Non-carbon Atom In Acyclic Chain Between The Benzene Ring And The Cyano Group Patents (Class 558/389)
  • Patent number: 5279764
    Abstract: The invention relates to dihalogenobenzene derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --(Z.sup.2 --A.sup.3).sub.n --R.sup.2wherein R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and n are as defined in the specification.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: January 18, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Georg Weber, Ulrich Finkenzeller, Andreas Wachtler, Thomas Geelhaar, David Coates, Ian C. Sage, Simon Greenfield
  • Patent number: 5250741
    Abstract: Disclosed is a process for the preparation of 5-alkoxy-2-nitrosophenols by the nitrosation of 3-alkoxyphenols using an alkali metal nitrite and an alkanoic acid wherein the selectivity of the nitrosation is improved. Also disclosed is a 2-step process for the preparation of 5-alkoxy-2-nitrophenols by oxidizing the 5-alkoxy-2-nitrosophenols obtained in accordance with the present invention.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: October 5, 1993
    Assignee: Eastman Kodak Company
    Inventor: Robert J. Maleski
  • Patent number: 5246958
    Abstract: Disclosed are antihypertensive pharmaceutical compositions and compounds which include the thiocarbamoylacetonitrile having the formula: ##STR1## wherein: R.sup.1 is selected from the group consisting of hydrogen, a C.sub.1 to C.sub.6 alkyl, a C.sub.3 to C.sub.6 cycloalkyl or --(CH.sub.2).sub.n --A (where A is selected from the group consisting of a C.sub.6 to C.sub.12 aryl, a 5- or 6-membered heterocyclic group or a fused heterocyclic group constituted by 9 or 10 atoms, each of which may be substituted by at least one substitute group selected from a C.sub.1 to C.sub.6 alkyl and a halogen and n is 0 or an integer of 1 to 6),R.sup.2 represents a C.sub.1 to C.sub.10 alkyl, and Ar represents an aryl, a 5- or 6-membered heterocyclic group or a fused heterocyclic group, each of which may be substituted by at least one substituent group selected from the group consisting of a C.sub.1 to C.sub.6 alkyl, a C.sub.1 to C.sub.6 alkoxy, a C.sub.2 to C.sub.7 alkylcarbonyl, a C.sub.7 to C.sub.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: September 21, 1993
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hiromi Okushima, Akihiro Tobe, Makio Kobayashi, Tetsuro Shimpuku, Hideki Bessho, Junko Hayashi, Asami Seino
  • Patent number: 5234894
    Abstract: A cyanoketone derivative of the following formula (1) ##STR1## wherein A.sub.1 is a substituted or unsubstituted phenyl or naphthyl group or a substituted or unsubstituted heterocyclic group;each of X.sub.1, X.sub.2 and X.sub.3 is independently an oxygen or sulfur atom;each of B.sub.1, B.sub.2 and B.sub.3 is independently a hydrogen atom or C.sub.1 -C.sub.6 -alkyl group;each of Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 is independently a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 -alkyl group; andA.sub.2 is a substituted or unsubstituted group selected from the group consisting of a C.sub.1 -C.sub.6 -alkyl group, a C.sub.2 -C.sub.6 -alkenyl group, a C.sub.2 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.4 -alkoxy group, a C.sub.1 -C.sub.4 -alkylthio group, a C.sub.1 -C.sub.6 -alkoxycarbonyl group, an unsubstituted benzoyl group, a halogen-substituted benzoyl group, a cyano group or a group as defined in A.sub.1 ;provided that when B.sub.1 is a hydrogen atom and B.sub.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: August 10, 1993
    Assignee: Tokuyama Soda Kabushiki Kaisha
    Inventors: Masahiko Ishizaki, Seiji Nagata, Tadashi Kobutani
  • Patent number: 5225607
    Abstract: 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: Grant
    Filed: December 30, 1987
    Date of Patent: July 6, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Robin A. E. Carr, Alan J. Whittle
  • Patent number: 5206410
    Abstract: The bis-homotris compounds 4-amino-4-[1-(3-hydroxypropyl)]-1,7-heptanediol and 4-[1-(3-aminopropyl)]-4-[1-(3-hydroxypropyl)]-1, 7-heptanediol, and organic synthetic methods for their preparation are described. Unique multifunctional aminotriols, as well as their percursors, quaternary nitroalkanes are disclosed as building blocks for unimolecular micelles, as well as new series of cascade polymers. The quaternary nitro compounds which are disclosed allow the synthesis of a new aminotriol containing a quaternary carbon.
