Benzene Ring Attached Directly Or Indirectly To The -c(=0)s- Group By Nonionic Bonding Patents (Class 558/257)
  • Patent number: 5420159
    Abstract: All possible stereoisomeric forms and mixtures thereof of a compound of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl of up to 4 carbon atoms, --CN and aralkynyl of up to 10 carbon atoms, Y is selected from the group consisting of halogen, --CH.sub.2 F, --CHF.sub.2, and --CF.sub.3, A is selected from the group consisting of ##STR2## having pesticidal properties.
    Type: Grant
    Filed: September 26, 1994
    Date of Patent: May 30, 1995
    Assignee: Roussel-Uclaf
    Inventors: Didier Babin, Marc Benoit, Jean-Pierre Demoute
  • Patent number: 5393764
    Abstract: The compounds of the present invention comprise substituted phenolic thioethers represented by the formula ##STR1## wherein: R.sup.1 and R.sup.2 are the same or different and independently represent tert-alkyl or phenyl; R.sup.3 represents hydrogen or alkyl; X represents --(CH.sub.2).sub.w --B--(CH.sub.2).sub.y -- wherein B represents O, S, or CH.sub.2 and w and y can each independently be an integer from 0 to 3 with the proviso that the sum of w+y is equal to or less than 3; A represents O or S(O).sub.n wherein n is 0, 1 or 2; p is an integer from 1 to 4; and R represents alkyl; OH; OR.sup.4 wherein R.sup.4 is alkyl of 1 to 4 carbon atoms; NR.sup.5 R.sup.6 wherein R.sup.5 is hydrogen or alkyl and R.sup.6 is hydrogen, alkyl, heterocyclealkyl in which the hetercyclic ring may optionally be substituted; cycloalkyl; substituted cycloalkyl; phenyl; substituted phenyl; phenylalkyl; or substituted phenylalkyl; or NR.sup.5 R.sup.6 together form a heterocyclic ring which may optionally be substituted; or R is (CH.
    Type: Grant
    Filed: August 25, 1993
    Date of Patent: February 28, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis
  • Patent number: 5387607
    Abstract: O-Benzyloxime ethers of the formula I ##STR1## where X is substituted or unsubstituted CH.sub.2, NOalkylY isO, S, NR.sup.5R.sup.1, R.sup.2, R.sup.5 are H, alkylZ.sup.1, Z.sup.2 are H, halogen, methyl, methoxy, cyanoR.sup.3, R.sup.4 are hydrogen, cyano, substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkynyl, alkoxy, haloalkoxy, alkylthio, benzylthio, alkylcarbonyl, substituted or unsubstituted phenylcarbonyl, substituted or unsubstituted benzylcarbonyl, alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl,N(R.sup.6).sub.2, where R.sup.6 is H, alkyl, substituted or unsubstituted phenyl,--CO--N(R.sup.7).sub.2, where R.sup.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: February 7, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegbert Brand, Uwe Kardorff, Reinhard Kirstgen, Bernd Mueller, Klaus Oberdorf, Hubert Sauter, Gisela Lorenz, Eberhard Ammermann, Christoph Kuenast, Albrecht Harreus
  • Patent number: 5308536
    Abstract: An optically active 4-mercaptocinnamic acid derivative represented by general formula (1) ##STR1## wherein R.sup.1 represents an alkyl group, an alkoxy group alkylthio group having 6 to 14 carbon atoms; X is H or F; Y is H or CH.sub.3 ; n is 0 or 1; Z is CH.sub.3 or CF.sub.3 ; and R.sup.2 represents a C.sub.2-8 alkyl group, preparation method, bistable or tristable liquid crystal composition containing at least one such derivative, and a liquid crystal display device including such a liquid crystal composition.The compound of general formula (1) decreases liquid crystal temperature range and broadens it, and enables realizing a bistable or tristable chiral smectic phase. The compound can be used alone or as blended with other liquid crystals having a smectic phase or ferroelectric liquid crystals as a material for liquid crystal devices.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: May 3, 1994
    Assignee: Showa Denko K.K.
