Carboxylic Halides (i.e., Compounds Having The -c(=o)-halo Group) Patents (Class 562/840)
  • Patent number: 6252104
    Abstract: A naphthol derivative represented by the general formula (I), [wherein Y and Y′ indicate —(CONH)n—X or —COR; X is a phenyl group, a naphthyl group, an anthraquinonyl group, a benzimidazolonyl group or a carbazolyl group; R is a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a benzyloxy group, a phenyloxy group or a phenacyloxy group; R2 is a hydrogen atom, an alkaline metal, an alkyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms or a phenylalkyl group; Z is a group selected from the group consisting of a hydrogen atom, a halogen atom, a nitro group, a nitroso group and an amino group (Z may be substituted on any ring of the naphthalene ring); and n is an integer of 1 or 2; provided that R2 and Z do not simultaneously indicate a hydrogen atom when both R simultaneously indicate a hydroxyl group], and a process for producing the same.
    Type: Grant
    Filed: December 12, 1996
    Date of Patent: June 26, 2001
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Shigeru Ito, Kenji Minami, Masaya Kitayama
  • Patent number: 6206819
    Abstract: N,N-disubstituted formamides, wherein the substituents are selected to provide formamides which have low volatility, are useful as halogenation catalysts. Such catalysts are generally less hazardous to use than typical formamide halogenation catalysts because toxic catalyst by-products are also less volatile. Methods for using such catalysts are provided.
    Type: Grant
    Filed: May 15, 2000
    Date of Patent: March 27, 2001
    Assignee: Rohm and Haas Company
    Inventors: Deborah Diane Graves, Thomas Duncan Rose, David James Swank, Charles Chao Wu
  • Patent number: 6147231
    Abstract: A process for producing a compound of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen or alkyl, and R is hydrogen or alkyl, which comprises removing the protective group (P) of hydroxyl of a compound of the formula (II): ##STR2## wherein P is a protective group of hydroxyl, .about. indicates an E-isomer, Z-isomer or a mixture thereof, and the other symbols are as defined above; and an intermediate for the production of the compound of the formula (I).
    Type: Grant
    Filed: October 16, 1998
    Date of Patent: November 14, 2000
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Takami Murashi
  • Patent number: 6124498
    Abstract: In one embodiment, the present invention provides a compound comprising: ##STR1## wherein A=H or OHX=OH, a halogen, OR, NHR, NR'R" where R, R', and R"=H, C.sub.1-8 alkyl, C.sub.2-8 alkenyl, or C.sub.2-8 alkynyl, cycloalkyl, cycloalkenyl, aryl, aralkyl or heterocyclic, substituted or unsubstituted; andR.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 =H, C.sub.1-8 alkyl, C.sub.2-8 alkenyl, or C.sub.2-8 alkynyl, cycloalkyl, cyloalkenyl, aryl or heterocyclic, substituted or unsubstituted, wherein R.sub.1 includes at least one methylene spacer through which R.sub.1 is attached to said compound. The present invention also provides methods for making hydroxynaphthoic acids.
    Type: Grant
    Filed: April 28, 1998
    Date of Patent: September 26, 2000
    Assignee: University Of New Mexico
    Inventors: David L. Vander Jagt, Lorraine M. Deck, Robert E. Royer
  • Patent number: 6114467
    Abstract: Compounds having the formula F(CF.sub.2).sub.q --(CH.sub.2).sub.p-1 --COX' wherein q ranges from 6-15, p ranges from 3-15 and X' is halogen are useful as reactants for hydroxylated block copolymers or polyamines to produce fluorinated polymers.
    Type: Grant
    Filed: August 11, 1998
    Date of Patent: September 5, 2000
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Christopher K. Ober, Jianguo Wang, Edward J. Kramer
  • Patent number: 6054107
    Abstract: A process for producing phosgene is disclosed which involves contacting a mixture comprising CO and Cl.sub.2 (e.g, at about 300.degree. C. or less) with a silicon carbide catalyst having a surface area of at least 10 m.sup.2.g.sup.-1.
    Type: Grant
    Filed: December 17, 1998
    Date of Patent: April 25, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Walter Vladimir Cicha, Leo Ernest Manzer
  • Patent number: 6054621
    Abstract: The invention relates to novel alkoxyacrylic thiol esters, to a plurality of processes for their preparation and to their use as fungicides, and to novel intermediates and to a plurality of processes for their preparation.
    Type: Grant
    Filed: February 10, 1998
    Date of Patent: April 25, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Gayer, Peter Gerdes, Ulrich Heinemann, Bernd-Wieland Kruger, Ralf Tiemann, Klaus Stenzel, Stefan Dutzmann, Gerd Hanssler
  • Patent number: 6030843
    Abstract: The 136 labeled compounds chloroacetic acid (CA), chloroacetamide (CAM), and chloroactonitrile (CCN), have been synthesized, and provide the site reactivity probes (SRP) of the present disclosure. The reactivity of diverse environmental sites and samples, including activated sludge, dump sites, coastal marne water, soil, and lake sediments, have been assessed for site reactivity using the disclosed probes, and provide a useful and accurate index of the sites transformation potential and environmental profile. Methods of using these probes in the assessment of a sample from a desired environment are also disclosed. Application in health, remediation, and environmental profiling of a region may be provided with the various site reactivity probes described. Particular methods for assessing the effectiveness of remediation efforts and in gauging the effects of treatments to an environmental site are further particular applications of the technology disclosed herein.
    Type: Grant
    Filed: July 31, 1996
    Date of Patent: February 29, 2000
    Assignee: The Regents of the University of California
    Inventor: Charles E. Castro
  • Patent number: 6015911
    Abstract: Herbicidal 1-alkyl-4-(2-chloro-3-alkoxy-4-alkylsulfonylbenzoyl)-5-hydroxypyrazole compounds, as well as 1-halo-2-chloro-3-alkoxy-4-alkylsulfonylbenzene compounds and 2-chloro-3-alkoxy-4-alkylsulfonylbenzoic acid compounds, were prepared in good yield by the reaction of the corresponding 3-chloro compound with an alkali metal alkoxide compound. 1-Halo-2-chloro-3-alkoxy-4-alkylsulfonylbenzene and 1-halo-2,3-dichloro-4-alkylsulfonylbenzene compounds were converted to compounds having hydroxycarbonyl, alkoxycarbonyl, or 1-alkyl-5-hydroxypyrazole-4-carbonyl substituents in place of the 1-halo substituent by reaction with carbon monoxide and water, an alcohol, or a 1-alkyl-5-hydroxypyrazole compound, respectively, in the presence of a palladium II salt:trihydrocarbylphosphine complex type catalyst.
    Type: Grant
    Filed: March 24, 1998
    Date of Patent: January 18, 2000
    Assignee: Dow AgroSciences LLC
    Inventors: Thomas L. Siddall, Mark V. M. Emonds, Karl L. Krumel, Jennifer M. Schomaker, Mark W. Zettler
  • Patent number: 5990351
    Abstract: A process for recovering 2,2-dimethylpropanoic acid in highly pure form from a mixture of 2,2-dimethylpropanoic acid and impurities which may be obtained in the production of a beta lactam antibiotic, by degrading impurities and separating off the volatile fragments.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: November 23, 1999
    Assignee: Biochemie GmbH
    Inventors: Joan Cabre, Victor Centellas, Jose Diago, Asuncion Esteve, Joan Serrat
  • Patent number: 5981789
    Abstract: Disclosed is a method of preparing an aromatic compound having the general formula ##STR1## where R is CF.sub.3, OCF.sub.3, OC.sub.2 F.sub.5, CN, NCO, or COCl, m is 0, 1, or 2, n is 0, 1, or 2, q is 1 or 2, and q+m+n is an integer from 1 to 5. A vapor is prepared of a substrate having the general formula ##STR2## and a chlorinating agent. The mixture is reacted at a temperature above the boiling point of the substrate but below its decomposition temperature. The amount of chlorinating agent is about 0.5 to about 2 times the amount stoichiometrically required to replace the nitro groups on the substrate with chlorine. Unreacted substrate and partially reacted substrate are condensed from the product mixture and are recycled. The substrate is preferably in contact with the chlorinating agent before it is vaporized.