    Type: Grant
    Filed: April 14, 1992
    Date of Patent: April 27, 1993
    Assignee: University of South Florida
    Inventors: George R. Newkome, Charles N. Moorefield
  • Patent number: 5202483
    Abstract: Ethylenically unsaturated compounds of the general formula I ##STR1## where R.sub.1 is alkyl of 1 to 4 carbon atoms, cyclopropyl, cyclopentyl, cyclohexyl, phenyl or phenyl in which some or all of the hydrogen atoms have been replaced by radicals R.sup.4, not more than two substituents R.sup.4 being identical, or R.sup.1 together with R.sup.2 or together with R.sup.6 forms a --CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --CH.sub.2 -- bridge,R.sup.4 is alkyl of 1 to 24 carbon atoms, --OH, --O--R.sup.7, --S--R.sup.7, ##STR2## R.sup.2 or R.sup.6, independently of one another, both are hydrogen, or one of the radicals R.sup.4, or, where R.sup.1 is aryl,R.sup.2 or R.sup.6 is a direct bond to R.sup.1 in the ortho-position with respect to the carbonyl group, andR.sup.3 and R.sup.5 are each hydrogen, one of the radicals R.sup.4 or a group the general formula II ##STR3## where R.sup.7 and R.sup.8 are each alkyl of 1 to 4 carbon atoms,R.sup.9 is cycloalkyl of 5 or 6 carbon atoms,R.sup.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: April 13, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerd Rehmer, Kaspar Bott
  • Patent number: 5167696
    Abstract: A compound of formula (I): ##STR1## in which Ar is an optionally substituted aryl or heterocyclic ring system; W is O or NR.sup.1 where R.sup.1 is hydrogen or lower alkyl;A is .dbd.CH or >CH.sub.2 and G is .dbd.C--R.sup.2, >CR.sup.3 R.sup.4 or >C.dbd.R.sup.5 such that --G--A-- is --CR.sup.2 .dbd.CH--, where R.sup.2 is H or CR.sup.6 R.sup.7 XR.sup.8 ; or --G--A-- is CR.sup.3 R.sup.4 --CH.sub.2 where CR.sup.3 R.sup.4 is CH--CR.sup.6 R.sup.7 XR.sup.8, CH--OCR.sup.6 R.sup.7 XR.sup.8, C(R.sup.9)OCOR.sup.10, CR.sup.9 R.sup.10, C(R.sup.9)OR.sup.10, C(OR.sup.9)OR.sup.10, or CH--CH.sub.2 (CO.sub.2 R.sup.11); or --G--A-- is --CR.sup.5 --CH.sub.2 -- where R.sup.5 is .dbd.CR.sup.7 XR.sup.8, .dbd.NOCR.sup.6 R.sup.7 XR.sup.8, .dbd.NOR.sup.11 or .dbd.NOCOR.sup.11 ;X is (CH.sub.2).sub.n, CH.dbd.CH, CH(OR.sup.20)CH.sub.2, or COCH.sub.2 ;n is 0, 1 or 2;R.sup.6 and R.sup.7 are independently selected from H, optionally substituted alkyl, alkenyl or alkynyl, halogen, NR.sup.9 R.sup.10, or R.sup.6 and R.sup.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: December 1, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ewan J. T. Chrystal, John E. D. Barton, David Cartwright
  • Patent number: 5162367
    Abstract: Insecticidal and acaricidal compounds of FormulaAR(CH.sub.2).sub.x O(CH.sub.2).sub.m A(CH.sub.2).sub.n (CE.sup.1 =CE.sup.2).sub.a (CE.sup.3 =CE.sup.4)CONR.sup.1 R.sup.2 (I)whereinAr is phenyl or naphthyl, in either case optionally substituted by one or more of optionally substituted C.sub.1-6 alkyl, optionally substituted C.sub.1-6 -alkylthio or C.sub.1-6 alkylthiooxy, halogen or optionally substituted C.sub.1-6 alkoxy,x=0 or 1m=1 to 7n=1 to 7A=CH.sub.2 or oxygena=0 or 1R.sup.1 and R.sup.2 are independently selected from hydrogen, C.sub.1-6 alkyl and C.sub.3-6 cycloalkyl (either of which may be substituted by one or more of halo, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, CF.sub.2-6 alkoxy, C.sub.2-6 alkynyl, dioxalanyl and C.sub.3-6 cycloalkyl)E.sup.1, E.sup.2, E.sup.3 and E.sup.4 are independently selected from hydrogen, C.sub.1-4 alkyl, optionally substituted by halo, and nitrile, provided that at least one of E.sup.1, E.sup.2, E.sup.3 and E.sup.