    Inventors: Shuichi Naijoh, Ayako Nishioka, Chozo Inoue
  • Patent number: 5304531
    Abstract: Compounds of the formula: ##STR1## wherein X is hydrogen, halo, trihalomethyl, alkyl, nitro, or cyano; X.sup.1 is hydrogen, halo, or trihalomethyl; X.sup.2 is trihalomethyl or halo; Y is O, S, NH or NR.sup.1 ; R.sup.1 and R.sup.2 are the same or different radicals selected from hydrogen, alkyl, or mononuclear aralkyl; n is 1 to 5, and Z is carboxy, amino, mono- and dialkyl amino and when Z is carboxy; the agronomically acceptable salts, esters, thioesters and amides thereof, and compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: December 19, 1984
    Date of Patent: April 19, 1994
    Inventor: Wayne O. Johnson
  • Patent number: 5302739
    Abstract: Compounds of the formula ##STR1## as intermediates for the preparation of pyrimidine or triazine herbicides.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: April 12, 1994
    Assignees: Kumiai Chemical Industry Co., Ihara Chemical Industry Co., Ltd.
    Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
  • Patent number: 5300676
    Abstract: Fluorine-substituted .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)-propionic derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5, as defined herein, are useful as herbicides. Processes and intermediates for their preparation are also disclosed.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: April 5, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5296612
    Abstract: A process for producing an enyne derivative, and intermediate, which is useful for preparing compounds showing strong inhibiting activities against squalane epoxidase of Eumycetes and strong anti-cholesterol activities. The process comprises reacting a compound of the formula: ##STR1## wherein W is a halogen atom, with an acetylene derivative, in the presence of a palladium catalyst, to obtain a compound of the formula: ##STR2## and, if necessary, N-alkylating this compound.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: March 22, 1994
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
  • Patent number: 5234946
    Abstract: The substituted alkylamine derivatives represented by formula (I) ##STR1## wherein R.sup.1 represents (a) substituted or unsubstituted C.sub.2-6 alkenyl group, (b) substituted or unsubstituted C.sub.3-6 cycloalkenyl group, (c) substituted or unsubstituted C.sub.2-6 alkynyl group, (d) substituted or unsubstituted aryl group, (e) substituted or unsubstituted heterocyclic group, (f) fused heterocyclic group which may be substituted, or (g) group represented by the formula Ru.sup.11 -Ar wherein R.sup.11 is a heterocyclic group and Ar is a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and which may be substituted; ##STR2## represents a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and may be substituted by R.sup.7,X and Y are linking groups,R.sup.2 is H or lower alkyl,R.sup.3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl or lower cycloalkyl,R.sup.4 and R.sup.5 are independently hydrogen or halogen atoms,R.sup.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: August 10, 1993
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Hiroshi Takezawa, Masahiro Hayashi, Yoshikazu Iwasawa, Masaaki Hosoi, Yoshiaki Iida, Yoshimi Tsuchiya, Masahiro Horie, Toshio Kamei
  • Patent number: 5179121
    Abstract: Novel 4-chloro-4,4-difluorothiobutyric acid derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are, independently of one another, hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl and R.sub.3 is hydrogen or an organic radical can be employed as pest-control agents. Control of insects and arachnids is possible and preferable.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: January 12, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Manfred Boger, Eginhard Steiner
  • Patent number: 5166391
    Abstract: The present invention provides novel optically-active aliphatic .alpha.-halogen substituted carboxylic acid 4'-(4-alkoxybenzyloxy)biphenyl thioester compounds of the general formula: ##STR1## wherein R represents a n-alkyl radical having C.sub.8 to C.sub.15, carbon atoms, C* represents an asymmetric carbon atom, X represents a halogen atom and R' represents ##STR2## and process for the preparation thereof. The novel biphenyl thioester compounds provided according to the present invention are usable as a dopant or a base material for liquid crystal blending, thereby improving the properties of LCD.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: November 24, 1992
    Assignee: Samsung Electron Devices Co., Ltd.
