Oxygen Bonded Directly To A Ring Patents (Class 568/64)
  • Patent number: 8557741
    Abstract: What is described are 3-aminocarbonyl-substituted benzoylcyclohexanediones of the formula (I) as herbicides. In this formula (I), R1 to R5 are radicals such as hydrogen, organic radicals such as alkyl, and other radicals such as halogen. X is alkylene.
    Type: Grant
    Filed: February 17, 2011
    Date of Patent: October 15, 2013
    Assignee: Bayer CropScience AG
    Inventors: Chieko Ueno, Simon Dörner-Rieping, Andreas Van Almsick, Christopher Hugh Rosinger, Jan Dittgen, Dieter Feucht, Isolde Häuser-Hahn
  • Patent number: 8440736
    Abstract: The present invention provides modified multifunctional thiol-ene monomers wherein one or more thiols are reacted with a Michael addition reactive double bond compound. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers including the modified multifunctional thiols. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers and Michael addition reactive double bond molecules and a Michael catalyst. The formulations of the present invention can be photocured to make films or coatings. In a further disclosure, the formulations, including those comprised of unmodified multifunctional thiols and multifunctional enes, are photocured to form films applied to non-flexible or flexible polymer or non-polymer substrates suitable for food packaging, electronic products, optical products and other applications and free-standing films.
    Type: Grant
    Filed: April 6, 2009
    Date of Patent: May 14, 2013
    Assignee: University of Southern Mississippi
    Inventors: Charles E. Hoyle, Sergei Nazarenko, Huanyu Wei
  • Patent number: 8049042
    Abstract: To provide a resist polymer comprising, as a structural unit, an acid-decomposable unit having a structure represented by formula (1) or (2) which exhibits a small line edge roughness and produces little defects in DUV excimer laser lithography or the like.
    Type: Grant
    Filed: March 26, 2009
    Date of Patent: November 1, 2011
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hikaru Momose, Atsushi Ootake, Tadashi Nakamura, Akifumi Ueda
  • Publication number: 20100069675
    Abstract: The present invention is directed to the labeled compounds, wherein C* is each either 13C and 12C where at least one C* is 13C, each hydrogen of the methylene group is hydrogen or deuterium, the methyl group includes either zero or three deuterium atoms, Q is sulfide, sulfinyl, or sulfone, Z is an aryl group such as 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, or a phenyl group wherein R1, R2, R3, R4 and R5 are each independently either hydrogen, a C1-C4 lower alkyl, a halogen, and an amino group such as NH2, NHR and NRR? where R and R? are each independently either a C1-C4 lower alkyl, a phenyl, and an alkoxy group, and the methyl group can include either zero or three deuterium atoms.
    Type: Application
    Filed: September 1, 2009
    Publication date: March 18, 2010
    Applicant: Los Alamos National Security, LLC
    Inventors: Rodolfo A. Martinez, Clifford J. Unkefer, Marc A. Alvarez
  • Patent number: 7214831
    Abstract: Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, for example, an alpha-chalcogenmethylcarbonyl group, such as an alpha-ketothio group, can inhibit histone deacetylase. Histone deacetylase inhibition can repress gene expression, including expression of genes related to tumor suppression. Accordingly, inhibition of histone deacetylase can provide an alternate route for treating cancer, hematological disorders, e.g., hemoglobinopathies, autosomal dominant disorders, e.g. spinal muscular atrophy and Huntington's disease, genetic related metabolic disorders, e.g., cystic fibrosis and adrenoleukodystrophy, or for stimulating hematopoietic cells ex vivo.
    Type: Grant
    Filed: May 21, 2003
    Date of Patent: May 8, 2007
    Assignee: Errant Gene Therapeutics, LLC
    Inventors: Hsuan-Yin Lan-Hargest, Robert J. Kaufman
  • Patent number: 7166605
    Abstract: Probucol derivatives and pharmaceutical compositions containing the same to be employed in treatment or prophylaxis of diseases.
    Type: Grant
    Filed: March 19, 2003
    Date of Patent: January 23, 2007
    Assignee: Nicox, S.A.