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: November 10, 1992
    Assignee: The Wellcome Foundation Limited
    Inventors: Robert J. Blade, John E. Robinson
  • Patent number: 5120869
    Abstract: A herbicidal compound of formula (I): ##STR1## wherein X is O, S(O).sub.n or NR.sup.a where R.sup.a is H or alkyl and n is 0, 1 or 2;R.sup.1 is H or halo;R.sup.2 is N or CR.sup.3 where R.sup.3 is halo or NO.sub.2 ;R.sup.4 is H, halo, NO.sub.2, alkyl, haloalkyl, CN, CO.sub.2 alkyl, cycloalkyl, phenyl, COalkyl, COphenyl, CHO,OH, NH.sub.2, NHCOalkyl or alkoxyR.sup.5 is H, halo or optionally substituted alkyl;R.sup.6 is H, halo or optionally substituted alkyl; provided that at least one of R.sup.5 and R.sup.6 is halo;R.sup.7 is CN, CHO, COOR.sup.8, CONR.sup.8 R.sup.9, where R.sup.8 is H, optionally substituted alkyl, alkenyl, alkynyl or aryl and R.sup.9 is a group R.sup.8, SO.sub.2 alkyl, NR.sup.10 R.sup.11 or N.sup.+ R.sup.10 R.sup.11 R.sup.12 Z.sup.- where Z is an agriculturally acceptable anion e.g. chloride and R.sup.10, R.sup.11 and R.sup.12 are independently selected from hydrogen and alkyl. Processes for the preparation of these compounds and compositions containing them are also described.
    Type: Grant
    Filed: November 7, 1989
    Date of Patent: June 9, 1992
    Assignee: Imperial Chemical Industries plc
    Inventor: David Cartwright
  • Patent number: 5105004
    Abstract: The new aromatic ethers of the formulae ##STR1## can be used for the preparation of plastics which, in turn, can be processed further to give moulded articles, films, foils and filaments. The plastics prepared from the new aromatic ethers are distinguished by exceptional dimensional stability under heat.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: April 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Knud Reuter, Dieter Freitag, Gunther Weymans, Rolf Dhein, Paul J. Mayska, Karsten-Josef Idel, Volker Eckhardt, Uwe Westeppe
  • Patent number: 5082832
    Abstract: Novel 2,2-dimethyl-cyclopropane carboxylic acid derivatives of the formula ##STR1## wherein X.sub.1 and X.sub.2 are individually halogen, R.sub.1 is selected from the group consisting of halogen, alkyl of 1 to 8 carbon atoms, optionally substituted aryl of 6 to 14 carbon atoms, perfluoroalkyl of 1 to 8 carbon atoms, --CN and ##STR2## R' is alkyl of 1 to 8 carbon atoms, Y is selected from the group consisting of ##STR3## Alk.sub.1 is optionally unsaturated alkyl of 1 to 8 carbon atoms no substituted or substituted with at least one functional group, Ar is aryl of 6 to 14 carbon atoms no substituted or substituted with at least one functional group, Alk.sub.2 and Alk.sub.3 and Alk.sub.2 ' and Alk.sub.