    Inventors: Youngjae Chun, Junha Suh
  • Patent number: 5166402
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group,wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: November 24, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5149855
    Abstract: Process for racemizing an optically active carboxylic acid ester of the formula (1): ##STR1## wherein R.sub.1 is alkyl, aralkyl or aryl, R.sub.2 and R.sub.3 independently are alkyl, and n is 1 or 2, which comprises contacting the compound of the formula (1) with an amine compound.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: September 22, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Akihiro Sakimae, Eiji Ozaki, Kanehiko Enomoto, Ryozo Numazawa, Yoshimasa Kobayashi
  • Patent number: 5130453
    Abstract: An acylcyclohexadionethiocarboxylic S-ester of the fomrula ##STR1## where R.sup.1 and R.sup.2 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, benzyl or phenyl, and R.sup.2 is additionally hydrogen, are prepared by reacting an acylcyclohexadione II ##STR2## with hydroxylamine or hydroxylamine-O-sulfonic acid in an inert solvent at from 0.degree. to 150.degree. C., to give an acylcyclohexadione compound III ##STR3## and then reacting the compound III with a mercaptan IVR.sup.2 --SH IVin the presence of an anhydrous acid HX to give an acylcyclohexadionethiocarboximidic S-ester salt V ##STR4## where X is the anion of the acid, and hydrolyzing the compounds V to the acylcyclohexadionethiocarboxylic S-ester I.
    Type: Grant
    Filed: October 3, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Juergen Schubert, Reinhard Kaczmarek
  • Patent number: 5117035
    Abstract: A novel fluorine-containing acrylic acid derivative of the invention is represented by the formula:(CH.sub.2 .dbd.CF--CO).sub.p --A (I)wherein A is a residue derived from an organic compound having at least two active hydrogen atoms derived by removing at least two active hydrogen atoms, and p is an integer corresponding to the valency of the residue A, which is easily cured.
    Type: Grant
    Filed: May 24, 1989
    Date of Patent: May 26, 1992
    Assignee: Daikin Industries, Ltd.
    Inventors: Shigeru Morita, Masahiko Oka
  • Patent number: 5112860
    Abstract: Thiocarboxylic esters of the formula I ##STR1## where the substituents have the following meanings: X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene,Y, Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen,R is alkyl, mononuclear, dinuclear or trinuclear aryl or hetaryl, where aryl and hetaryl may be substituted,and fungicidal agents containing these compounds.
    Type: Grant
    Filed: November 2, 1990
    Date of Patent: May 12, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Hubert Sauter, Siegbert Brand, Bernd Wenderoth, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5071992
    Abstract: A process for producing an aromatic thiolester by mixing an alkyl or aryl thiol with an alkali metal hydroxide aqueous solution and, in the presence of a phase transfer catalyst, reacting it with an aromatic acid halide. Diacid halides may be used to produce bisthiol esters.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: December 10, 1991
    Assignee: Monsanto Company
    Inventors: Helen L. Janoski, Mitchell J. Pulwer
  • Patent number: 5068054
    Abstract: Disclosed are compounds of the general formula:R--O--Ar--COS--Ph--COO--R'characterized by the presence of the thioester (--COS--) core and wherein R is an alkyl group with typically 8 to 16 carbon atoms, Ar is a substituted aromatic core group such as 1,4-benzene, 2,6-naphthalene, 4,4'-biphenyl, or 4,4'-diphenylethane, and R' is a chiral branched alkyl group such as the 1-substituted cases 1-methylpropyl through 1-methyloctyl or 2-substituted case such as 2-methylbutyl. These materials or their mixtures possess ferroelectric phases and as such are of interest for electro-optical applications. In certain cases specific materials are of particular interest due to the existence of stable ferroelectric phases near room temperature with large polarization density and fast electro-optic response.
    Type: Grant
    Filed: March 13, 1989
    Date of Patent: November 26, 1991
    Assignee: International Business Machines Corporation
    Inventors: Kathleen M. Betterton, William D. Hinsberg, Huu T. Nguyen, Wing T. Tang, Robert J. Twieg
  • Patent number: 5009702
    Abstract: Cyclohexenone compounds of the formula I ##STR1## wherein R.sup.1, R.sup.2, A and X have the meanings given in the disclosure and claims, their preparation and their use as growth-regulating agents or herbicides.