    Inventors: Piero Del Soldato, Giancarlo Santus, Ennio Ongini
  • Patent number: 7129271
    Abstract: Compounds, compositions, and methods that employ an eremophilane sesguiterpene are presented for controlling an arthropod pest population. The compounds have minimal adverse or toxic effects on humans, non-human animals, and the natural environment. The compounds may be isolated from natural sources, semi-synthesized from naturally occurring compounds, or completely synthesized. The compounds may be applied directly to a pest or the locus of a pest, and function as topical or ingestible toxins. Eremophilane sesguiterpenes 13-hydroxy-valencene, valencene-11,12-epoxide, valencene-13-aldehyde, and nootkatone-1,10-11,12-diepoxide are exemplary compounds.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: October 31, 2006
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Gary O. Maupin, Joseph Karchesy, Nicholas A. Panella, Marc C. Dolan
  • Patent number: 6930208
    Abstract: What is described are derivatives of benzoylcyclohexanediones of the formula (I) and their use as herbicides. In this formula (I), R1a, R1b, R1c, R2, R3, R4 and R5 denote various radicals, X1 is a bridging atom, X2 is a carbon chain and X3 is a chalcogen atom or an oximino radical.
    Type: Grant
    Filed: April 8, 2003
    Date of Patent: August 16, 2005
    Assignee: Bayer CropScience GmbH
    Inventors: Thomas Seitz, Andreas van Almsick, Lothar Willms, Monika H. Schmitt, Thomas Auler, Hermann Bieringer, Hubert Menne
  • Patent number: 6768025
    Abstract: Benzoylcyclohexanedione derivatives of the formula (I) and their use as herbicides are described. In this formula (I), R1, R3, and R4 are various radicals, L—(R2)n is haloalkyl, and n is 0 to 2.
    Type: Grant
    Filed: April 4, 2002
    Date of Patent: July 27, 2004
    Assignee: Aventis CropScience GmbH
    Inventors: Thomas Seitz, Andreas van Almsick, Lothar Willms, Thomas Auler, Hermann Bieringer, Hubert Menne
  • Patent number: 6380262
    Abstract: 5-Membered ring compounds represented by general formula (I), optically active isomers thereof or salts of the same. These compounds have physiological activities including a carcinostatic effect. In said formula the bond shown by the dotted line in the 5-membered ring represents that this 5-membered ring may be either a cyclopentene ring having a double bond or a saturated cyclopentane ring, and when the 5-membered ring is a cyclopentene ring, X is OR1, Y is ═O and Z is H, and when it is a cyclopentane ring, X is ═O, Y is OR2 and Z is OR3, (wherein R1 is R4 or —(CO)—R5; R2 is H, —R6 or —(CO)—R7; and R3 is H, R8 or (CO)—R9 (wherein R4, R5, R6, R7, R8 and R9 are the same or different and each represents an aliphatic, aromatic or aliphatic aromatic group, and R5, R7 and R9 may be each H), provided that the case where R2═R3═H is excluded); and W represents a residue obtained by eliminating SH from an SH-containing compound.
    Type: Grant
    Filed: February 6, 2001
    Date of Patent: April 30, 2002
    Assignee: Takara Shuzo Co., Ltd.
    Inventors: Eiji Kobayashi, Hiromu Ohnogi, Nobuto Koyama, Katsushige Ikai, Hiroaki Sagawa, Ikunoshin Kato
  • Patent number: 6379590
    Abstract: A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: April 30, 2002
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan
  • Patent number: 6218578
    Abstract: The invention relates to a polymeric film composed of an optically anisotropic material made from a cross-linked synthetic resin composition comprising a polymer network, being obtainable by copolymerization of a mixture comprising (a) at least one monomer or oligomer, each of said monomers or oligomers having at least two polymerizable functional groups selected from the group consisting of (meth-)acrylate ester, epoxy and vinyl ether, (b) at least one achiral liquid crystalline monomer or oligomer, each of said monomersloligomers having mesogenic groups and one polymerizable functional group selected from the group consisting of (meth-)acrylate ester, epoxy and vinyl ether.