    Type: Grant
    Filed: December 30, 1998
    Date of Patent: November 9, 1999
    Assignee: Occidental Chemical Corporation
    Inventors: John Hickey, Robert L. Bell, George Piotrowski
  • Patent number: 5919341
    Abstract: A process for preparing chlorodifluoroacetyl chloride from 1,1-difluoro-2,2-dichloroethylene and dichloroacetyl chloride from trichloroethylene or 1,1,2,2-tetrachloroethane, in which the starting compounds are continuously reacted in the gaseous phase with oxygen to obtain a photochemical oxidation reaction, chlorine being added as a sensitizer, the reaction mixture being irradiated with light having a wavelength .lambda..gtoreq.280 nm, the reaction preferably being carried out unpressurized. Particularly high yields with height selectivity are achieved by using doped high pressure mercury vapor lamps to irradiate the reaction mixture.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: July 6, 1999
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Werner Rudolph, Kerstin Eichholz
  • Patent number: 5900502
    Abstract: According to the present invention there is provided a process for the selective introduction of one or more fluorine atoms into a disubstituted aromatic compound in an acid medium with fluorine gas characterized in that the acid medium has a dielectric constant of at least 20 and a pH of less than 3. The present process provides a cost effective means of selectively introducing one or more fluorine atoms into an aromatic compound in good overall yield.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: May 4, 1999
    Assignee: BNFL Fluorochemicals Limited
    Inventors: Christopher John Skinner, John Hutchinson, Julie Thomson, Richard Dickinson Chambers
  • Patent number: 5856573
    Abstract: A process for producing a compound of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen or alkyl, and R is hydrogen or alkyl, which comprises removing the protective group (P) of hydroxyl of a compound of the formula (II): ##STR2## wherein P is a protective group of hydroxyl, .about. indicates an E-isomer, Z-isomer or a mixture thereof, and the other symbols are as defined above; and an intermediate for the production of the compound of the formula (I).
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: January 5, 1999
    Assignee: Shionogi & Co., Ltd
    Inventors: Akira Takase, Hiroyuki Kai, Takami Murashi
  • Patent number: 5820665
    Abstract: An object of the present invention is to provide a compound which imparts a sufficient water repellency and a suitable oil repellency to substrates such as a fiber, a paper, a wood material, a hide, a leather, a resin, a glass, a metal, etc. The compound of the present invention is a fluoroalkylcarboxylic acid of the general formula (I), and its derivative of the general formula (II) (e.g. fluoroalkyl alcohol, fluoroalkyl carboxylic acid chloride, fluoroalkylcarboxylic acid amide and fluoroalkylamine).
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: October 13, 1998
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventor: Yoshiaki Kai
  • Patent number: 5811578
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acards that prey on agricultural crops. Polar compounds are particularly useful for systemic control of pests.
    Type: Grant
    Filed: August 20, 1997
    Date of Patent: September 22, 1998
    Assignee: Monsanto Company
    Inventors: Dennis Paul Phillion, Peter Gerrard Ruminski, Gopichand Yalamanchili
  • Patent number: 5750778
    Abstract: Certain fluoroalkanoic acids and derivatives, including 2-fluoroisobutyric acid and 2-fluoroisobutyryl chloride, useful as intermediates for fungicides, and methods of preparing them.
    Type: Grant
    Filed: August 10, 1993
    Date of Patent: May 12, 1998
    Assignee: Zeneca Limited
    Inventors: Patrick Jelf Crowley, Kevin Robert Lawson, Douglas John Smith, Donn Warwick Moseley
  • Patent number: 5723613
    Abstract: Methyl aromatic compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the meaning given in the description,can be reacted in an advantageous manner using free-radicals to give the associated trichloromethyl or tribromomethyl aromatic compounds, if the reaction is carried out in the presence of one or more chlorides or bromides of the heavy alkali metals.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: March 3, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Guido Steffan
  • Patent number: 5714517
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.
    Type: Grant
    Filed: August 22, 1996
    Date of Patent: February 3, 1998
    Assignee: Monsanto Company
    Inventor: Peter Gerrard Ruminski
  • Patent number: 5712409
    Abstract: New aromatic dicarboxylic acids, 1,4- or 2,6-Bis(p-carboxyphenoxy)naphthyl is prepared by the reaction of p-fluorobenzonitrile with 1,4-naphthalenediol, followed by hydrolysis. Wholly aromatic polyamides having superior solubility in a variety of organic solvents and have good thermal stability can be obtained by reacting the new aromatic dicarboxylic acids with aromatic diamines. Transparent, tough and flexible films of these polyamides can be cast from the solutions thereof and these polyamides are easily processable high-performance polymer materials.