    Type: Grant
    Filed: October 18, 1989
    Date of Patent: January 21, 1992
    Assignee: Roussel Uclaf
    Inventors: Joseph Cadiergue, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 5075031
    Abstract: A mesomorphic compound represented by the formula: ##STR1## wherein R.sub.1 denotes an alkyl group having 1-16 carbon atoms; R.sub.2 denotes an alkyl group having 2-10 carbon atoms; X denotes a single bond or --O--; Y denotes --OCH.sub.2 --, ##STR2## Z denotes a single bond, ##STR3## respectively and independently denote ##STR4## k, l and n are respectively 0, 1 or 2 satisfying the relation of k+l+n=2 or 3; C* denotes an asymmetric carbon atom. The mesomorphic compound, when added as a component, provides a liquid crystal composition showing an improved field respective characteristic or is effective in preventing occurrence of a reverse domain.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: December 24, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Takashi Kimura, Yoko Yamada, Kazushige Yamagishi
  • Patent number: 5072034
    Abstract: 4-alkoxy-2-hydroxybenzophenone-5-sulfonic acids of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.20 -alkyl which is unsubstituted or substituted by halogen, cyanao, hydroxyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.20 -alkoxycarbonyl, acyloxy and/or phenyl which is unsubstituted or substituted by C.sub.1 -c.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, R.sup.2 and R.sup.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.4 -C.sub.12 -cycloalkylalkyl, cyano, hydroxyl or hydroxyethyl or are each phenoxy, C.sub.7 -C.sub.10 -phenalkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, and R.sup.4 is hydrogen or sulfo, are prepared by reacting a 4-alkoxy-2-hydroxybenzophenone of the general formula II ##STR2## with chlorosulfonic acid at from -20.degree. to +100.degree. C.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: December 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Heinz Eilingsfeld, Alexander Aumueller
  • Patent number: 5066822
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted in the 4 position by an alkoxy or benzyloxy group or a benzylthio group, which alkoxy or benzyloxy group is directly substituted by a tetrazole ring, and which benzylthio group is directly substituted by carboxy or tetrazolyl are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents. Synthetic intermediates for preparing such compounds are also described.
    Type: Grant
    Filed: June 29, 1990
    Date of Patent: November 19, 1991
    Assignee: Riker Laboratories, Inc
    Inventor: Mark A. Rustad
  • Patent number: 5057537
    Abstract: Ortho-substituted 1-napthyl ethers of the formula ##STR1## where X is CH or N, Y is saturated or unsaturated alkylene and R is aryl, aryloxy, arylthio or arylalkoxy, the aromatic ring being substituted or unsubstituted, and fungicides containing these compounds.
    Type: Grant
    Filed: February 2, 1990
    Date of Patent: October 15, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Hubert Sauter, Albrecht Harreus, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5041609
    Abstract: Herbicidal compounds of the formula ##STR1## in which R.sup.1 stands for halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 stands for hydrogen or halogen,X stands for nitrogen or for the grouping C-R.sup.5,whereR.sup.5 stands for hydrogen or halogen,with the proviso that at least one of the substituents R.sup.2 or R.sup.4 is different from hydrogen if R.sup.1 stands for chlorine or cyano and simultaneously R.sup.3 stands for trifluoromethyl and X stands for CH, and that R.sup.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: August 20, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5026727
    Abstract: Insecticidal and acaricidal compounds of formula: ##STR1## and stereoisomers thereof, where R.sup.1 represents C.sub.1-4 alkyl, R.sup.2 represents H, CN, CH.sub.3, C.tbd.CH or CF.sub.3 ; Q represents CH or N; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy and halophenoxy.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 25, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael J. Bushnell
  • Patent number: 4994495
