kazuo Hasegawa, Masao Kuroda
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Patent number: 4997978Abstract: Alkyl carboxylates of the formula:R--CO--O--CH.sub.2 R'are prepared by hydrocarbonylating a compound of the formula:R--CO--O--R'in the simultaneous presence, in the reaction medium, of cobalt, ruthenium, an alkyl iodide and an ionic iodide, the atomic ratio Co/Ru being less than or equal to 1, and the total amount of iodine-containing promoters present in the medium being such that I/Ru is greater than or equal to 5.Type: GrantFiled: October 24, 1988Date of Patent: March 5, 1991Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4959187Abstract: The invention provides novel bleaching compositions comprising peracid precursors with the general structure ##STR1## with R, R', R" and L as defined in the specification. Novel peracids and precursors are also herein disclosed. These peracid precursors provide new, proficient and cost-effective compounds for fabric bleaching.Type: GrantFiled: October 14, 1988Date of Patent: September 25, 1990Assignee: The Clorox CompanyInventors: Ronald A. Fong, Sheldon N. Lewis, Richard J. Wiersema, Alfred G. Zielske
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Patent number: 4959488Abstract: Polyfunctional hexasubstituted benzene derivatives wherein at least three of the substituents are saturated carbon chains having from 1 to 21 carbon atoms and functional groups containing hetero functionalities at the ends of the carbon chains and the remainder of the 6 substituents are either saturated carbon chains containing from 1 to 21 carbon atoms or saturated carbon chains containing from 1 to 21 carbon atoms having a functional group including a hetero functional group containing N, O, S, P, or Si at the end of the chains. These derivatives are made by reacting a disubstituted alkyne wherein one or both of the substituents are saturated carbon chains having 1 to 21 carbon atoms to which hetero functional groups are attached with a palladium catalyst and isolating the resulting hexasubstituted benzene derivative.Type: GrantFiled: May 17, 1989Date of Patent: September 25, 1990Assignee: Henkel Research CorporationInventors: James M. Renga, Alan G. Olivero, Mark Bosse
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Patent number: 4937388Abstract: The invention provides insecticidally active compounds of formula I: ##STR1## wherein A is selected from oxygen and a group of formula S(O).sub.n, where n represents 0, 1 or 2; W represents one or two substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy, or W represents a bidentate group linking adjacent carbon atoms, selected from alkylene and alkylenedioxy; Y represents a substituted aryl group where each substituent is selected from halo, alkyl, aryl, aralkyl, aryloxy and arylamino; Z represents a fluoroalkyl group of up to two carbon atoms; and either X' represents hydrogen and X is selected from hydrogen, halo, hydroxy, alkoxy and acyloxy, or X and X' together represent a second bond between the adjacent carbon atoms.The invention also provides processes and intermediates useful for the preparation of the compounds of formula I, insecticidal compositions comprising the compounds of formula I, and methods of combating and controlling pests therewith.Type: GrantFiled: October 29, 1987Date of Patent: June 26, 1990Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Robin A. E. Carr
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Patent number: 4929741Abstract: Propiolophenone derivatives of the formula ##STR1## wherein R.sup.6 is hydrogen, lower alkyl or a group of the formula ##STR2## as well as corresponding hydroxy compounds of the formula ##STR3## wherein R.sup.6' is hydrogen, lower alkyl, a group of formula (a), (b), (c), (d) or (e) or a group of the formula--C(R.sup.14)(R.sup.15)OR.sup.16' (f'):exhibit mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers and/or duodenal ulcers.Type: GrantFiled: March 17, 1988Date of Patent: May 29, 1990Assignee: Hoffman-La Roche Inc.Inventors: Albert Fischli, Eva-Maria Gutknecht, Daniel Obrecht