    Type: Grant
    Filed: August 14, 1996
    Date of Patent: January 27, 1998
    Assignee: Industrial Technology Research Institute
    Inventors: Guey-Sheng Liou, Sheng-Huei Hsiao, Jen-Chang Yang
  • Patent number: 5710154
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two groups convertible in vivo into hydroxy moieties, (e.g., a polyether ester, amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: January 20, 1998
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5693626
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two phosphate ester groups (e.g., a phosphate ester convertible in vivo into a hydroxy group) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: December 2, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5661151
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two hydroxy moieties, an ether or ester thereof (e.g., a polyether ester amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: August 26, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5639888
    Abstract: A process for preparing a compound of general formula ##STR1## where Ar represents an optionally substituted aromatic or heteroaromatic group, the process comprising reacting a compound of general formulaAr--C(L.sup.1).sub.2 Cl (II)where each L.sup.1 independently represents a leaving group (preferably a chlorine atom), with water in the presence of a Lewis acid and a chlorocarbon solvent which includes at least two chlorine atoms, is disclosed.
    Type: Grant
    Filed: October 3, 1994
    Date of Patent: June 17, 1997
    Assignee: American Cyanamid Co.
    Inventors: Michael John Bull, John Warcup Cornforth
  • Patent number: 5608090
    Abstract: A compound of the formula ##STR1## wherein R.sub.1 is a straight or branched alkyl group having from 1 to 6 carbon atoms, phenyl, or cycloalkyl having from 3 to 6 carbon atoms; R.sub.2 is hydrogen or methyl; and R.sub.3 is hydrogen, methyl or carboxyl; which is useful in the treatment of seizure disorders. Processes are disclosed for the preparation of the compound. Intermediates prepared during the synthesis of the compound are also disclosed.
    Type: Grant
    Filed: April 12, 1995
    Date of Patent: March 4, 1997
    Assignees: Northwestern University, Warner-Lambert Company
    Inventors: Richard B. Silverman, Ryszard Andruszkiewicz, Po-Wai Yuen, Denis M. Sobieray, Lloyd C. Franklin, Mark A. Schwindt
  • Patent number: 5602273
    Abstract: A release tag reagent suitable for use in the chemical analysis of a substance to be detected comprises signal, release, and reactivity groups. A class of release tag compounds that are cleaved to release as signal groups very stable electrophoric ketones which are sufficiently volatile for determination in the gas phase of an analytical reaction mixture is disclosed.
    Type: Grant
    Filed: February 8, 1996
    Date of Patent: February 11, 1997
    Assignee: Northeastern University
    Inventors: Roger W. Giese, Samy Abdel-Baky, Linxiao Xu
  • Patent number: 5599980
    Abstract: Polyhalogenated benzotrifluorides can be reacted with chlorides from the series of Friedel-Crafts catalysts to give the corresponding benzotrichlorides, which can be hydrolysed by water in the presence of iron(III) chloride to give the corresponding benzoyl chlorides. These are suitable as intermediate products for the preparation of active compounds for medicaments and feed additives.
    Type: Grant
    Filed: January 12, 1994
    Date of Patent: February 4, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Peter Andres
  • Patent number: 5493048
    Abstract: The new fluoro-trifluoromethylbenzoic acid derivatives of the general formula (I) ##STR1## wherein the substituents R, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have the meaning given in the description, are suitable as starting substances for the preparation of antibacterial agents and feed additives.
    Type: Grant
    Filed: January 12, 1994
    Date of Patent: February 20, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Peter Andres
  • Patent number: 5420347
    Abstract: Immunoregulatory N-(S-3-alkyl-4-heptenoyl)- and N-(S-3-alkylheptanoyl)-D-gamma-glutamyl-glycyl-D-alanine and esters thereof are synthesized via R-trans-2-hexen-4-ols, R-3-alkyl-4-heptenoic acid and S-3-alkylheptanoic acid.
    Type: Grant
    Filed: December 1, 1993
    Date of Patent: May 30, 1995
    Assignee: Pfizer Inc.
    Inventor: Charles W. Murtiashaw
  • Patent number: 5416243
    Abstract: Cyclofluoralkylated fullerene compounds are prepared by reacting the fullerenes with a fluoroalkene as exemplified by tetrafluoroethylene or perfluoromethyl vinyl ether under thermolysis conditions as exemplified by temperatures of 200.degree. C., pressure and a halocarbon solvent, the products being useful as lubricants or additive thereto as well as in cooling systems, adhesives and polymers.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: May 16, 1995
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: Paul G. Bekiarian, Paul J. Fagan, Paul J. Krusic
  • Patent number: 5391819
    Abstract: Disclosed herein is a process of making chiral 2-aryl-1,4-butanediamine derivatives useful as neurokinin-A antagonists of Formula 7 ##STR1##
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: February 21, 1995
    Assignee: Merck & Co., Inc.
    Inventors: Paul E. Finke, Jeffrey J. Hale, Malcolm Maccoss, Sander G. Mills
  • Patent number: 5389680
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: February 14, 1995
    Assignee: Monsanto Company
    Inventor: Peter G. Ruminski
  • Patent number: 5387714
    Abstract: There is disclosed a process of producing an .alpha.-ketamide as an intermediate for use in the production of various alkoxyiminoacetamide compounds which are useful as fungicides. Also disclosed is an intermediate to be used in this process.
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: February 7, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Kuniyoshi Nishida, Moriyasu Masui
  • Patent number: 5382718
    Abstract: Mixtures of cyclofluoroalkylated fullerenes are provided by the thermal 2+2 cycloaddition of fluoroalkenes to a solution or slurry of a fullerene. The cyclofluoroalkylated fullerene mixtures are useful as lubricants or additives to lubricants; in fluorocarbon and/or chlorofluorocarbon based cooling systems; in adhesives for fluorocarbon based polymers and in gas separation membranes.
    Type: Grant
    Filed: September 16, 1993
    Date of Patent: January 17, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul G. Bekiarian, Paul J. Fagan, Paul J. Krusic
  • Patent number: 5362909
    Abstract: 2,4,5-Trihalogenobenzene derivatives of the formula ##STR1## in which R is --COOH, --COCl, --COF, --CN, --CONH.sub.2, --CH.sub.2 OH, --CH.sub.2 Cl, --CHCl.sub.2, --CCl.sub.3 or --CHO,R.sup.1 is H, Cl or F, andR.sup.2 is Cl or F,it only being possible for R.sup.1 or R.sup.2 to be F, and processes for their preparation starting from benzonitriles reacted with potassium fluoride. The novel compounds are intermediates for antibacterials such as quinolone carboxylic acids.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: November 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erich Klauke, Uwe Petersen, Klaus Grohe
  • Patent number: 5360819
    Abstract: A release tag reagent suitable for use in the chemical analysis of a substance to be detected, which substance contains reactive groups, such as for, but not limited to gas phase detection groups, which reagent comprises three covalently bonded groups: a signal group which on release provides a ketone signal compound to be detected, a release group which may be cleaved to release the ketone signal group, which release group contains, for example, a vic glycol or an olefin group and a reactivity group which is reactive with a reactive group of the substance to be detected.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: November 1, 1994
    Assignee: Northeastern University
    Inventor: Roger W. Giese
  • Patent number: 5342835
    Abstract: Compounds of formula ##STR1## in which: CYCLE surrounded by a semicircle represents, with the two carbon atoms to which the semicircle is linked, a carbon-containing, optionally heterocyclic, ring containing at least one ethylenic or aromatic bond between the two carbon atoms which carry the --C(Z).dbd.Y group and the phenyl group, Y is oxygen or sulphur, Z is NR.sub.1 R.sub.2, R.sub.1 and R.sub.2, each represents optionally substituted alkyl, alkoxy or cycloalkyl; alkenyl or alkynyl; or --NR.sub.1 R.sub.2 represents saturated or unsaturated heterocyclyl;R.sub.3, R.sub.4 and R.sub.5, each represents a hydrogen or halogen atom (at least one of R.sub.3, R.sub.4 and R.sub.5 being other than hydrogen or halogen); optionally substituted amino; optionally halogenated hydroxylated alkyl, alkoxy, alkylalkoxy or alkylthio; or R.sub.3 and R.sub.4 (in the 3- and 4-positions) can together form a single divalent radical with 3 or 4 members containing 1 or 2 non-adjacent oxygen atoms; are useful as agricultural fungicides.
