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: 5521317Abstract: 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: GrantFiled: October 12, 1994Date of Patent: May 28, 1996Assignee: American Cyanamid Co.Inventor: Paul H. Briner
-
Patent number: 5262543Abstract: 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: GrantFiled: June 3, 1992Date of Patent: November 16, 1993Assignee: Kureha Kagaku Kogyu Kabushiki KaishaInventor: Paul H. Briner
-
Patent number: 5200535Abstract: 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: GrantFiled: August 19, 1991Date of Patent: April 6, 1993Assignee: Shell Research LimitedInventor: Paul H. Briner
-
Patent number: 5169993Abstract: 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: GrantFiled: August 19, 1991Date of Patent: December 8, 1992Assignee: Shell Research LimitedInventor: Paul H. Briner
-
Patent number: 5151550Abstract: 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: GrantFiled: August 19, 1991Date of Patent: September 29, 1992Assignee: Shell Research LimitedInventor: Paul H. Briner
-
Patent number: 5142061Abstract: 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: GrantFiled: October 1, 1990Date of Patent: August 25, 1992Assignee: Kureha Kagaku Kabushiki KaishaInventor: Paul H. Briner
-
Patent number: 5136081Abstract: 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: GrantFiled: September 11, 1989Date of Patent: August 4, 1992Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
-
Patent number: 5124486Abstract: 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: GrantFiled: April 19, 1991Date of Patent: June 23, 1992Assignee: Shell Research LimitedInventor: Paul H. Briner
-
Patent number: 5075513Abstract: 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: GrantFiled: August 23, 1989Date of Patent: December 24, 1991Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
-
Patent number: 5047426Abstract: The invention provides fungicidal compositions which comprise a carrier and, as active ingredient, a compound of the general formula ##STR1##Type: GrantFiled: August 23, 1989Date of Patent: September 10, 1991Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
-
Patent number: 5006552Abstract: 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: GrantFiled: August 23, 1989Date of Patent: April 9, 1991Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
-
Patent number: 4920222Abstract: 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: GrantFiled: January 30, 1989Date of Patent: April 24, 1990Assignee: Shell Internationale Research Maatschappij B.V.Inventors: Jurgen Curtze, Ludwig Schroder, Paul H. Briner
-
Patent number: 4721793Abstract: 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: GrantFiled: July 18, 1985Date of Patent: January 26, 1988Assignee: Shell Oil CompanyInventors: Ronald F. Mason, Paul H. Briner
-
Patent number: 4639334Abstract: 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: GrantFiled: May 9, 1985Date of Patent: January 27, 1987Assignee: Shell Oil CompanyInventors: Derek A. Wood, Paul H. Briner
-
Patent number: 4607128Abstract: 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: GrantFiled: January 8, 1986Date of Patent: August 19, 1986Assignee: Shell Oil CompanyInventors: Paul H. Briner, Ronald F. Mason