    Type: Grant
    Filed: June 8, 2000
    Date of Patent: April 17, 2001
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: David Coates, Simon Greenfield, Emma Jane Jolliffe
  • Patent number: 5578470
    Abstract: A method for preparing thiol compounds, comprising: (1) reacting cysteine by a non-enzymatical addition reaction with a compound having the formula (R.sub.1)(R.sub.2)C.dbd.C(R.sub.3)--CO--R.sub.4 via an --S-- bridge to form a cysteine conjugate, wherein the symbols R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen or an optionally saturated and/or heterogeneous hydrocarbon group or wherein a combination of two groups selected from the group consisting of R.sub.1, R.sub.3 and R.sub.4, together with the carbon atoms to which the groups are bonded, form an optionally saturated and/or heterogeneous hydrocarbon ring system of five or six members; and (2) reacting the cysteine conjugate so obtained in a concentration of >1 mM conjugate with a microbial .beta.-lyase to form a thiol compound.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: November 26, 1996
    Assignee: Nederlandse Organisatie Voor Toegepast
    Inventors: Antonius Kerkenaar, Diederik J. M. Schmedding, Jan Berg
  • Patent number: 5476876
    Abstract: The subject invention relates to compounds having the structure: ##STR1## wherein (a) X is selected from hydroxy, C.sub.1 to about C.sub.2 alkanoxy, thiol, C.sub.1 to about C.sub.2 alkanylthiol, and halo;(b) R and R' are each independently selected from C.sub.1 to about C.sub.3 straight or branched alkanyl, and C.sub.3 to about C.sub.4 cyclic alkanyl; or R and R' are bonded together to form a C.sub.3 to about C.sub.6 cyclic alkanyl ring, or a C.sub.3 to about C.sub.5 cyclic heteroalkanyl ring having one oxygen or sulfur atom in the ring, the heteroatom not being bonded to the carbon to which X is bonded; and R and R', or the ring formed by them when bonded together, are each, independently, unsubstituted or monosubstituted with a substituent selected from halo, hydroxy, thiol, C.sub.1 to about C.sub.2 alkanoxy, and C.sub.1 to about C.sub.2 alkanylthiol.The subject invention also relates to the pharmaceutical compositions comprising the above compounds, and methods of treating inflammation using the compounds.
    Type: Grant
    Filed: May 24, 1994
    Date of Patent: December 19, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Stanislaw Pikul, Joseph A. Miller, John M. Janusz, Theresa Rosario-Jansen
  • Patent number: 5463093
    Abstract: Novel palladium complexes and pharmaceutical compositions comprising the same are provided. Such complexes comprise (palladium).sub.m (lipoic acid).sub.n, wherein m and n are each independently 1 or 2. A process for preparing such complexes is also disclosed. In addition, a method of treatment of tumors and a method of treatment of psoriasis comprising administering the pharmaceutical compositions of the present invention are provided.
    Type: Grant
    Filed: November 26, 1993
    Date of Patent: October 31, 1995
    Inventor: Merrill Garnett
  • Patent number: 5393885
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 is halogen, C.sub.1 -C.sub.3 alkyl, halo-C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, halo-C.sub.1 -C.sub.3 alkoxy or cyano and/or two substituents R.sub.1 which are bonded to adjacent C atoms of the phenyl ring together are --O--CH.sub.2 --O--; R.sub.2 is hydrogen, halogen or methyl;R.sub.3 is fluorine, chlorine, bromine or C.sub.1 -C.sub.3 alkyl; R.sub.4 is hydrogen or C.sub.1 -C.sub.3 alkyl;either R.sub.5 is hydrogen, C.sub.1 -C.sub.4 alkyl, ##STR2## --COCO--R.sub.8,--CO--R.sub.9 or S(O).sub.m --N(R.sub.10)--COO--R.sub.11 andR.sub.6 is C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.6 alkenyl, halo-C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.5 alkynyl, halo-C.sub.3 -C.sub.5 alkynyl, C.sub.1 -C.sub.3 alkoxy-C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.6 cycloalkyl, unsubstituted or substituted phenyl; or R.sub.5 and R.sub.6 together are --(CH.sub.2).sub.4 -- or --(CH.sub.2).sub.5 --; R.sub.7 is hydrogen, halogen or C.sub.1 -C.sub.3 alkyl; R.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: February 28, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 5354511
    Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: October 11, 1994
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5182194
    Abstract: Method for preparing thiol compounds by coupling cysteine having the formula HS--CH.sub.2 --CH(NH.sub.2)COOH via and --S-- bridge to a hydrocarbon compound and subsequently reacting the cysteine conjugate obtained with .beta.-lyase to form the relevant thiol compounds.
