Patents Represented by Attorney, Agent or Law Firm John H. Grate
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Patent number: 6194599Abstract: 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: GrantFiled: April 8, 1997Date of Patent: February 27, 2001Assignee: Catalytica, Inc.Inventors: Joseph A. Miller, Robert P. Farrell
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Patent number: 6100429Abstract: 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: GrantFiled: June 16, 1999Date of Patent: August 8, 2000Assignee: Catalytica Pharmaceuticals, Inc.Inventor: John M. Gruber
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Patent number: 5922898Abstract: 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: GrantFiled: November 7, 1997Date of Patent: July 13, 1999Assignee: Catalytica Pharmaceuticals, Inc.Inventors: Joseph Arthur Miller, Robert Patrick Farrell
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Patent number: 5792721Abstract: 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: GrantFiled: November 9, 1994Date of Patent: August 11, 1998Assignee: Catalytica, Inc.Inventors: John H. Grate, David R. Hamm, Robert J. Saxton
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Patent number: 5557014Abstract: 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: GrantFiled: November 16, 1995Date of Patent: September 17, 1996Assignee: Catalytica, Inc.Inventors: John H. Grate, David R. Hamm, Kenneth A. Klingman, Robert J. Saxton, Shannan J. Downey
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Patent number: 5506363Abstract: 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: GrantFiled: September 4, 1992Date of Patent: April 9, 1996Assignee: Catalytica, Inc.Inventors: John H. Grate, David R. Hamm, Robert J. Saxton, Mark T. Muraoka
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Patent number: 5468873Abstract: 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: GrantFiled: April 18, 1995Date of Patent: November 21, 1995Assignee: Catalytica, Inc.Inventor: John M. Gruber
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Patent number: 5449788Abstract: 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: GrantFiled: January 28, 1994Date of Patent: September 12, 1995Assignee: Catalytica, Inc.Inventor: John M. Gruber
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Patent number: 4709073Abstract: 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: GrantFiled: June 17, 1985Date of Patent: November 24, 1987Assignees: Catalytica Associates, Haldor TopsoeInventors: John H. Grate, David R. Hamm
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Patent number: 4705883Abstract: 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: GrantFiled: January 24, 1986Date of Patent: November 10, 1987Assignees: Catalytica Associates, Haldor TopsoeInventors: John H. Grate, David R. Hamm, Donald H. Valentine
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Patent number: 4687872Abstract: 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: GrantFiled: December 9, 1985Date of Patent: August 18, 1987Assignees: Catalytica Associates, Haldor Topsoe A/SInventors: John H. Grate, David R. Hamm
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Patent number: 4629804Abstract: 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: GrantFiled: March 4, 1985Date of Patent: December 16, 1986Assignee: Catalytica AssociatesInventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
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Patent number: 4603216Abstract: 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: GrantFiled: September 16, 1983Date of Patent: July 29, 1986Assignees: Catalytica Associates, Haldor Topsoe A/SInventors: John H. Grate, David R. Hamm, Donald H. Valentine, Jr.
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Patent number: 4600793Abstract: 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: GrantFiled: September 16, 1983Date of Patent: July 15, 1986Assignees: Catalytica Associates, Haldor Topsoe A/SInventors: John H. Grate, David R. Hamm, Donald H. Valentine