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Patent number: 4922004Abstract: The invention relates to copolymerizable photoinitiators of the general formula I ##STR1## in which R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.6 -alkyl or phenyl,R.sup.3 is H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkanoyl or the group Z,R.sup.4 is H, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkylthioor the group --X[(CH.sub.2 --CH.sub.2 --O).sub.n --Z].sub.m andX os O, S or Nn is an integer from 0 to 4,m is the integer 1 for X=O and S or the integer 1 or 2 for X=N,Z is the group --CO--CR.dbd.CR'R"with R, R', R" each being H or CH.sub.3, always at least one of the R.sup.3 or R.sup.4 groups containing the group Z.Type: GrantFiled: September 29, 1986Date of Patent: May 1, 1990Assignee: Merck Patent Gesellschaft mit bescrankter HaftungInventors: Manfred Kohler, Jorg Ohngemach, Eike Poetsch
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Patent number: 4918219Abstract: Novel purine derivatives are described as agents for treating autoimmune diseases as well as a method of manufacture and pharmaceutical compositions as well as novel intermediates in the manufacture thereof.Type: GrantFiled: September 29, 1989Date of Patent: April 17, 1990Assignee: Warner-Lambert CompanyInventors: Jagadish C. Sircar, Charles F. Schwender, Mark J. Suto
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Patent number: 4915875Abstract: Paramethyl-substituted hindered phenols are selectively oxidized by contacting with an oxidizing agent at elevated temperatures in the presence of a heterogeneous oxidative coupling catalyst. In the absence of an optional nucleophile the products comprise carbon-carbon oxidative coupling products. In the presence of a nucleophile, addition products result that may be further oxidized by continued exposure to the oxidizing agent to yield substituted p-hydroxybenzaldehydes.Type: GrantFiled: November 4, 1986Date of Patent: April 10, 1990Assignee: The Dow Chemical CompanyInventors: Timothy R. Diephouse, Robert M. Strom
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Patent number: 4912253Abstract: An efficient method is proposed for the synthesis of an unsaturated alcohol of the general formula R--CH.dbd.CH(CH.sub.2).sub.n+1 OH, in which R is a hydrogen atom or a monovalent hydrocarbon group having 1 to 10 carbon atoms and the subscript n is an integer in the range from 3 to 10, in which an acetate of the formula R--CH.dbd.CHCH.sub.2 OCOCH.sub.3 is subjected to a coupling reaction with a Grignard reagent of the formula X.sup.1 Mg(CH.sub.2).sub.n OMgX.sup.2, in which X.sup.1 and X.sup.2 are each a halogen atom, and then the reaction product is hydrolyzed. When the reaction product of the coupling reaction is reacted with acetic anhydride instead of hydrolysis, the corresponding acetate can readily be obtained. These unsaturated alcohols and acetates form a class of important biologically active compounds or intermediates thereof including sex pheromone compounds of insects.Type: GrantFiled: May 4, 1989Date of Patent: March 27, 1990Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takehiko Fukumoto, Akira Yamamoto
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Patent number: 4912248Abstract: Compounds and diastereomeric mixtures of specific 2-naphthyl-containing ester compounds, especially naproxen ester and naproxol ester compounds, having two or more chiral centers. These compounds are effective as anti-inflammatory agents, analgesic agents, and/or antipyretic agents. They are readily absorbed as the diastereomeric mixture, especially through the skin following topical application.Type: GrantFiled: June 8, 1988Date of Patent: March 27, 1990Assignee: The Procter & Gamble CompanyInventor: Larry G. Mueller
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Patent number: 4910348Abstract: Polyfluoroenolates, R.sup.1 CX.dbd.CR.sup.2 OM (R.sup.1 is F or a perfluoroalkyl group, R.sup.2 is a perfluoroalkyl group, X is F, Cl or Br), are easily formed at good yields by dehydrohalogenation reaction of polyfluoroalcoholates, R.sup.1 CXY--CR.sup.2 HOM (Y is F, Cl or Br), with a strong base such as, e.g., an alkyl metal or an aryl metal. A typical example of the polyfluoroenolates is lithium pentafluoro-2-propenolate which is obtained from hexafluoro-2-propanolate. A polyfluoroenolate of the above general formula can be converted into another polyfluoroenolate having an alkyl or aryl group in place of the halogen X by reaction with an alkyl or aryl metal.Type: GrantFiled: October 5, 1987Date of Patent: March 20, 1990Assignee: Central Glass Company, LimitedInventors: Takeshi Nakai, Masamichi Maruta
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Patent number: 4902820Abstract: Disclosed is a process for the preparation of .alpha.-acyloxycarbonyl compounds by contacting the corresponding .alpha.-dicarbonyl compound with an acyl iodide, which can be employed in an essentially pure form or generated in solution from hydrogen iodide and a carboxylic acid anhydride.Type: GrantFiled: February 21, 1989Date of Patent: February 20, 1990Assignee: Eastman Kodak CompanyInventor: Joseph R. Zoeller
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Patent number: 4898962Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.Type: GrantFiled: January 30, 1989Date of Patent: February 6, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Ka-kong Chan, Gabriel G. Saucy
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Patent number: 4898944Abstract: Precursors for the preparation of fiber-reactive triphendioxazine dyestuffs correspond to the general formulas: ##STR1## in which Y' is a vinyl, a beta-hydroxyethyl or an ethyl group which contains in the beta-position a substituent which can be eliminated by an alkali;T is an optionally substituted alkyl (e.g.Type: GrantFiled: October 27, 1988Date of Patent: February 6, 1990Assignee: Hoechst AktiengesellschaftInventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
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Patent number: 4897420Abstract: Compounds of the formula: ##STR1## wherein l is an integer of 0 to 18, X is hydrogen, an alkyl having 1 to 4 carbon atoms or a carboxylic acyl having 2 to 4 carbon atoms and Y is a phenylene, a cycloalkylene having 3 to 7 carbon atoms or a group of the formula: ##STR2## in which m is an integer of 0 to 3, and R.sub.1 and R.sub.2 each is an alkyl having 1 to 4 carbon atoms, are novel compounds, possess circulatory disturbance-improving activity and inhibitory activity of the generation and release of SRS-A, and used for prophylactic or therapy of ischemic diseases such as cerebral apoplexy or allergic diseases.Type: GrantFiled: December 5, 1988Date of Patent: January 30, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Masazumi Watanabe, Isuke Imada
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Patent number: 4877899Abstract: Sulfur-substituted alkenyl compounds, synthesis thereof, intermediates therefor, and the use of the compounds to control pests.Type: GrantFiled: November 23, 1983Date of Patent: October 31, 1989Assignee: Sandoz Ltd.Inventors: Robert L. Carney, Thomas L. Brown
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Patent number: 4870205Abstract: Compounds of the formula I ##STR1## where A is C.sub.1 -C.sub.4 -alkyl, phenyl or C.sub.7 -C.sub.12 -aralkyl and l is 0 or 1, R.sup.2 is C.sub.1 -C.sub.4 -alkyl, n is 0, 1, 2 or 3, m is 1, 2 or 3 and Y is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: December 7, 1987Date of Patent: September 26, 1989Assignee: BASF AktiengesellschaftInventors: Guenter Schulz, Hubert Sauter
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Patent number: 4868202Abstract: Novel 3-phenylpyrrole derivatives of the formula I ##STR1## wherein R.sup.1 is cyano, trifluoromethyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, R.sup.2 is vinyl or a group --CH.sub.2 --CH.sub.2 --X, in which X is chlorine or bromine, or is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylsulfonyl, 4-bromophenylsulfonyl or 4-methylphenylsulfonyl, R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, and n is zero, one or two, have valuable microbicidal properties for controlling phytopathogenic plant pests, particularly phytopathogenic fungi.Type: GrantFiled: December 22, 1987Date of Patent: September 19, 1989Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Robert W. Lang
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Patent number: 4861916Abstract: Compounds of the general formula I ##STR1## wherein Z is CR.sup.1 R.sup.2 (OR.sup.3) or phenyl,R.sup.1 being H, C.sub.1-6 -alkyl or phenyl,R.sup.2 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy andR.sup.3 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkanoyl andZ' is Y--[(CH.sub.2).sub.m --X].sub.n --,X being CH.sub.2 or 0,Y being OH; COOH or SO.sub.3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C.sub.1-20 -alkyl or C.sub.1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, andn and m each being the numbers 1-4,are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.Type: GrantFiled: December 3, 1986Date of Patent: August 29, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus