Chalcogen Attached Directly To The Hetero Ring By Nonionic Bonding Patents (Class 549/52)
  • Patent number: 5051421
    Abstract: Benzo[b]thiophene derivatives of formula ##STR1## their tautomers and salts, in which the index n is 0, 1 or 2, alk is lower alkylene, Ar is phenyl, naphthyl or a monocyclic, five- or six-membered heteroaryl radical, wherein the aromatic radical is unsubstituted or is mono- or poly-substituted by lower alkyl, halo-lower alkyl, halogen and/or by nitro, and the ring A is unsubstituted or is mono- or poly-substituted by lower alkyl, lower alkoxy, lower alkylthio, lower alkanesulfinyl, lower alkanesulfonyl, halo-lower alkyl, halogen and/or by nitro, can be used, for example, as active ingredients in medicaments.
    Type: Grant
    Filed: January 18, 1990
    Date of Patent: September 24, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Pier G. Ferrini
  • Patent number: 5028725
    Abstract: This invention relates to novel compounds which are precursors for di- and triarylmethane dye precursor compounds possessing a thiolactone, dithiolactone or thioether ring-closing moiety.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: July 2, 1991
    Assignee: Polaroid Corporation
    Inventor: Patrick F. King
  • Patent number: 4999436
    Abstract: Aryl substituted thiophenes 3-ols, its dihydro derivatives, 1-oxide and 1,1-dioxide analogs, as well as aryl substituted furans, are 5-lipoxygenase inhibitors useful in the treatment of inflammation and other leukotriene-mediated diseases.
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: March 12, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Bruce E. Witzel, Debra L. Allison, Charles G. Caldwell, Kathleen Rupprecht
  • Patent number: 4970309
    Abstract: This invention relates to a novel method of synthesizing di- and triarylmethane dye precursor compounds possessing a thiolactone ring-closing moiety, from the corresponding lactones.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: November 13, 1990
    Assignee: Polaroid Corporation
    Inventor: Patrick F. King
  • Patent number: 4929738
    Abstract: Microbicidal substituted pyrazolin-5-ones of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, alkylaminocarbonylalkyl or dialkylaminocarbonylalkyl, or represent in each case optionally substituted oxiranylalkyl, aralkyl, heterocyclyl or aryl andHet represents an optionally substituted heterocyclic radial.Intermediates therefor of the formula ##STR2## in which R is alkyl, are also new.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: May 29, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Jelich, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
  • Patent number: 4888351
    Abstract: This invention relates to compounds presented by the general formula: ##STR1## [wherein R.sup.1 and R.sup.2 are: (i) R.sup.1, R.sup.2 and carbon atoms to which R.sup.1 and R.sup.2 are linked, together represent the group of the general formula: ##STR2## (wherein R.sup.5 and R.sup.6 represent hydrogen, alkyl, cycloalkyl, cycloalkyl-alkyl or phenyl, independently, with the proviso that R.sup.5 and R.sup.6 is not hydrogen atoms at the same time), or(ii) R.sup.1 represents hydrogen and R.sup.2 represents the group of the formula: --COR.sup.7 (wherein R.sup.7 represents the group of the formula: ##STR3## (wherein Y represents a single-bond, alkylene, alkenylene, W represents oxygen or sulfur, m represents 1 to 3, R.sup.8 represents hydrogen, halogen, nitro, hydroxy, alkyl or alkoxy, with the proviso that when m represents two or more, plural R.sup.8 s may be different each, and R.sup.9 represents hydrogen, alkyl or phenyl group, with the proviso that two of R.sup.9 may be different each)), R.sup.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: December 19, 1989
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Katsuhiro Imaki, Tadao Okegawa, Yoshinobu Arai
  • Patent number: 4873259
    Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is (1) hydrogen, (2) C.sub.1 to C.sub.4 alkyl, (3) C.sub.2 to C.sub.4 alkenyl, or (4) NR.sub.2 R.sub.3, wherein R.sub.2 and R.sub.3 are independently selected from (1) hydrogen, (2) C.sub.1 to C.sub.4 alkyl and (3) hydroxyl, but R.sub.2 and R.sub.3 are not simultaneously hydroxyl;wherein X is oxygen, sulfur, SO.sub.2, or NR.sub.4, wherein R.sub.4 is (1) hydrogen, (2) C.sub.1 to C.sub.6 alkyl, (3) C.sub.1 to C.sub.6 alkoyl, (4) aroyl, or (5) alkylsulfonyl;A is selected from C.sub.1 to C.sub.6 alkylene and C.sub.2 to C.sub.6 alkenylene;n is 1-5;Y is selected independently at each occurrence from (1) hydrogen, (2) halogen, (3) hydroxy, (4) cyano, (5) halosubstituted alkyl, (6) C.sub.1 to C.sub.12 alkyl, (7) C.sub.2 to C.sub.12 alkenyl, (8) C.sub.1 to C.sub.12 alkoxy, (9) C.sub.3 to C.sub.8 cycloalkyl, (10) C.sub.1 -C.sub.8 thioalkyl, (11) aryl, (12) aryloxy, (13) aroyl, (14) C.sub.1 to C.sub.12 arylalkyl, (15) C.sub.2 to C.sub.12 arylalkenyl, (16) C.sub.1 to C.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: October 10, 1989
    Assignee: Abbott Laboratories
    Inventors: James B. Summers, Jr., Bruce P. Gunn, Dee W. Brooks
  • Patent number: 4853149
    Abstract: Heterocyclic liquid crystal compounds containing the structural element ##STR1## wherein M is H, CN,, NCS, halogen or an alkyl group with 1-5 C atoms,X is CR.sup.4 or N,Y is CHR.sup.4, O, S or NR.sup.5,R.sup.4 is H, alkyl with 1-15 C atoms, halogen or cyano andR.sup.5 is H or alkyl with 1-15 C atoms,with the proviso that in the case where Y=CHR.sup.4, X is N, are suitable as components of liquid crystal phases.
    Type: Grant
    Filed: October 26, 1987
    Date of Patent: August 1, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Joachim Krause, Andreas Wachtler, Bernhard Scheuble, Georg Weber
  • Patent number: 4792634
    Abstract: A method for preparing aryl sulfides by heating an iodoaromatic compound with elemental sulfur at a temperature above about 150.degree. C.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: December 20, 1988
    Assignee: Eastman Kodak Company
    Inventor: Mark Rule
  • Patent number: 4791123
    Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.
    Type: Grant
    Filed: January 22, 1987
    Date of Patent: December 13, 1988
    Assignee: Schering Akt.
    Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
  • Patent number: 4762853
    Abstract: 1-Oxo-1,3,4,7-tetrahydrobenzofuranes of the formula ##STR1## in which X is O or S,R is optionally substituted phenyl or heteroaryl,R.sup.1 is OH, monoalkylamino or dialkylamino, andR.sup.2 is an acyl or esterified carboxy radical,or pharmacologically acceptable salts thereof, which are active in circulation, e.g. they increase myocardial contractility, increase the flow of Ca.sup.2+ into the cell, increase blood pressure, reduce blood sugar, reduce swelling of mucous membranes and affect the salt and/or fluid balance.
    Type: Grant
    Filed: October 10, 1986
    Date of Patent: August 9, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Goldmann, Matthias Schramm, Gunter Thomas, Rainer Gross
  • Patent number: 4760086
    Abstract: N-Alkenyl-3-hydroxybenzo[b]thiophene-2-carboxamide derivatives have been prepared by:(1) treating a substituted 2-halobenzoate with thioacetamide followed by N-alkenylation with appropriate agents, such as aldehydes, ketones, enol ethers, epoxides, acetals or ketals;(2) treating a substituted thiosalicylate with an appropriately substituted haloacetamide, followed by dehydration; and(3) further synthetic modification of compounds prepared above.These compounds have been found to be effective inhibitors of both cyclooxygenase and lipoxygenase and thereby useful in the treatment of pain, fever, inflammation, arthritic conditions, asthma, allergic disorders, skin diseases, cardiovascular disorders, psoriasis, inflammatory bowel disease, glaucoma or other prostaglandins and/or leukotriene mediated diseases.
    Type: Grant
    Filed: February 27, 1985
    Date of Patent: July 26, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Allan N. Tischler, Bruce E. Witzel, Philippe L. Durette, Kathleen M. Rupprecht, Timothy F. Gallagher, Debra L. Allison, Marvin M. Goldenberg
  • Patent number: 4742077
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 represents a group of formula ##STR2## whereby R.sub.4 and R.sub.5 are the same or different and represent hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl and X represents oxygen, sulfur, imino, lower alkylimino, --(CH.sub.2)--, --(S.CH.sub.2)-- or --(O.CH.sub.2)--,R.sub.2 represents hydrogen or lower alkyl,R.sub.3 represents a group of formula ##STR3## whereby R.sub.6, R.sub.7 and R.sub.8 are the same or different and represent hydrogen or alkyl or R.sub.6 together with R.sub.7 or R.sub.7 together with R.sub.8 represent --(CH.sub.2).sub.m -- wherein m is 3 to 6,R.sub.9 represents alkyl, alkenyl, trialkylsilyl or alkyl substituted by hydroxy, lower alkoxy, lower halogenalkyl or aryl andn stands for 1, 2 or 3,which possess pharmaceutical in particular antimycotic activity as well as activity against phytopathogenic fungi.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: May 3, 1988
    Assignee: Sandoz Ltd.
    Inventor: Anton Stutz
  • Patent number: 4663344
    Abstract: 3-Hydroxybenzo[b]thiophene derivatives, such as 2-aralkyl, 2-alkyl and 2-alkenyl-3-hydroxybenzo[b]-thiophenes, were prepared by, among other methods, ring closure of 2-(2-carboxy-phenylthio)-.alpha.-substituted acetic acids. These compounds are found to be useful in the treatment of pain, fever, inflammation, arthritic conditions, asthma, allergic disorders, skin diseases, cardiovascular disorders, psoriasis, inflammatory diseases and other prostaglandin and/or leukotriene mediated diseases.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: May 5, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Philippe L. Durette, Bruce E. Witzel, Kathleen M. Rupprecht, Allan N. Tischler, Timothy F. Gallagher
  • Patent number: 4652660
    Abstract: Process for preparing thioindigo compounds of the formula ##STR1## in which A and B denote identical or different, optionally substituted benzene rings or benzene rings to which may be joined further carbocyclic and heterocyclic rings,characterized in that compounds of the formulae ##STR2## in which A and B have the abovementioned meaning andX denotes halogen, such as bromine and preferably chlorine,are reacted in a liquid mixture of an aluminium halide, an alkali metal halide and a carboxamide or sulphonamide, and the resulting intermediate product is subsequently, if desired after prior isolation, oxidized in a manner known per se, and the batch is worked up for the compounds of the formula (I).
    Type: Grant
    Filed: July 15, 1985
    Date of Patent: March 24, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef-Ingo Schutze, Klaus Wunderlich
  • Patent number: 4617407
    Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: October 14, 1986
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert N. Young, Joshua Rokach
  • Patent number: 4579865
    Abstract: Compounds of the structure; ##STR1## and pharmaceutically acceptable salts thereof, wherein:R.sub.1 is H, alkyl, alkoxy, carboxyl, alkylcarboxy, trifluoromethyl, halogen, nitro or hydroxy;X is O, N, S or C;Y is O, N or S; andR.sub.2 is H, alkyl, cycloalkyl, aryl or heteroaryl useful in the treatment of ischemic heart disease and hypertriglyceridemia.
    Type: Grant
    Filed: March 28, 1984
    Date of Patent: April 1, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventors: John H. Musser, Charles A. Sutherland
  • Patent number: 4571406
    Abstract: Compounds of formula (I): ##STR1## wherein: either one of R.sub.1 and R.sub.2 is hydrogen and the other is selected from the class of C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C.sub.1-6 alkylsulphinyl, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkoxysulphinyl, C.sub.1-6 alkoxysulphonyl, C.sub.1-6 alkylcarbonylamino, C.sub.1-6 alkoxycarbonylamino, C.sub.1-6 alkyl-thiocarbonyl, C.sub.1-6 alkoxy-thiocarbonyl, C.sub.1-6 alkyl-thiocarbonyloxy, 1-mercapto C.sub.2-7 alkyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C.sub.1-6 alkyl groups, or C.sub.1-6 alkylsulphinylamino, C.sub.1-6 alkylsulphonylamino C.sub.1-6 alkoxysulphinylamino or C.sub.1-6 alkoxysulphonylamino, or ethylenyl terminally substituted by C.sub.1-6 alkylcarbonyl, nitro or cyano, or --C(C.sub.1-6 alkyl)NOH or --C(C.sub.1-6 alkyl)NNH.sub.2, or one of R.sub.1 and R.sub.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: February 18, 1986
    Assignee: Beecham Group p.l.c.
    Inventors: John M. Evans, Frederick Cassidy
  • Patent number: 4563476
    Abstract: Substituted 5-hydroxy-2,3-dihydrobenzofuran and analogs such as the substituted 6-hydroxy-2,3-dihydrobenzopyrans were prepared from an appropriately substituted (5-hydroxy-2,3-dihydrobenzofuran-6-yl) formaldehyde or analog thereof with an aryl amine followed by reduction. These compounds were found to be potent topical anti-inflammatory agents.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: January 7, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Milton L. Hammond, Norman P. Jensen, Robert A. Zambias
  • Patent number: 4555580
    Abstract: Process for the preparation of thioindigo compounds of the formula ##STR1## in which A and B designate identical or different, optionally substituted benzene rings or benzene rings to which further carbocyclic and heterocyclic rings can be fused,characterized in that compounds of the formula ##STR2## in which A and B have the abovementioned meaning, are reacted in a mixture of chlorosulphonic acid and a further halide of an inorganic acid and, if appropriate, the resulting reaction product is oxidized in a manner which is in itself known and the batch is worked up to give compounds of the formula (I).
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: November 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef-Ingo Schutze, Reinold Schmitz, Klaus Wunderlich
  • Patent number: 4495353
    Abstract: The invention relates to a process for substituting for a halogen atom attached to the nuclear carbon atom of an aromatic ring, a substituent of the formula -O-R wherein R represents alkyl, alkenyl, alkynyl or benzyl, which process comprises reacting the halogen-substituted aromatic compound with an alcoholate of the formula M.sup.n+ [O--R].sub.n.sup..crclbar. wherein M is an alkali metal atom or alkaline earth metal atom, n is the valency of M, and R is as defined above, in the presence of an active catalyst mixture comprising (i) a formic acid ester of an organic alcohol having the formula R.sup.2 --O--CO--H wherein R.sup.2 is as defined for R above; and (ii) a cuprous salt; in a liquid medium which is a solvent for the catalyst mixture and in which the halogen-substituted aromatic compound is at least partially soluble, under substantially anhydrous conditions and a non-oxidizing atmosphere. The invention further relates to a catalyst used in the above process.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: January 22, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Robert J. Bryant
  • Patent number: 4451654
    Abstract: A process for the preparation of deeply colored organic pigments by crystallizing finely divided crude organic pigments, whose primary particles have a size of .ltoreq.0.2 .mu.m, in C.sub.3 -C.sub.5 -alkanes, C.sub.3 -C.sub.5 -alkenes or C.sub.1 -C.sub.3 -chloroalkanes at from 40.degree. to 250.degree. C. to under atmospheric pressure or superatmospheric pressure, and isolating the pigment.The pigments obtained by the process give deep, brilliant colorations.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: May 29, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz Graser, Gerhard Wickenhaeuser
  • Patent number: 4426385
    Abstract: Novel bicyclooxyphenyl ureas, such as 1-(bicyclooxyphenyl)-benzoyl ureas, are provided which exhibit pesticidal activity. The compositions are conveniently prepared by reacting an isocyanate with either an amide or a bicyclooxyaniline.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: January 17, 1984
    Assignee: Union Carbide Corporation
    Inventor: Paul A. Cain
  • Patent number: 4424231
    Abstract: There are described compounds of formula I, ##STR1## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl,Rh is hydrogen, alkyl or --COOH.X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group,A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4,E and G, which may be the same or different, each represent --O--, --S-- or --CH.sub.2 --, provided that at least one of E and G is --O-- or --S--,L, together with the carbon atoms to which it is attached, forms a benzene, furan, thiophene, pyrrole, or pyran-2-one ring,and pharmaceutically acceptable derivatives thereof.
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: January 3, 1984
    Assignee: Fisons Limited
    Inventors: John R. Bantick, John Fuher, David N. Hardern, Thomas B. Lee
  • Patent number: 4362740
    Abstract: New spiro compounds of the formula: ##STR1## wherein n is an integer of 1 to 4, and X is halogen, lower alkyl, nitro, amino which may be substituted, hydroxyl which may be substituted, acyl, carboxyl, lower alkoxycarbonyl, carbamoyl which may be substituted, sulfamoyl which may be substituted, lower alkylthio or lower alkylsulfonyl, or two of X at the 5- and 6-positions together form --CH.dbd.CH--CH.dbd.CH--, exhibit inhibitory activity to thrombocyte aggregation and are useful for the prophylaxis or treatment of cardiovascular disturbance such as thrombosis.
    Type: Grant
    Filed: September 19, 1980
    Date of Patent: December 7, 1982
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Isuke Imada, Hirosada Sugihara, Mitsuru Kawada
  • Patent number: 4316046
    Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: February 16, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: Lawrence C. Costa
  • Patent number: 4316045
    Abstract: A process for the catalytic preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted in liquid medium with an organic peracid in the presence of a catalytic amount of an aryl iodide, to form the desired aryl carboxylate.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: February 16, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: Lawrence C. Costa
  • Patent number: 4304919
    Abstract: The invention relates to asymmetrical thioindigo compounds of the formula I ##STR1## wherein at least one substituent R is different from a substituent R' and preferably at most three Rs or R's are different from hydrogen, e.g. the compound (I), wherein theRs and R's in the positions 4, 6, 7, 4', 6' and 7' are hydrogen, the R in position 5 is methyl and the R' in position 5' is --(CH.sub.2) OCOCH.sub.3. These compounds can be obtained by a novel process in simple and economic manner and in high purity by reacting a compound of the formula II ##STR2## (wherein X is halogen) with corresponding thiophenols, and cyclising the unsubstituted or substituted 2-thiophenyl-carboxymethylene-benzothiophen-3-ones thereby obtained. Some of the compounds of the formula I are known per se and they are used, inter alia, as disperse, melt spinning and pigment dyes.
    Type: Grant
    Filed: July 14, 1980
    Date of Patent: December 8, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Niklaus Buhler, Hans Bosshard
  • Patent number: 4299966
    Abstract: 4,4',7,7'-Tetrachlorothioindigo can be obtained in a form directly suitable for use as a pigment if the oxidation of 3-hydroxy-4,7-dichloro-1-thionaphthene is performed in an alkaline medium in the presence of oxygen or an oxygen-containing gas.
    Type: Grant
    Filed: June 27, 1980
    Date of Patent: November 10, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Samuel Bien, Werner Beinert, Klaus Wunderlich
  • Patent number: 4284789
    Abstract: Thioindigo and its derivatives are obtained in high yield and excellent purity by oxidizing corresponding 3-hydroxy-thionaphthenes with peroxo-disulfate in an aqueous alkaline solution.
    Type: Grant
    Filed: May 9, 1980
    Date of Patent: August 18, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Spietschka, Manfred Urban
  • Patent number: 4260778
    Abstract: Process for the preparation of thioindigo compounds of the formula ##STR1## in which A and B designate identical or different optionally substituted benzene rings or benzene rings onto which further carbocyclic and heterocyclic rings are fused,characterized in that compounds of the formula ##STR2## in which A and B have the meaning indicated above andX designates halogen, such as bromine and, preferably, chlorine,are reacted in a liquid mixture of an aluminium halide, an alkali metal halide and SO.sub.2 and the resulting intermediate product is then oxidized in a manner which is in itself known, if appropriate after first being isolated, and the mixture is worked up to give the compounds of the formula (I).