    Type: Grant
    Filed: January 3, 1992
    Date of Patent: August 30, 1994
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Regis Pepin, Christian Schmitz, Guy-Bernard Lacroix, Philippe Dellis, Christine Veyrat
  • Patent number: 5332858
    Abstract: The invention relates to a method for preparing an ester composition in which at least one activated phenolic ether group of a molecule is reacted with at least one haloformyl group of another molecule.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: July 26, 1994
    Assignee: Shell Oil Company
    Inventors: Feike De Jong, Jan H. H. Meurs
  • Patent number: 5318994
    Abstract: Compounds of the formula: ##STR1## in which: A represents ##STR2## R represents linear or branched lower alkyl, R.sub.1 represents hydrogen or linear or branched lower alkyl, andR.sub.2 represents aryl or lower arylalkyl or aryl or lower arylalkyl substituted by lower alkyl, lower alkoxy, trifluoromethyl, or halogen, aryl means phenyl or naphthyl, as well as optical isomers, epimers and diastereoisomers and addition salts thereof with a pharmaceutically-acceptable acid, lower alkyl and lower alkoxy having 1 to 6 carbon atoms inclusive, andmedicaments containing the same which are useful for the treatment of disorders of the melatoninergic system.
    Type: Grant
    Filed: November 3, 1992
    Date of Patent: June 7, 1994
    Assignee: Adir et Compagnie
    Inventors: Jean Andrieux, Raymond Houssin, Said Yous, Beatrice Guardiola, Daniel Lesieur
  • 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: 5258547
    Abstract: A process for preparing halogenated compounds of formula RCY(Z)CH.sub.2 CH(X)C(CH.sub.3)CH.sub.2 COR.sup.1 where X, Y and Z are halo, R is alkyl, halo, haloalkyl or aryl, and R.sup.1 is hydroxy, halo, alkoxy, alkyl or haloalkyl, or the residue of a pyrethroidal alcohol, in which a compound of formula CH.sub.2 =CHC(CH.sub.3).sub.2 COR.sup.1 is reacted with a sulphonyl halide of formula RCY(Z)SO.sub.2 X. The process avoids the use of volatile halocarbons in the production of valuable intermediates for insecticides.
    Type: Grant
    Filed: January 9, 1992
    Date of Patent: November 2, 1993
    Assignee: Imperial Chemical Industries plc
    Inventor: Gary N. Sheldrake
  • Patent number: 5247105
    Abstract: The invention provides a process for preparing fatty acid halide by reacting a fatty acid with a halogenating agent optionally followed by hydrolysis of unreacted halogenating agent and separating the fatty acid halide upper layer from the inorganic lower layer characterized in that a fatty acid nitrogen derivative, preferably a fatty amide has been incorporated in the reaction mixture. Preferably the fatty acid is a saturated or unsaturated C.sub.6 to C.sub.24 fatty acid and the halogenating agent a phosphorus halide, especially phosphorus trichloride.
    Type: Grant
    Filed: February 26, 1991
    Date of Patent: September 21, 1993
    Assignee: Unilever Patent Holdings B.V.
    Inventors: Reginald D. O. Evans, Raymond Jennings
  • Patent number: 5245063
    Abstract: A process for preparing carbonyl chlorides of the formula I ##STR1## where R is C.sub.1 -C.sub.30 -alkyl, C.sub.2 -C.sub.30 -alkenyl or C.sub.2 -C.sub.30 -alkynyl, from essentially equimolar amounts of a carboxylic acid of the formula II ##STR2## where R has the abovementioned meanings, and phosgene COCl.sub.2 (III), in the presence of a catalytic adduct of phosgene and N,N-disubstituted formamide or the hydrochlorides thereof, of the formula IV where R.sup.1 and R.sup.2 are each, independently of one another, C.sub.1 -C.sub.3 -alkyl or together are a C.sub.4 -C.sub.5 -alkylene chain which may be interrupted by oxygen or by nitrogen which carries C.sub.1 -C.sub.3 -alkyl or CHO, and n is 0, 1 or 2, wherein the reaction is carried out with a stationary phase of the catalytic adduct, is described.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: September 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Ksoll, Wolfgang Reuther, Andreas Hohmann, Peter Wittmer
  • Patent number: 5221762
    Abstract: E-oxime ethers of phenylglyoxylic esters of the formula I ##STR1## where X and Y are each halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or trifluoromethyl;m is an integer from 0 to 4;n is an integer from 0 to 3;are prepared.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: June 22, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Bernd Wolf, Remy Benoit, Hubert Sauter, Michael Hepp, Wassilios Grammenos, Thomas Kuekenhoehner
  • Patent number: 5212301
    Abstract: Introduction of a fluoro substituent into an aromatic ring adjacent an electron donating group is difficult producing mixed isomers and low yields of desired products.A process for the introduction of a fluoro substituent into a substantially adjacent position to an electron-donating group into an aromatic compound in high yield is disclosed.The fluoroaromatic compounds are useful as synthetic intermediates for example in the manufacture of agrochemicals, pharmaceuticals and dyestuffs.