    Type: Grant
    Filed: March 22, 1989
    Date of Patent: April 23, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Ulrich Schirmer, Juergen Kast, Dieter Kolassa, Bruno Wuerzer, Norbert Meyer, Wilhelm Rademacher, Johann Jung, Dale R. Carlson
  • Patent number: 4983630
    Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: January 8, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
  • Patent number: 4927966
    Abstract: New compounds having utility for enhancing the activity of antifolates are disclosed of the formula: ##STR1## wherein X is selected from hydrogen ##STR2## and R"--; R' is selected from alkyl, alkenyl, alkynyl, substituted and unsubstituted aryl, and substituted and unsubstituted heterocyclic aryl; R" is selected from ##STR3## and R'S; M is selected from OR and secondary amine; and R is selected from hydrogen, alkyl, acyloxymethyl, substituted and unsubstituted aryl, substituted and unsubstituted heterocyclic aryl, amino cation and metal cation.
    Type: Grant
    Filed: June 4, 1987
    Date of Patent: May 22, 1990
    Assignee: The Research Foundation of State University of New York
    Inventor: Thomas I. Kalman
  • Patent number: 4925658
    Abstract: Aromatic esters and thioesters have the formula ##STR1## wherein X represents oxygen or sulfur,R.sub.1 represents --CH.sub.2 OH, --CH(OH)--CH.sub.3, --COOR.sub.5 or ##STR2## R.sub.5 represents hydrogen, lower alkyl, lower alkenyl, monohydroxyalkyl or polyhydroxyalkyl,r' and r" represent hydrogen, lower alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or benzyl optionally substituted, the residue of an amino acid or aminated sugar, or taken together form a heterocycle,R.sub.2 represents .alpha.,.alpha.'-disubstituted alkyl having 4-12 carbon atoms or mono- or polycyclic cycloalkyl having 5-12 carbon atoms whose carbon linking carbon is trisubstituted,R.sub.3 represents hydrogen, lower alkyl, or --Si(CH.sub.3).sub.2 R'.sub.3 wherein R'.sub.3 represents lower alkyl, andR.sub.4 represents hydrogen or lower alkyl, andthe salts of these aromatic esters and thioesters of formula (I) when R.sub.5 represents hydrogen.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: May 15, 1990
    Assignee: Centre International De Recherches dermatologiques (CIRD)
    Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
  • Patent number: 4917821
    Abstract: An optically active 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 1-18 carbon atoms; C* is an asymmetric carbon atom; X is an oxygen atom or sulfur atom; and n is 0 or 1. The optically active mesomorphic compound, when included as a component, provides a ferro-electric liquid crystal composition showing an improved field response characteristic.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: April 17, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Shosei Mori, Kenji Shinjo, Takashi Iwaki
  • Patent number: 4908467
    Abstract: N-Phenylsulfonyl-B'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl,R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, --CO--R.sup.6, --NR.sup.7 R.sup.8, --CO--NR.sup.9 R.sup.10 or --SO.sub.2 --NR.sup.11 R.sup.12,R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl or C.sub.1 -C.sub.4 -alkylsulfonyl,R.sup.3 and R.sup.4 independently of one another are each hydrogen, halogen C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -alkoxy or --NR.sup.12 R.sup.13,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.6 is C.sub.1 -C.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Konrad Oertle
  • Patent number: 4906402
    Abstract: A compound having ferroelectric liquid crystal properties of the formula: ##STR1## wherein A is the residue of a liquid crystal material or a liquid crystal compatible material;X is O or S;n is 0 or 1;Y is any inert group which does not cause the melting point of the compound of Formula I to exceed 200.degree. C.;R.sup.1 is selected from H, C.sub.1-4 -alkyl and halogen; andR.sup.2 is C.sub.1-4 -alkyl or halogen;provided that R.sup.1 and R.sup.2 are different. In a suitable environment the compound is capable of alignment in two metastable states and is therefore suitable for use in multiplex-addressed, liquid crystal devices, such as flat bed large area screens and displays.