    Abstract: Fungicidal compounds having the formula: ##STR1## and stereoisomers thereof, wherein R.sup.1 is optionally substituted C.sub.2-10 alkenyl, optionally substituted C.sub.5-6 cycloalkenyl, optionally substituted C.sub.2-10 alkynyl, or C.sub.1-10 alkyl substituted with --CN, --NC, --COR.sup.2, --CO.sub.2 R.sup.2, --NO.sub.2 or --SCN; X is O, S(O)n or NR.sup.2 and is attached to the 3- or the 4-position of the phenyl ring; Y and Z, which may be the same or different, are H, halogen, --CH.sub.3, --C.sub.2 H.sub.5, or --OCH.sub.3 ; R.sup.2 is H, C.sub.1-4 alkyl, C.sub.1-4 alkenyl, or, when R.sup.2 is C.sub.1-4 alkyl in the group --COR.sup.2, it joins with the alkyl group to which --COR.sup.2 is attached to form a 5- or 6-membered aliphatic ring; and n is 0, 1 or 2.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 19, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Michael G. Hutchings, Ian Ferguson
  • Patent number: 4992589
    Abstract: Compounds of the formula (1) ##STR1## in which X denotes a sulfur atom or the group ##STR2## in which R denotes a hydrogen atom, an alkylene-C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 - or alkyl-C.sub.1 -C.sub.6 - group, each of which can be substituted by hydroxyl, sulfo, carboxyl or cyano groups, R.sub.1 denotes a hydrogen atom or an alkyl-C.sub.1 -C.sub.6 -group which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), hydroxyl, amino, methylamino, acetylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino, methoxy, ethoxy, .beta.-hydroxyethylsulfonyl, phenyl, monosulfophenyl, disulfophenyl, or 4-[.beta.-hydroxyethylsulfonyl]-2-sulfophenyl groups, or represents a phenyl or naphthyl group, each of which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), alkyl-C.sub.1 -C.sub.4 -, alkoxy-C.sub.1 -C.sub.4 -, amino, methylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino or acetylamino groups, and R.sub.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 12, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Fuchs, Theodor Papenfuhs, Werner Brodt, Folker Kohlhaas
  • Patent number: 4992576
    Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, intermediates for preparing the derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: February 12, 1991
    Assignee: Eli Lilly and Company
    Inventor: D. Mark Gapinski
  • Patent number: 4973731
    Abstract: Novel compounds which are di-t-butylphenyl alkyl or benzyl ethers which alkyl or benzyl group is substituted by an acidic group are useful an antiallergic agents. Synthetic intermediates for making such compounds are also disclosed.
    Type: Grant
    Filed: April 23, 1987
    Date of Patent: November 27, 1990
    Assignee: Riker Laboratories, Inc.
    Inventor: Mark A. Rustad
  • Patent number: 4971959
    Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: November 20, 1990
    Assignee: Warner-Lambert Company
    Inventor: Lynn D. Hawkins
  • Patent number: 4966726
    Abstract: The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y.sup.1 =H, (C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group,Y.sup.2 =(C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, it being possible for Y.sup.1 and Y.sup.2 to jointly represent a MC--CH group, which is then part of a dioxolane ring,X=COOR.sup.1, CONH.sub.2, CONR.sup.2 R.sup.3 or C.tbd.N,R.sup.1 =(C.sub.1 -C.sub.10)alkyl or MC--CH.sub.2, andR.sup.2, R.sup.3 =H and (C.sub.1 -C.sub.4)alkyl or, independently of each other, (C.sub.1 -C.sub.4)alkyl.Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.
    Type: Grant
    Filed: July 18, 1988
    Date of Patent: October 30, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scherowsky, Manel Gunaratne
  • Patent number: 4952722
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: W are selected from alkyl, alkenyl and alkynyl;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime and imine derivatives thereof, and an alkylene group which bridges two adjacent carbon atoms of the benzene ring;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;p is zero or an integer selected form 1 to 4;n is zero or an integer selected from 1 to 3; andm is zero or an integer selected from 1 to 3.
    Type: Grant
    Filed: January 26, 1983
    Date of Patent: August 28, 1990
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Lindsay E. Cross
  • Patent number: 4942221
    Abstract: The present invention relates to the synthesis of nitriles having an amine function on the adjacent carbon.
    Type: Grant
    Filed: August 4, 1987
    Date of Patent: July 17, 1990
    Assignee: Albert Rolland S.A.
    Inventors: Gerard Moinet, Thierry Imbert
  • Patent number: 4933367
    Abstract: This invention relates to carboxylic acid derivatives and their use thereof. The compounds are useful in treatment of various diseases such as diabetes, prediabetic conditions, adipositas ailments or atherosclerosis.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: June 12, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
  • Patent number: 4853477
    Abstract: A process for the separation of mutually diastereomeric forms of a cyclopropanecarboxylic acid ester of the formula ##STR1## in which R.sup.1 represents hydrogen or halogen,R.sup.2 represents hydrogen or halogen,R.sup.4 represents hydrogen, Cn, --C.dbd.CH or CH.sub.3,R.sup.5 represents hydrogen or halogen, andR.sup.6 represents hydrogen or halogen,comprising reacting such ester in a first stage with about half or an equal molar amount of a second compound of the formula ##STR2## in which R.sup.7, R.sup.8 and R.sup.9 represent hydrogen or methyl, or, together with the C atom to which they are bound and with the adjacent C atoms of the basic structure form a fused 6-membered ring,R.sup.10 represents hydrogen, methyl, ethyl, halogen, amino, methylamino or dimethylamino, andR.sup.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: August 1, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Wilhelm Stendel
  • Patent number: 4847402
    Abstract: Hydroxyaromatic compounds are amido-alkylated or cyano-alkylated to form the corresponding compounds by:(a) heating said compounds with an alkylating agent in the presence of water and a catalyst, e.g., benzyltrimethylammonium chloride;(b) adding an alkaline agent, e.g., NaOH, to the heated mixture of (a); and(c) continuing to heat the resulting mixture until the corresponding amido- or cyano-alkylated compound is formed.Fully or partially amido-alkylated compositions are useful in the preparation of copolymers with epoxy resins.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: July 11, 1989
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4845264
    Abstract: A novel phenoxycarboxylic acid of formula (I) is disclosed. The compound is effective as herbicide for eradicating broad-leaved weeds. A combination of the phenoxycarboxylic acid and a N-phosphonomethylglycine or a glufosinate which is known as a herbicide is very effective for eradicating both broad-leaved weeds and narrow-leaved weeds.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: July 4, 1989
    Assignee: Teijin Limited
    Inventors: Shizuo Azuma, Toshiyuki Hiramatsu, Koji Nakagawa, Yataro Ichikawa
  • Patent number: 4822908
    Abstract: Substituted acrylates of the general formula ##STR1## where R.sup.1 and R.sub.2 are alkyl, alkenyl or alkynyl, X is hydrogen, halogen, alkyl, alkoxy, tirfluoromethyl, cyano or nitro, Y is ethylene, ethenylene, methyleneoxy, oxymethylene, thiomethylene, methylenethio or oxygen, R is hydrogen, substituted or unsubstituted alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl or cycloalkynyl, and fungicides containing these compounds.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: April 18, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Karbach, Ulrich Schirmer, Costin Rentzea, Ernst-Heinrich Pommer, Eberhard Ammermann, Wolfgang Steglich, Barbara A. M. Schwalge, Timm Anke
  • Patent number: 4808624
    Abstract: Novel substituted benzamides of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and A are as defined herein are useful in the treatment of emesis, and particularly chemotherapy-induced emesis in cancer patients. Some of the compounds are also useful in disorders relating to impaired gastric motility.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: February 28, 1989
    Assignee: Bristol-Myers Company
    Inventors: Ivo Monkovic, David Willner
  • Patent number: 4808750
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: February 28, 1989
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4803270
    Abstract: A process is disclosed for producing a fluoroaniline derivative of the formula: ##STR1## wherein X is an oxygen atom or an imino group. The process includes reacting 1,5-dichloro-2,4-dinitrobenzene with a glycol derivative of the formula:Y--CH.sub.2 --XH (II)wherein X is defined above and Y is a cyano group, a carboxy group or a lower alkoxycarbonyl group to produce a chlorodinitrobenzene derivative of the formula: ##STR2## wherein X and Y are as defined above. The chlorodinitrobenzene derivative (III) is reacted with a metal fluoride to produce a fluorodinitrobenzene derivative of the formula: ##STR3## wherein X and Y are as defined above. The fluorodintrobenzene derivative (IV) is subjected to reductive cyclization to obtain the fluoroaniline derivative (I).
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: February 7, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Ichiki Takemoto
  • Patent number: 4801616
    Abstract: This invention provides certain diphenylmethane derivatives, their pharmaceutical formulations, and their use in treating inflammation and arthritis in mammals.
    Type: Grant
    Filed: March 25, 1986
    Date of Patent: January 31, 1989
    Assignee: Eli Lilly and Company
    Inventor: D. Mark Gapinski
  • Patent number: 4797503
    Abstract: The preparation and properties of liquid crystal compounds having an achiral core and chiral tail units composed of the 1-cyanoalkoyl grouping (chiral cyanohydrin ethers) are described. The newly made compounds are shown to be useful as components of ferroelectric liquid crystal mixtures which exhibit high speed, multistate electro-optic switching properties making them ideally suited to certain electro-optic display device applications.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: January 10, 1989
    Assignee: University Patents, Inc.
    Inventors: Kirk F. Eidman, David M. Walba
  • 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: 4777280
    Abstract: The preparation and properties of liquid crystal compounds having an achiral core and chiral tail units composed of the 1-cyanoalkoyl grouping (chiral cyanohydrin ethers) are described. The newly made compounds are shown to be useful as components of ferroelectric liquid crystal mixtures which exhibit high speed, multistate electro-optic switching properties making them ideally suited to certain electro-optic display device applications.