    Type: Grant
    Filed: January 26, 1988
    Date of Patent: January 26, 1993
    Assignee: Nederlandse Organisatie Voor Toegepast-Natuurwetenschappe Lijk Onderzoektno
    Inventors: Antonius Kerkenaar, Diederik J. M. Schmedding, Jan Berg
  • Patent number: 5157156
    Abstract: A process for preparing 2,6-di-t-butyl-4-mercapto-phenol. This is accomplished by sulfonation of the phenol with a silylated sulfonating agent (e.g., trimethylsilyl-chlorosulfonate). The sulfonic acid is then reduced directly or is converted to the sulfonyl halide intermediate which is then reduced to yield the 2,6-di-t-butyl-4-mercapto-phenol.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: October 20, 1992
    Assignee: Zambon Group S.p.A.
    Inventors: Claudio Giordano, Giuseppe Barreca
  • Patent number: 5105017
    Abstract: This invention provides novel 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: July 18, 1983
    Date of Patent: April 14, 1992
    Assignee: Eli Lilly and Company
    Inventor: Robert D. Dillard
  • Patent number: 4894482
    Abstract: A process is provided for removing water from a mixture of hydrogen fluoride (HF), a carboxylic acid, e.g., acetic acid, and water by extractive distillation in the presence of a Lewis base as solvent, which does not azeotrope with water, forms bonds with the HF and carboxylic acid which can be broken by heat and has a boiling point at atmospheric pressure at least about 20.degree. C. above that of the carboxylic acid, e.g., N-methyl-2-pyrrolidone, and taking off an overhead vapor comprising a major proportion of the water in said mixture. The extractive distillation may be advantageously integrated in an overall process with the production of an aromatic ketone, e.g., 4-hydroxyacetophone, by the Friedel-Crafts acylation of an aromatic compound, e.g., phenol, with the carboxylic acid, using HF as catalyst, to produce a product mixture comprising the aromatic ketone, HF, carboxylic acid and water, and the removal of aromatic ketone from the product mixture by means of a solvent assisted distillation.
    Type: Grant
    Filed: December 6, 1988
    Date of Patent: January 16, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: Daniel D. Lindley, Carl D. Murphy
  • Patent number: 4871756
    Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4, E.sub.4 and the slow reacting substance of anaphylaxis.As such, these compounds will be useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: October 3, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: John Gillard, Joshua Rokach, Patrice C. Belanger
  • Patent number: 4833164
    Abstract: 2-Substituted-1-naphthols are 5-lipoxygenase inhibitors which make them useful in the treatment of inflammation, obstructive lung diseases and/or psoriasis. Useful 2-substituent groups are alkyls, alkenyls, alkynyls, cycloalkyls, cycloalkenyls, the groups CH.sub.2 --C.tbd.C--(CH.sub.2).sub.m R.sup.5 and CH.dbd.CH--(CH.sub.2).sub.n R.sup.5 (where m is 1-4, n is 0-3 and R.sup.5 includes phenyl, COOR.sup.9, where R.sup.9 is H or alkyl of 1-4 carbons, AR.sup.6 (where A is a methylene chain and R.sup.6 is a variety of groups including Cl, Br, I, CHO, CN, COOR.sup.9, NH.sub.2, SC(NH)NH.sub.2, phenyl, P(O)(OR.sup.9).sub.2, etc.), and CHR.sup.7 R.sup.21 (where R.sup.7 is a variety of aromatic and heterocyclic groups and R.sup.21 is H, optionally substituted phenyl and a variety of heterocyclic groups).
