Patents by Inventor Donald J. Dumas
Donald J. Dumas 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).
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Publication number: 20210051958Abstract: The present invention provides a method for preparing a compound of Formula B, Formula C, or Formula D: wherein Q is a 3- to 10-membered ring system containing ring members selected from carbon atoms and up to 4 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 4 N, wherein up to 3 carbon atom ring members are independently selected from C(?O) and C(?S) and such ring system is optionally substituted with up to 5 substituents independently selected from RA; each RA is independently halogen, hydroxy, SF5, C(O)(C1-C8 alkyl), C(O)O(C1-C8 alkyl), N(C1-C8 alkyl)(C1-C8 alkyl), C(O)N(C1-C8 alkyl)(C1-C8 alkyl), C(?S)N(C1-C8 alkyl)(C1-C8 alkyl), SO2N(C1-C8 alkyl)(C1-C8 alkyl), OC(O)(C1-C8 alkyl), OC(O)O(C1-C8 alkyl), OC(O)N(C1-C8 alkyl)(C1-C8 alkyl), N(C1-C8 alkyl)C(O)O(C1-C8 alkyl), N(C1-C8 alkyl)C(O)N(C1-C8 alkyl)(C1-C8 alkyl), OSO2(C1-C8 alkyl), OSO2N(C1-C8 alkyl)(C1-C8 alkyl), N(C1-C8 alkyl)SO2(C1-C8 alkyl), or C1-C8 alkyl, C1-C8 haloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkylType: ApplicationFiled: March 4, 2019Publication date: February 25, 2021Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventors: DONALD J. DUMAS, JUNBAE HONG
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Patent number: 10155718Abstract: A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalayst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above wherein R1 is C1-C7 alkyl, C3-C6 cycloalkyl or C4-C7 alkylcycloalkyl.Type: GrantFiled: November 21, 2017Date of Patent: December 18, 2018Assignee: FMC CORPORATIONInventor: Donald J. Dumas
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Publication number: 20180072653Abstract: A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalayst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above.Type: ApplicationFiled: November 21, 2017Publication date: March 15, 2018Inventor: Donald J. Dumas
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Patent number: 9828328Abstract: A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalyst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above. wherein R1 is C1-C7 alkyl, C3-C6 cycloalkyl or C4-C7 alkylcycloalkyl.Type: GrantFiled: May 29, 2015Date of Patent: November 28, 2017Assignee: E I DU PONT DE NEMOURS AND COMPANYInventors: Stephen Ernest Jacobson, Donald J. Dumas, Rupert Spence, Sarah May Crawford, Venkateswara Rao Surisetty
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Publication number: 20170197907Abstract: A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1,3-dimethyl-2-nitrobenzene is combined with an oxidation catalyst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3-dimethyl-2-nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above.Type: ApplicationFiled: May 29, 2015Publication date: July 13, 2017Inventors: Stephen Ernest Jacobson, Donald J. Dumas, Rupert Spence, Sarah May Crawford, Venkateswara Rao Surisetty
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Patent number: 8247570Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; X is Br or Cl; and R5, R6, R7, R8 and R9 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R12, R13, R14 and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.Type: GrantFiled: December 17, 2008Date of Patent: August 21, 2012Assignee: E. I. du Pont de Nemours and CompanyInventors: Donald J. Dumas, Albert Loren Casalnuovo
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Patent number: 8242279Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; X is Br or Cl; and R5, R6, R7 and R8 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R11, R12, R13 and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.Type: GrantFiled: March 4, 2009Date of Patent: August 14, 2012Assignee: E. I. du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Publication number: 20120130080Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; X is Br or Cl; and R5, R6, R7, R8 and R9 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R12, R13, R14 and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.Type: ApplicationFiled: December 17, 2008Publication date: May 24, 2012Inventors: Donald J. Dumas, Albert Loren Casalnuovo
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Patent number: 8049029Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; Y is Br or Cl; X is NR13 or O; n is 0 or 1; and R5, R6, R7, R8, R9, R10, R11, R12 and R13 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 2 wherein Y is Br and R1 is NHR3 comprising introducing a gas containing bromine into a liquid containing a compound of Formula 4, and further disclosed is a method for preparing a compound of Formula 5 wherein R14, R15, R16 and Z are as defined in the disclosure using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above.Type: GrantFiled: December 18, 2007Date of Patent: November 1, 2011Assignee: E. I. du Pont de Nemours and CompanyInventors: Joerg Bruening, Gary David Annis, Donald J Dumas, Rafael Shapiro
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Publication number: 20110003998Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; X is Br or Cl; and R5, R6, R7 and R8 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R11, R12, R13 and Z are as defined in the disclosure, using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above or using a compound of Formula 1 prepared by the method disclosed above.Type: ApplicationFiled: March 4, 2009Publication date: January 6, 2011Inventor: Donald J. Dumas