    Type: Grant
    Filed: July 1, 1986
    Date of Patent: October 11, 1988
    Assignee: University Patents, Inc.
    Inventors: Kirk F. Eidman, David M. Walba
  • Patent number: 4772706
    Abstract: An improved process for the preparation of 7-substituted amino-1-alkyl- or cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where tetrafluorobenzoyl chloride is converted in three operations via 1-alkyl or 1-cycloalkyl-1,4-dihydro-6,7,8-trifluoro-4-oxoquinoline-3-carbonitrile which in a separate step or in situ is displaced and hydrolyzed to the desired product.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: September 20, 1988
    Assignee: Warner-Lambert Company
    Inventors: James N. Wemple, James R. Zeller, John M. Domagala
  • Patent number: 4766233
    Abstract: Herbicidal utility for 2-aryl-1,2,4-triazine-3,5(2H,4H)-diones and sulfur analogs is disclosed and exemplified. Many of the disclosed compounds are novel. Methods for preparing the herbicidal compounds and intermediates therefor are also disclosed.
    Type: Grant
    Filed: December 12, 1985
    Date of Patent: August 23, 1988
    Assignee: FMC Corporation
    Inventor: John W. Lyga
  • Patent number: 4752615
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: June 21, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4715882
    Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: October 15, 1986
    Date of Patent: December 29, 1987
    Assignee: PPG Industries, Inc.
    Inventor: Muppala S. Raju
  • Patent number: 4686289
    Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein.The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: August 11, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 4661149
    Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: November 12, 1985
    Date of Patent: April 28, 1987
    Assignee: PPG Industries, Inc.
    Inventor: Muppala S. Raju
  • Patent number: 4647413
    Abstract: Perfluoropolyether oligomers or block polymers, having a backbone with one or a plurality of perfluoropolyether segments each consisting essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit, and (3) a perfluoroethylidene unit terminating each segment, the backbone of the perfluoropolyether being terminated with COF and/or a functional or nonfunctional derivative thereof, said perfluoropolyethers being made by reacting a perfluoroaliphatic diacid fluoride with hexafluoropropylene epoxide to produce an acid fluoride-terminated perfluoropolyether adduct or oligomer which then can be photopolymerized to yield an acid fluoride-terminated perfluoropolyether block polymer. These oligomers and block polymers are useful as high temperature lubricants, hydraulic fluids, gaskets, adhesives and coatings as well as co-reactants wtih urethane in forming propellant binders.
    Type: Grant
    Filed: January 20, 1984
    Date of Patent: March 3, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Patricia M. Savu
  • Patent number: 4647582
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, and particularly against strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: March 3, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4647583
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, and particularly against strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: April 15, 1983
    Date of Patent: March 3, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Ishiguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4625042
    Abstract: The present invention relates to 3-(4-fluorophenoxy)propionitrile having the formula (I): ##STR1## a process for preparing 3-(4-fluorophenoxy)propionitrile having the formula (I) which comprises reacting 4-fluorophenol and acrylonitrile in the presence of a tertiary amine, a process for preparing 6-fluoro-4-chromanone having the formula (II): ##STR2## which comprises reacting 3-(4-fluorophenoxy)propionitrile having the formula (I) with an acid, and a process for preparing 6-fluoro-4-chromanone having the formula (II) which comprises reacting 4-fluorophenol with acrylonitrile in the presence of a catalyst to give 3-(4-fluorophenoxy)propionitrile having the formula (I), which is then reacted with an acid. 6-Fluoro-4-chromanone is an important intermediate for the synthesis of (S)-2,3-dihydro-6-fluoro-spiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5'di one (USAN: sorbinil).
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: November 25, 1986
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Satomi Takahashi, Yasuyoshi Ueda, Yoshio Shimada, Kiyoshi Watanabe
  • Patent number: 4622163
    Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein. The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
    Type: Grant
    Filed: September 10, 1984
    Date of Patent: November 11, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: RE32289
    Abstract: Cyanohydrocarbylated alkoxylates and cyanohydrocarbylated glycerides, their preparation and their use in post primary oil recovery as cosurfactants is described.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: November 18, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp