Patents by Inventor Paul H. Briner

Paul H. Briner has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5521317
    Abstract: There is disclosed a process for the preparation of an indanylamine compound of general formula ##STR1## wherein R.sup.1 represents an optionally substituted alkyl group, and R.sup.2, R.sup.3 and R.sup.4 independently represent a hydrogen atom or an optionally substituted alkyl group, the process including the steps of hydrogenating a compound of general formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as described above and R.sup.5 and R.sup.6 independently represent a halogen atom, a hydroxyl, nitro or cyano group, or an optionally substituted alkyl, alkoxy, alkoxycarbonyl, alkylcarboxy or alkylamino group provided that R.sup.5 and R.sup.6 represent different atoms or groups, and subsequent rearrangement and derivatization of the product thereof. Compounds of general formula I may be used to prepare preferred stereoisomers of fungicidal N-indanyl carboxamide compounds.
    Type: Grant
    Filed: October 12, 1994
    Date of Patent: May 28, 1996
    Assignee: American Cyanamid Co.
    Inventor: Paul H. Briner
  • Patent number: 5262543
    Abstract: The present invention discloses a process to produce a compound of the formula (IA): ##STR1## or an acid addition salt or metal complex thereof, in which n represents an integer from 0 to 5; each R represents a halogen atom, or a nitro, cyano, alkyl, haloalkyl or phenyl group; R.sup.1 and R.sup.2 independently represent a hydrogen atom or an alkyl group; and A represents a nitrogen atom or a CH group; which comprises steps of:(1) reacting a compound of the formula (IVA): ##STR2## with a compound of the formula (V): R.sup.3 SO.sub.2 X (V) in which n, R, R.sup.1 and R.sup.2 are as defined above and R.sup.3 represents a C.sub.1-4 alkyl group or a phenyl group each optionally substituted by one or more substituents selected from halogen atoms, nitro, cyano, hydroxyl, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkoxy; amino, C.sub.1-4 alkylamino, di-C.sub.1-4 alkylamino, C.sub.1-4 alkoxycarbonyl, carboxyl, C.sub.1-4 alkanoyl, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphinyl, C.sub.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: November 16, 1993
    Assignee: Kureha Kagaku Kogyu Kabushiki Kaisha
    Inventor: Paul H. Briner
  • Patent number: 5200535
    Abstract: The invention provides cyclohexanone derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5; each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group; R.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group; R.sup.6 and R.sup.7 together represent a single carbon-carbon bond or an epoxy group; and R.sup.8 represents a hydrogen atom or a hydroxyl group; with the proviso that when R.sup.6 and R.sup.7 together represent an epoxy group then R.sup.8 represents a hydrogen atom; and a process for their preparation. Compounds of formula I are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: April 6, 1993
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5169993
    Abstract: The invention provides cyclohexenol derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5; each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group; and R.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group, with the provisos that when R.sup.1, R.sup.2 and R.sup.3 all represent a hydrogen atom then n is not 0 and, when R.sup.1, R.sup.2 and R.sup.3 all represent a hydrogen atom and n is 1, R does not represent a fluorine atom substituted at the 4-position of the phenyl ring; and a process for their preparation. Compounds of formula I are useful as intermediates in the preparation of certain fungicidal active cyclopentane derivatives.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: December 8, 1992
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5151550
    Abstract: The invention provides a process for the preparation of cyclopentanediol derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5; each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group; and R.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group; which comprises reacting a cyclopentanol derivative of the general formula ##STR2## with a reducing agent. The invention also provides the cyclopentanol derivative intermediates of formula II per se and a process for their preparation. Compounds of formulae I and II are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: September 29, 1992
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5142061
    Abstract: The present invention discloses a process to produce a compound of the formula (IA): ##STR1## or an acid addition salt or metal complex thereof, in which n represents an integer from 0 to 5; each R represents a halogen atom, or a nitro, cyano, alkyl, haloalkyl or phenyl group; R.sup.1 and R.sup.2 independently represent a hydrogen atom or an alkyl group; and A represents a nitrogen atom or a CH group; which comprises steps of:(1-a) reacting a compound of the formula (VI): ##STR2## in which n,R,R.sup.1 and R.sup.2 are as defined above, with a reducing agent to obtain a compound of the formula (IVA); or, as an alternative step,(1-b) reacting a compound of the formula (VII): ##STR3## in which n, R,R.sup.1 and R.sup.2 are as defined above and R.sup.5 represents a hydrogen atom or an alkyl group,with a reducing agent to obtain a compound of the formula (IVA);(2) reacting a compound of the formula (IVA): ##STR4## with a compound of the formula (V):R.sup.3 SO.sub.2 X (V)in which n,R,R.sup.1 and R.sup.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: August 25, 1992