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Publication number: 20100280251Abstract: Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; Y is Br or Cl; X is NR13 or O; n is 0 or 1; and R5, R6, R7, R8, R9, R10, R11, R12 and R13 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 2 wherein Y is Br and R1 is NHR3 comprising introducing a gas containing bromine into a liquid containing a compound of Formula 4, and further disclosed is a method for preparing a compound of Formula 5 wherein R14, R15, R16 and Z are as defined in the disclosure using a compound of Formula 1 characterized by preparing the compound of Formula 1 by the method disclosed above.Type: ApplicationFiled: December 18, 2007Publication date: November 4, 2010Applicant: E.I. Du Pont De Nemours and CompanyInventors: Joerg Bruening, Gary David Annis, Martin James Currie, Donald J. Dumas, Rafael Shapiro
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Patent number: 5235077Abstract: An improved process for preparing phenyl esters of alkanoyloxyacetic acids in which phenyl chloroacetate is reacted with the salt of a carboxylic acid.Type: GrantFiled: March 25, 1991Date of Patent: August 10, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Bijan Amini, Donald J. Dumas, Ronald A. Fong, George C. Sonnichsen
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Patent number: 5153341Abstract: An improved process for preparing alkanoyloxyacetyloxybenzenesulfonate salts in which phenyl esters of alkanoyloxyacetic acids (alkanoyloxyacetyloxybenzenes) are sulfonated to yield novel alkanoyloxyacetyloxybenzenesulfonic acids which, on neutralization, yield the corresponding alkanoyloxyacetyloxybenzenesulfonate salts.Type: GrantFiled: March 25, 1991Date of Patent: October 6, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Bijan Amini, Donald J. Dumas, George C. Sonnichsen
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Patent number: 5069828Abstract: An improved process for preparing benzenesulfonate salts, such as 4-nonanoyloxybenzenesulfonic acid, sodium salt, from an appropriately substituted acid chloride or chloroformate and a hydroxybenzenesulfonic acid in which the reaction is conducted in the presence of a phase transfer catalyst selected from quaternary ammonium and quaternary phosphonium salts.Type: GrantFiled: June 6, 1989Date of Patent: December 3, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Donald J. Dumas, Vinayakam Subramanyam
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Patent number: 4985180Abstract: Phenyl esters of substituted acids are prepared by a two-step process in which a phenol derivative is first treated with an acid halide to yield a phenyl ester intermediate, and the intermediate is reacted with an appropriate nucleophile.Type: GrantFiled: June 6, 1989Date of Patent: January 15, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Harold E. Bellis, Donald J. Dumas, George C. Sonnichsen, Vinayakam Subramanyam
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Patent number: 4956005Abstract: Ortho-Sulfonamide benzenesulfonylureas, such as N-cyclopropyl-N'-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,2-benzened isulfonamide, are useful as pre-emergent and post-emergent herbicides.Type: GrantFiled: November 14, 1988Date of Patent: September 11, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Patent number: 4897108Abstract: The invention relates to certain sulfonylurea compounds having an ester group ortho to the sulfonylurea linkage which have been found to be excellent preemergent and postemergent herbicides or plant growth regulators.Type: GrantFiled: June 24, 1988Date of Patent: January 30, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Donald J. Dumas
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Patent number: 4892575Abstract: Herbicidal sulfonamides such as 2-[[[4-(methylamino)-6-(2, 2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]-aminocarbonyl]aminosulfonyl]benzo ic acid, methyl ester are useful as herbicides and plant growth regulants.Type: GrantFiled: February 19, 1988Date of Patent: January 9, 1990Assignee: E. I. Du Pont De Nemours and CompanyInventors: Martha M. Bolinski, Donald J. Dumas
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Patent number: 4878937Abstract: This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions thereof and their method of use as herbicides or plant growth regulants.Type: GrantFiled: February 12, 1988Date of Patent: November 7, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventors: Donald J. Dumas, Marcus P. Moon
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Patent number: H1950Abstract: Oxadiazines of formula I, wherein R1 is F, Cl or fluoroalkoxy and R2 is alkyl, are prepared by reacting hydrazine derivatives of formula II with a dialkoxymethane in the presence of a protic acid catalyst in an inert solvent under conditions which allow for the prompt removal of the alcohol by-product by distillation. The reaction can be combined with the preparation of the hydrazines derivatives II from the corresponding ketones and hydrazines NH2-NHR3 in the presence of the same protic acid catalyst and an inert solvent. Oxadiazines I are useful as intermediates in the preparation of arthropodicidal agents.Type: GrantFiled: February 3, 1999Date of Patent: March 6, 2001Assignee: E. I. du Pont de Nemours and CompanyInventor: Donald J. Dumas