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: May 23, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Douglas G. Batt
  • Patent number: 4783213
    Abstract: Compounds of the formula ##STR1## wherein X is oxy, thio, sulfinyl or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: November 8, 1988
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4781751
    Abstract: Compounds of the formula ##STR1## wherein R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, halogen, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl, with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen, halogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is halogen, cyano, nitro, trifluoromethyl, --C(O)--OR.sup.f wherein R.sup.f is C.sub.1 -C.sub.4 alkyl, or --C(O)NR.sub.2.sup.b wherein R.sup.b is hydrogen or C.sub.1 -C.sub.2 alkyl;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: November 1, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Hsiao-Ling M. Chin
  • Patent number: 4621098
    Abstract: The present invention provides thioethers of the general formula: ##STR1## wherein Ar is a phenyl radical which is optionally substituted one, two or three times by alkyl, alkenyl, alkoxy, alkylthio, alkanoyl, hydroxyl, hydroxyalkyl, carboxyl, alkoxycarbonyl, carbamoyl, nitro, amino or halogen, Q is an oxygen or sulphur atom or an NH group, A is a straight-chained or branched C.sub.2 -C.sub.8 alkylene radical which is optionally substituted by a hydroxyl group or can be interrupted by an ethenylene or ethynylene group, n is 0, 1 or 2, and R is a hydrogen atom or a straight-chained or branched alkyl radical which is optionally substituted one or more times by the same or different radicals selected from alkoxycarbonyl, alkoxy, hydroxyl, carboxyl or optionally substituted carbamoyl or amino; as well as the pharmacologically acceptable salts thereof, with the proviso that A cannot be ethylene when Ar is a phenyl radical, Q is an oxygen atom and R is the group --CH.sub.2 COOH.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: November 4, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Robert Umminger, Walter-Gunar Friebe, Wolfgang Kampe, Androniki Roesch, Otto-Henning Wilhelms
  • Patent number: 4367340
    Abstract: Compounds of the general formula I are disclosed as useful intermediates in the preparation of prostanoids: ##STR1## wherein A represents O or H, OR.sub.z ;R.sup.z represents hydrogen or a protecting group;R.sup.x represents hydrogen or a protecting group; andR.sup.y represents halogen, a substituted thio group, di-substituted amino group, or a group of the formula R.sup.2, and R.sup.2 represents a straight-or branched-chain alkyl alkenyl or alkynyl group which may optionally be substituted by one or more carboxyl, carboxylic acid ester, or free or protected hydroxyl, thiol, aldehyde or keto groups;with the provisos that R.sup.x is not hydrogen when A is O and R.sup.y is R.sup.2 ; and that when A is H, OR.sup.z R.sup.y is R.sup.2 and R.sup.x and R.sup.z are not both hydrogen.Processes for the preparation of these compounds and of 2-substituted 4-hydroxy-cyclopent-2-en-1-one derivatives are also disclosed.
    Type: Grant
    Filed: March 4, 1981
    Date of Patent: January 4, 1983
    Assignee: The Australian National University
    Inventors: Rodney W. Rickards, Melvyn Gill, Robert M. Christie
  • Patent number: 4343737
    Abstract: A process for producing a thiolcarbamate compound of the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogen atom or a nitro group, R.sub.2 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, m is 1 or 2, and n is an integer of 4 to 6,which comprises reacting an .alpha.-methylstyrene of the following formula ##STR2## wherein R.sub.1 is as defined above, or its dimer with hydrogen sulfide in the presence of a catalyst to form a mercaptan of the following formula ##STR3## wherein R.sub.1 is as defined above, and reacting the mercaptan of formula (II) with a carbamoyl chloride of the following formula ##STR4## wherein R.sub.2, m and n are as defined.
    Type: Grant
    Filed: March 25, 1981
    Date of Patent: August 10, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhiko Konno, Atsushi Goh, Kunio Uchimura
  • Patent number: 4206230
    Abstract: There are provided insecticidal ketones having the general structure ##STR1## insecticidal compositions containing the ketones and a carrier, and the method of controlling insects with the ketones.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: June 3, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Jill H. Paul