Patents Represented by Attorney, Agent or Law Firm John H. Grate
  • Patent number: 6194599
    Abstract: The present invention provides a process for preparing biaryl compounds comprising reacting an arylzinc reagent with an arylchloride in the presence of a nickel catalyst or a palladium catalyst. The present invention specifically provides a process for the preparation of 2-(4′-methylphenyl)benzonitrile comprising reacting a 4-methylphenylzinc reagent with 2-chlorobenzonitrile in the presence of a nickel catalyst or a palladium catalyst.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: February 27, 2001
    Assignee: Catalytica, Inc.
    Inventors: Joseph A. Miller, Robert P. Farrell
  • Patent number: 6100429
    Abstract: This invention provides a process for preparing aminoarylacetylenes comprising reacting a N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene.
    Type: Grant
    Filed: June 16, 1999
    Date of Patent: August 8, 2000
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventor: John M. Gruber
  • Patent number: 5922898
    Abstract: The present invention provides a process for preparing biaryl compounds comprising reacting an arylmetal reagent selected from arylmagnesium reagents and aryllithium reagents with an arylhalide in the presence of a catalyst system comprising a catalyst selected from nickel catalysts and palladium catalysts and a cocatalyst selected from zinc cocatalysts and cadmium cocatalysts. The present invention specifically provides a process for the preparation of 2-(4'-methylphenyl)benzonitrile comprising reacting a 4-methylphenylmagnesium reagent with a 2-halobenzonitrile in the presence of a catalyst system comprising a catalyst selected from nickel catalysts and palladium catalysts and a zinc cocatalyst.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: July 13, 1999
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventors: Joseph Arthur Miller, Robert Patrick Farrell
  • Patent number: 5792721
    Abstract: The present invention provides a process for the preparation of acidic aqueous solutions consisting essentially of, phosphomolybdovanadate salts. Certain processes of the present invention dissolve in water an oxide, oxoacid, or mixtures thereof, and at least one oxoanion salt of phosphorus, molybdenum, and vanadium, wherein the sum of salt cationic charges does not exceed the sum of the phosphomolybdovanadate anionic charges in the solution. Other processes of the present invention dissolve in water a) an oxide, oxoacid, oxoanion salt, or mixtures thereof of phosphorus, molybdenum, and vanadium and b) a carbonate salt, bicarbonate salt, hydroxide salt or mixtures thereof, wherein the sum of salt cationic charges does not exceed the sum of the phosphomolybdovanadate anionic charges in the solution.
    Type: Grant
    Filed: November 9, 1994
    Date of Patent: August 11, 1998
    Assignee: Catalytica, Inc.
    Inventors: John H. Grate, David R. Hamm, Robert J. Saxton
  • Patent number: 5557014
    Abstract: The present invention provides aqueous catalyst solutions useful for oxidation of olefins to carbonyl products, comprising a palladium catalyst and a polyoxoacid or polyoxoanion oxidant comprising vanadium. It also provides processes for oxidation of olefins to carbonyl products, comprising contacting olefin with the aqueous catalyst solutions of the present invention. It also provides processes for oxidation of olefins to carbonyl products by dioxygen, comprising contacting olefin with the aqueous catalyst solutions of the present invention, and further comprising contacting dioxygen with the aqueous catalyst solutions. In certain aqueous catalyst solutions and related processes of the present invention, the solution has a hydrogen ion concentration greater than 0.10 mole per liter when essentially all of the oxidant is in its oxidized state. In other aqueous catalyst solution and related processes of the present invention, the solution is essentially free of sulfuric acid and sulfate ions.
    Type: Grant
    Filed: November 16, 1995
    Date of Patent: September 17, 1996
    Assignee: Catalytica, Inc.
    Inventors: John H. Grate, David R. Hamm, Kenneth A. Klingman, Robert J. Saxton, Shannan J. Downey
  • Patent number: 5506363
    Abstract: The present invention provides aqueous catalyst solutions useful for oxidation of olefins to carbonyl products, comprising a palladium catalyst, a polyoxoacid or polyoxoanion oxidant comprising vanadium, and chloride ions. It also provides processes for oxidation of olefins to carbonyl products, comprising contacting olefin with the aqueous catalyst solutions of the present invention. It also provides processes for oxidation of olefins to carbonyl products by dioxygen, comprising contacting olefin with the aqueous catalyst solutions of the present invention, and further comprising contacting dioxygen with the aqueous catalyst solutions. The present invention also provides a process for the oxidation of palladium(0) to palladium(II) comprising contacting the palladium(0) with an aqueous solution comprising chloride ions and a polyoxoacid or polyoxoanion oxidant comprising vanadium.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: April 9, 1996
    Assignee: Catalytica, Inc.