    Type: Grant
    Filed: May 21, 1979
    Date of Patent: April 7, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef-Ingo Schutze, Klaus Wunderlich
  • Patent number: 4260779
    Abstract: Oxothia compounds, especially 2-oxo-2,3-dihydro-benzo[b]thiophene compounds of the formula ##STR1## in which Ph represents an optionally substituted 1,2-phenylene radical, X represents oxygen or sulphur, R.sub.1 represents an organic radical bonded via a carbon atom and R.sub.2 denotes hydrogen or an optionally substituted hydrocarbon radical of aliphatic character, and their salts are useful as peripheral analgetics and/or as antiphlogistic uricosuric and/or thrombolytic agents.
    Type: Grant
    Filed: November 9, 1979
    Date of Patent: April 7, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Bernasconi, Pier G. Ferrini, Richard Goschke, Jacques Gosteli
  • Patent number: 4255585
    Abstract: The present application relates to benzoheterocyclic derivatives of 2,3-dichlorophenoxyacetic acid, the preparation thereof and pharmaceutical compositions containing them.
    Type: Grant
    Filed: October 22, 1975
    Date of Patent: March 10, 1981
    Assignee: Centre European de Recherches Pharmacologique
    Inventors: Germaine Thuillier nee Nachmias, Jacqueline S. Laforest nee Boutillier du Retail, Bernard J. M. Cariou, Pierre A. R. Bessin, Jacqueline S. Bonnet nee Roux, Jean E. Thuillier
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4233206
    Abstract: A process for the production of a colored polyolefin molded articles comprising adding to a polyolefin either a compound of the formula D--CH.sub.2 O.OC--R]).sub.n as a colorant wherein D is the residue of a common organic pigment, R is an alkyl, alkenyl or aryl group having up to 20 carbon atoms and n is an integer of 1-4, or a mixture of the compound of the above formula with at least one usual pigment, to form a mixture, and then molding the mixture thereby producing the desired colored articles. This invention also relates to the compound of said formula and to a mixture thereof with at least one common pigment.
    Type: Grant
    Filed: November 6, 1975
    Date of Patent: November 11, 1980
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Hiromitsu Katsura, Morihiko Endo, Takashi Kanno
  • Patent number: 4229583
    Abstract: Thioindigo and its derivatives are obtained in high yield and excellent purity by oxidizing corresponding 3-hydroxythionaphthenes with peroxo-disulfate in an aqueous alkaline solution.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: October 21, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Spietschka, Manfred Urban
  • Patent number: 4219658
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydrocarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: July 26, 1979
    Date of Patent: August 26, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4219562
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydroxcarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 8, 1979
    Date of Patent: August 26, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4187234
    Abstract: Compounds of the formula ##STR1## in which Ar represents optionally substituted 1,2-phenylene, X.sub.1 represents oxygen or sulphur, R.sub.1 represents the radical of the formula ##STR2## in which Ph represents optionally substituted phenylene, X.sub.2 represents oxygen or sulphur, R.sub.3 and R.sub.4 independently of one another denote hydrogen or alkyl and R.sub.5 represents optionally etherified hydroxyl or optionally substituted amino and in which R.sub.2 denotes hydrogen, lower alkyl or the radical of the formula Ia and one of the groups R.sub.1 and R.sub.2 takes up the 2-position and the other takes up the 3-position, and salts of such compounds having salt-forming groups, e.g. ethyl 2-[4-(2-benzofuranyl)-phenoxy]-heptanoate. These compounds may be used as fibrinolytic and thrombolytic agents.
    Type: Grant
    Filed: August 4, 1978
    Date of Patent: February 5, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Bernasconi, Pier G. Ferrini
  • Patent number: 4183842
    Abstract: A method for clear-coloring of linear aromatic polyesters, which comprises mixing at least one pigment selected from the group consisting of a pigment of the formula ##STR1## and pigments of the formula ##STR2## wherein X.sub.1 and X.sub.2 represent a hydrogen atom, a chlorine atom or a methyl group, and X.sub.3 represents a chlorine atom or a methyl group, with a linear aromatic polyester, and heating the mixture to the melting temperature of the polyester to dissolve or substantially dissolve the pigment in the polyester.
    Type: Grant
    Filed: July 18, 1977
    Date of Patent: January 15, 1980
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Seibei Ono, Kouichi Shibuya, Hiroshi Marikawa