    Type: Grant
    Filed: September 1, 1987
    Date of Patent: March 6, 1990
    Assignee: Imperial Chemical Industries, PLC
    Inventors: David A. Jackson, Peter A. Gemmell
  • Patent number: 4889946
    Abstract: Novel phenoxybenzoic acid derivatives of the general formula ##STR1## in which R.sup.1 and R.sup.2, independently of one another, each represent hydrogen or methyl,n represents zero or 1,x represents hydrogen or chlorine,y represents oxygen, sulphur, imino (NH) or alkylimino (N-alkyl) andz has the meaning given in the specification,a process for the preparation of the novel compounds and their use as herbicides and plant growth regulators.
    Type: Grant
    Filed: August 4, 1982
    Date of Patent: December 26, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Ludwig Eue, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 4876027
    Abstract: 4-Alkoxybenzenethiol, bis-(4-alkoxyphenyl)disulfide, and mesomorphic compound deviced therefrom represented by the formula: ##STR1## wherein R.sub.1 is an alkyl or alkoxy group having 1-18 carbon atoms, R* is an alkyl group having 4-12 carbon atoms including an asymmetric carbon atom, 1=1 or 2, and m=0 or 1.
    Type: Grant
    Filed: January 27, 1989
    Date of Patent: October 24, 1989
    Assignee: Canon Kabushiki Kaisha
    Inventors: Kazuo Yoshinaga, Kazuharu Katagiri, Toyoko Kobayashi, Kenji Shinjo
  • Patent number: 4857645
    Abstract: A process for introducing thiocarboxylic ester at ortho-position of phenols or phenylamines which comprises reacting a phenyl compound having group or optionally substituted amino or cyclic amino group, of which at least one ortho-position is vacant, with C.sub.1 -C.sub.5 alkyl thiocyanate, C.sub.7 -C.sub.13 aralkyl thiocyanate or C.sub.6 -C.sub.12 aryl thiocyanate in the presence of a boron trihalide and hydrolyzing the resultant product under acidic conditions is provided, and said process is useful in the synthesis of medicinals, pesticides and dyes.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: August 15, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Adachi Makoto, Hiromu Matsumura, Tsutomu Sugasawa
  • Patent number: 4816178
    Abstract: An optically active 4-alkylbenzenethiol and an optically active bis(4-alkylphenyl)disulfide represented by the formula: ##STR1## respectively, wherein R.sub.1 * and R.sub.2 * are respectively an alkyl group having 4-12 carbon atoms including an asymmetric carbon atom, may be prepared, e.g., through halogenation or sulfonation of an optically active alcohol, followed by reaction with a phenylmagnesium halide, chlorosulfonylation and reduction. The optically active thiol or disulfide is effective, e.g., in preventing occurrence of reverse domain when added to a nematic liquid crystal, and also can be bonded to an intermediate to provide a functional material including a mesomorphic compound represented by the formula: ##STR2## wherein R.sub.3 is an alkyl or alkoxy group having 1-18 carbon atoms, n is 1 or 2, and C* is an asymmetric carbon atom.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: March 28, 1989
    Assignee: Canon Kabushiki Kaisha
    Inventors: Kazuharu Katagiri, Kenji Shinjo, Kazuo Yoshinaga
  • 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: 4794205
    Abstract: A method is provided for preparing alkenylthiophenols, e.g., para-vinylthiophenol, or their esters, e.g., para-vinylthiophenol acetate by reacting a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone (4-HAP) with an N,N-di(organo)thiocarbamoyl halide, e.g., N,N-dimethylthiocarbamoyl chloride (DMTC) to form an O-(acylaryl) N,N-di(organo)thiocarbamate, e.g., O-(4'-acetophenyl) N,N-dimethylthiocarbamate, and pyrolytically rearranging the latter compound to form an S-(acylaryl) N,N-di(organo)thiocarbamate, e.g., S-(4-4- -acetophenyl) N,N-dimethylthiocarbamate. In one procedure, the latter compound is directly reduced to form an S-(1-hydroxyalkylaryl) N,N-di(organo) thiocarbamate, e.g., S-[4'-(1-hydroxyethyl)phenyl] N,N-dimethylthiocarbamate, which is either hydrolyzed to form a (1-hydroxyalkyl) thiophenol, e.g., 4'-(1-hydroxyethyl) thiophenol, which optionally after acylation of its thiol group, is dehydrated to form the alkenylthiophenol wherein the double bond is at the ring-bonded carbon atom, e.g.
    Type: Grant
    Filed: December 10, 1986
    Date of Patent: December 27, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Kenneth G. Davenport
  • Patent number: 4778914
    Abstract: Herbicidal mixtures comprising (1) a diphenyl ether of the formula: ##STR1## or a salt thereof, wherein R.sup.1 is, for example, alkyl; R.sup.2 is hydrogen, halogen or nitro; R.sup.3 is hydrogen, halogen, alkyl, trifluoromethyl or cyano; R.sup.4 is hydrogen, halogen or trifluoromethyl; R.sup.5 is hydrogen, halogen or trifluoromethyl and R.sup.6 is hydrogen or alkyl of 1 to 6 carbons and (2) another herbicide not of formula (I). Intermediates for preparing the formula (I) compounds and processes for using these compounds are also disclosed.
    Type: Grant
    Filed: February 19, 1986
    Date of Patent: October 18, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: David Cartwright, David J. Collins
  • Patent number: 4755531
    Abstract: Thiol esters of 4,5-allenyl prostaglandins, methods of making them, and pharmaceutical compositions containing them. These compounds are useful as gastric acid secretion inhibitors.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: July 5, 1988
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Angel Guzman
  • Patent number: 4754052
    Abstract: A process of recycling nitrated by-products formed during the manufacture of the compound of the formula ##STR1## and salts thereof wherein J is ##STR2## and further wherein: R.sup.1 is fluorine, chlorine, bromine, or iodine or a trifluoromethyl group;R.sup.2 is a hydrogen atom, a fluorine, chlorine, bromine or iodine atom or a trifluoromethyl group;R.sup.3 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a trifluoromethyl group, a cyano group or a fluorine, chlorine, bromine or iodine group; X is ##STR3## R.sup.4 is R.sup.5 or an acyl radical of the formula ##STR4## wherein Alk is a C.sub.1-6 alkyl group; R.sup.5 is a hydrogen atom or a C.sub.1-6 alkyl group optionally substituted with either one or more halogen atoms or a phenyl group;B is a C.sub.1-10 alkyl, OR.sup.7 or SR.sup.7 ;y is 1 to 4;R.sup.6 is a hydrogen atom or a C.sub.1-2 alkyl group;R.sup.7 is hydrogen, or a C.sub.1-8 alkyl group, a C.sub.
    Type: Grant
    Filed: November 7, 1986
    Date of Patent: June 28, 1988
    Assignee: ICI Americas Inc.
    Inventors: William W. Brand, John F. Stephen
  • Patent number: 4754072
    Abstract: Thiophenols are formed from phenols by first reacting a phenol with thiophosgene to form an aryl chlorothionoformate which is subjected to a halogen exchange reaction using an alkali metal fluoride to yield the corresponding fluorothionoformate. This fluorothionoformate is then rearranged to the corresponding fluorothiolformate by heating and the resulting fluorothiolformate is then hydrolyzed to yield the desired thiophenol.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: June 28, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Elliott Bay
  • Patent number: 4705880
    Abstract: Thioesters of the formula RCOSR are produced from a mercaptan of the formula RSH wherein R is a benzylic, aromatic or aliphatic moiety by reacting the mercaptan with carbon monoxide in the presence of a polyunsaturated olefinic hydrocarbon and as catalyst a metal component selected from iron, cobalt, nickel, molybdenum, ruthenium, rhodium and iridium, the metal component being in free or combined form.
    Type: Grant
    Filed: June 3, 1986
    Date of Patent: November 10, 1987
    Assignee: The British Petroleum Company p.l.c.
    Inventors: Howard Alper, David J. H. Smith
  • Patent number: 4689342
    Abstract: Novel esters in all possible isomeric forms or a mixture thereof having the formula ##STR1## wherein Y is selected from the group consisting of hydrogen, halogen, --OAlK and ##STR2## AlK is alkyl of 1 to 6 carbon atoms, n is 0, 1 or 2, Z is selected from the group consisting of --O-- and --S--, R.sub.1 is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkylalkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, --OH, --SH, --OR', --SR', ##STR3## --SO.sub.2 AlK.sub.2, --SO.sub.3 AlK.sub.3, aryl optionally substtuted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3 and ##STR4## R' is alkyl of 1 to 8 carbon atoms, R" and R'" are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: August 25, 1987
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute
  • Patent number: 4659855
    Abstract: Certain novel aryl sulfonyl fluorides, their preparation, and their use in inhibiting serine proteases with chymotrypsin-like and elastase-like specificity.
    Type: Grant
    Filed: May 9, 1983
    Date of Patent: April 21, 1987
    Assignee: Georgia Tech Research Corporation
    Inventor: James C. Powers
  • Patent number: 4654431
    Abstract: A novel photocurable monomer having the formula: ##STR1## wherein: Ar is arylene;R.sup.1 is H, alkyl, alkoxy, amino, halogen, sulfide, sulfoxide, sulfonate, aryl or heterocyclic;R.sup.2 is H, alkyl, aryl or aralkyl; andR.sup.3 is H or methyl,is useful in preparing a polymer having a high refractive index. The polymer is useful in optical components, such as lenses.
    Type: Grant
    Filed: September 10, 1982
    Date of Patent: March 31, 1987
    Assignee: Eastman Kodak Company
    Inventor: Charles D. DeBoer
  • Patent number: 4653866
    Abstract: A liquid crystal compound of the formula: R.sub.2 --X.sub.1 --Y.sub.1 --C(O)S--Y.sub.2 --Z, wherein R.sub.2 is preferably C.sub.7-14 alkyl; X.sub.1 is --COO-- or --OCO; ##STR1## and Z is --NO.sub.2 or --CN, shows a smectic phase, is large in positive delectric anisotropy and can give a liquid crystal composition suitable for use in a thermal address display device.
    Type: Grant
    Filed: May 20, 1985
    Date of Patent: March 31, 1987
    Assignee: Hitachi, Ltd.
    Inventors: Susumu Era, Hisao Yokokura, Kishiro Iwasaki, Tadao Nakata, Teruo Kitamura, Akio Mukoh
  • Patent number: 4631143
    Abstract: Triphenylene derivatives of the formula I ##STR1## wherein X.sup.1 to X.sup.6 are each, independently of one another, --SH, --SR, --SOR, --SO.sub.2 R or --S--COR, and each R is an alkyl group with up to 20 C atoms, it being possible for one or two CH.sub.2 groups to be replaced by O atoms and/or by unsubstituted or substituted vinylene or vinylidene groups, may be used as components of discotic liquid-crystalline phases.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: December 23, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Eike Poetsch
  • Patent number: 4606758
    Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and ester salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: July 2, 1976
    Date of Patent: August 19, 1986
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Robert J. Theissen
  • Patent number: 4606864
    Abstract: A monomer having the formula: ##STR1## wherein: R.sup.1 is H or methyl;R.sup.2, R.sup.3 and R.sup.4 are independently alkyl, aryl, or aralkyl; andR.sup.5 and R.sup.6 are independently H, halo, alkyl, aryl, aralkyl, thioalkyl, thioaryl, or thioaralkyl,is useful in preparing a polymer having a high refractive index. The polymer is useful in forming optical components, such as lenses.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: August 19, 1986
    Assignee: Eastman Kodak Company
    Inventor: David P. Warren
  • Patent number: 4588434
    Abstract: Substituted ureas of the formula ##STR1## where R.sup.1 is hydrogen or alkyl, R.sup.2 is hydrogen, alkyl, alkoxy, alkenyl, alkynyl, unsubstituted or substituted cycloalkyl or unsubstituted or substituted phenyl and R.sup.3 and R.sup.4 are each hydrogen, halogen or a radical --CO--S--R, with the proviso that one or both of the substituents R.sup.3 and R.sup.4 are the radical --CO--S--R, are used for controlling undesirable plant growth.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: May 13, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Arno Lange, Bruno Wuerzer