    Type: Grant
    Filed: May 8, 1992
    Date of Patent: May 18, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: John S. Moilliet, Richard D. Chambers, Michael H. Rock
  • Patent number: 5200549
    Abstract: The invention relates to compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or methyl; ##STR2## wherein R.sub.2 is lower alkyl; R.sub.3 is phenyl, or phenyl substituted by 1 to 3 substituents selected from the group consisting of halo, lower alkyl, and lower alkoxy; and R.sub.4 is hydrogen or methyl or the corresponding hydroxy acid of formula ##STR3## and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as described above; or a pharmaceutically acceptable salt of said acid, a C.sub.1-4 alkyl ester of said acid, an acetylamino-substituted-C.sub.1-4 alkyl ester of said acid, a phenyl-dimethylamino ester of said acid or a .alpha.-monoglyceride of said acid.The compounds of formulas I and II are useful as agents for the treatment of hyperproliferative skin diseases such as psoriasis.
    Type: Grant
    Filed: September 24, 1991
    Date of Patent: April 6, 1993
    Assignee: Hoffman-La Roche Inc.
    Inventors: Peter M. Wovkulich, Milan R. Uskokovic, Ann Goldstein, John A. McLane
  • Patent number: 5194648
    Abstract: Novel fluorinated carboxylic acid derivatives of the general formula: ##STR1## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group and Z is halogen, hydroxyl or triorganosiloxy are useful intermediate for the synthesis of various fluorinated compounds. Compounds [I-i] wherein Z in formula [I] is F are prepared by reacting acid fluoride-terminated compounds of the formula: ##STR2## with an alkali fluoride and further with an allyl halide. Compounds [I-ii] wherein Z in formula [I] is a halogen are preparred by reacting compounds [I-i] with lithium halide. Compounds [I-iii] wherein Z in formula [I] is OH are prepared through hydrolysis of compounds [I-ii]. Compounds [I-iv] wherein Z in formula [I] is triorganosiloxy are prepared by reacting compounds [I-iii] with a triorganosilylating agent.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: March 16, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Shinichi Satoh, Noriyuki Koike, Hideki Fujii
  • Patent number: 5183926
    Abstract: Aromatic dicarboxylic acids of the formula ##STR1## in which R.sup.1, R.sup.2, m, n, and X have the meaning mentioned in the description,can be prepared from the bisphenols, on which they are based, of the formula ##STR2## if the bisphenols are first reacted to give the bissulphonates, the sulphonate groups are removed catalytically with H.sub.2 and the hydrocarbons obtained in this way are doubly acylated in a known manner and the acyl groups are oxidized to the carboxyl groups.Many of the aromatic dicarboxylic acids which can be prepared in this way are new.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: February 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Weider, Thomas Scholl
  • Patent number: 5153357
    Abstract: A process for the preparation of 2-(hydrogen, halogen or lower alkyl)-3-(hydroxy, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, --OCH.sub.2 CH.sub.2 OCH.sub.3, --OCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5, --OCH.sub.2 CH.sub.2 SCH.sub.3 or --OCH.sub.2 CH.sub.2 SC.sub.2 H.sub.5)-4-(alkylthio or alkylsulfonyl)-acetophenones.
    Type: Grant
    Filed: December 17, 1991
    Date of Patent: October 6, 1992
    Assignee: Imperical Chemical Industries PLC
    Inventor: Richard W. Brown
  • Patent number: 5130477
    Abstract: A novel oligohexafluoropropylene oxide derivative is a useful intermediate. It is prepared by reacting an oligohexafluoropropylene oxide carbonyl fluoride with a metal iodide.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: July 14, 1992
    Assignee: Shin-Etsu Chemical Company Limited
    Inventors: Noriyuki Koike, Masayuki Oyama, Toshio Takago