    Assignee: Kureha Kagaku Kabushiki Kaisha
    Inventor: Paul H. Briner
  • Patent number: 5136081
    Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5124486
    Abstract: The invention provides a process for the preparation of cyclic ketones of the general formula ##STR1## in which R represents an optionally substituted alkyl or cycloalkyl group and R.sup.1 and R.sup.2 independently represent an optionally substituted alkyl, cycloalkyl or aryl group, which comprises heating a compound of the general formula ##STR2## in which X represents a chlorine or bromine atom and R is as defined above, with a compound of the general formula ##STR3## in which R.sup.1 and R.sup.2 are as defined above, in the presence of an organic acid.Certain cyclic ketones of formula (I) are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: April 19, 1991
    Date of Patent: June 23, 1992
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5075513
    Abstract: The invention provides cyclopentane derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5, each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkythio, alkysulphinyl, alkylsulphonyl, carbamoyl, alkylamindo, cycloalkyl or phenyl group, R.sup.1 and R.sup.2 independently represent a hydrogen atom or an alkyl group, and R.sup.3 represents an optionally substituted alkyl or aryl group; and a process for their preparation. Compounds of formulae I, II and IV are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives. Also, certain compounds of formula IV are themselves fungicidally active.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: December 24, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5047426
    Abstract: The invention provides fungicidal compositions which comprise a carrier and, as active ingredient, a compound of the general formula ##STR1##
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: September 10, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5006552
    Abstract: The invention provides cyclopentane derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5, each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group, R.sup.1 and R.sup.2 independently represent a hydrogen atom or an alkyl group, and R.sup.5 represents a hydrogen atom or an alkyl or cycloalkyl group; a process for their preparation; compositions containing such compounds and their use as fungicides. Compounds of formula I are also useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: April 9, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 4920222
    Abstract: 3,3-Diarylacrylic acid amides are prepared by the reaction of a benzophenone with an acetamide in the presence of a base characterized in that a sodium alcoholate is used as the base.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: April 24, 1990
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Jurgen Curtze, Ludwig Schroder, Paul H. Briner
  • Patent number: 4721793
    Abstract: The novel ester, N-benzylazetidine-3-carboxylic acid methyl ester and its use in the preparation of the corresponding free acid by a process which comprises reacting N-benzyl-3-cyanozetidine with methanol and hydrolyzing the resulting methyl ester with hot water.
    Type: Grant
    Filed: July 18, 1985
    Date of Patent: January 26, 1988
    Assignee: Shell Oil Company
    Inventors: Ronald F. Mason, Paul H. Briner
  • Patent number: 4639334
    Abstract: A process for the preparation of 1-substituted azetidin-3-ol derivatives of the formula: ##STR1## in which R.sup.1 represents a hydrogen atom or an alkyl, aryl or aralkyl group in which the alkyl moiety contains up to eight carbon atoms, by cyclizing a solution in triethylamine of an aminoalcohol of the formula: ##STR2## in which Hal represents a halogen atom and the use of such derivatives as intermediates for the preparation of azetidine-3-carboxylic acid derivatives.
    Type: Grant
    Filed: May 9, 1985
    Date of Patent: January 27, 1987
    Assignee: Shell Oil Company
    Inventors: Derek A. Wood, Paul H. Briner
  • Patent number: 4607128
    Abstract: Novel compounds of the general formula ##STR1## in which X is hydrogen or chlorine, and each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently is hydrogen, methyl or ethyl, are useful intermediates in the preparation of the corresponding phenols. They may be prepared by treating a compound of the formula ##STR2## in which Hal is chlorine or fluorine, with a compound of the formulaHO--CHR.sup.1 --CR.sup.2 .dbd.CR.sup.3 R.sup.4in the presence of a base.
    Type: Grant
    Filed: January 8, 1986
    Date of Patent: August 19, 1986
    Assignee: Shell Oil Company
    Inventors: Paul H. Briner, Ronald F. Mason