    Inventors: John H. Grate, David R. Hamm, Robert J. Saxton, Mark T. Muraoka
  • Patent number: 5468873
    Abstract: The present invention provides a process for preparing 2-oxindole-1-carboxamides, comprising reacting N-acyl 2-oxindole-1-carboxamides with alcohols in the presence of aprotic weak Lewis acid catalysts. In certain processes of the present invention a 2-oxindole-1-carboxamide is prepared from a 2-oxindole by reacting the 2-oxindole with an acyl isocyanate to produce the N-acyl 2-oxindole-1-carboxamide as an intermediate, which is then reacted with alcohol in the presence of aprotic weak Lewis acid catalysts The N-acyl 2-oxindole-1-carboxamide intermediate may be converted to the 2-oxindole-1-carboxamide without isolation.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: November 21, 1995
    Assignee: Catalytica, Inc.
    Inventor: John M. Gruber
  • Patent number: 5449788
    Abstract: The present invention provides a process for preparing 2-oxindole-1-carboxamides, comprising reacting N-acyl 2-oxindole-1-carboxamides with alcohols in the presence of aprotic weak Lewis acid catalysts. In certain processes of the present invention a 2-oxindole-1-carboxamide is prepared from a 2-oxindole by reacting the 2-oxindole with an acyl isocyanate to produce the N-acyl 2-oxindole-1-carboxamide as an intermediate, which is then reacted with alcohol in the presence of aprotic weak Lewis acid catalysts. The N-acyl 2-oxindole-1-carboxamide intermediate may be converted to the 2-oxindole-1-carboxamide without isolation.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: September 12, 1995
    Assignee: Catalytica, Inc.
    Inventor: John M. Gruber
  • Patent number: 4709073
    Abstract: A process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a catalyst comprising rhodium, as a metal or compound, and essentially free of redox-active metal halide components is disclosed. In the process of this invention, the rate of conversion and selectivity to urethane is increased by providing a primary amine in the reaction solution.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: November 24, 1987
    Assignees: Catalytica Associates, Haldor Topsoe
    Inventors: John H. Grate, David R. Hamm
  • Patent number: 4705883
    Abstract: The invention providess a process for carbonylating a nitrogen-containing organic compound, selected from the group consisting of nitro, nitroso, azo, and azoxy compounds, by reacting said nitrogen-containing organic compound, with carbon monoxide, wherein the improvement comprises the step of:(a) reacting said nitrogen-containing compound with carbon monoxide, in the presence of a primary amine and a catalyst, essentially free of redox active metal components selected from the group consisting of rhodium and ruthenium.
    Type: Grant
    Filed: January 24, 1986
    Date of Patent: November 10, 1987
    Assignees: Catalytica Associates, Haldor Topsoe
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine
  • Patent number: 4687872
    Abstract: A process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a catalyst comprising rhodium, as a metal or compound, is disclosed. In the process of this invention, the rate of conversion and selectivity to urethane is increased by providing a rhodium catalyst comprising a polyamino ligand having at least two tertiary amino groups capable of coordinating with rhodium.
    Type: Grant
    Filed: December 9, 1985
    Date of Patent: August 18, 1987
    Assignees: Catalytica Associates, Haldor Topsoe A/S
    Inventors: John H. Grate, David R. Hamm
  • Patent number: 4629804
    Abstract: This invention relates to a process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a ruthenium catalyst. The selectivity of this process is increased by the use of methanol instead of various other alkanols, e.g. ethanol. Preferably the catalyst is a halide-free ruthenium catalyst, e.g. a ruthenium carbonyl complex.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: December 16, 1986
    Assignee: Catalytica Associates
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
  • Patent number: 4603216
    Abstract: This invention relates to a process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a ruthenium catalyst comprising a bis phosphine ligand.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: July 29, 1986
    Assignees: Catalytica Associates, Haldor Topsoe A/S
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
  • Patent number: 4600793
    Abstract: A process for preparing urethanes by reacting a solution of a nitrogen-containing organic compound and a hydroxyl-containing organic compound with carbon monoxide in the presence of a halide-free ruthenium catalyst is disclosed. In the process of this invention, the rate of conversion and selectivity to urethane is increased by providing a primary amine in the reaction solution.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: July 15, 1986
    Assignees: Catalytica Associates, Haldor Topsoe A/S
    Inventors: John H. Grate, David R. Hamm, Donald H. Valentine