Patents by Inventor Abraham D. Schuitman
Abraham D. Schuitman 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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Patent number: 12017993Abstract: Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.Type: GrantFiled: June 23, 2022Date of Patent: June 25, 2024Assignee: CORTEVA AGRISCIENCE LLCInventors: Jayachandran Devaraj, Nugzar Ghavtadze, Nicholas M. Irvine, Jeremy Kister, Melissa Lee, Ronald B. Leng, Rongrong [Mandy] Lin, Rong Ling, Noormohamed M. Niyaz, Abraham D. Schuitman, Aaron A. Shinkle, Siyu Tu, Gregory T. Whiteker, Chunming Zhang
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Publication number: 20220371997Abstract: Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.Type: ApplicationFiled: June 23, 2022Publication date: November 24, 2022Applicant: CORTEVA AGRISCIENCE LLCInventors: JAYACHANDRAN DEVARAJ, NUGZAR GHAVTADZE, NICHOLAS M. IRVINE, JEREMY KISTER, MELISSA LEE, RONALD B. LENG, RONGRONG [MANDY] LIN, RONG LING, NOORMOHAMED M. NIYAZ, ABRAHAM D. SCHUITMAN, AARON A. SHINKLE, SIYU TU, GREGORY T. WHITEKER, CHUNMING ZHANG
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Patent number: 11401242Abstract: Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.Type: GrantFiled: September 18, 2019Date of Patent: August 2, 2022Assignee: Corteva Agriscience LLCInventors: Jayachandran Devaraj, Nugzar Ghavtadze, Nicholas M. Irvine, Jeremy Kister, Melissa Lee, Ronald B. Leng, Rongrong [Mandy] Lin, Rong Ling, Noormohamed M. Niyaz, Abraham D. Schuitman, Aaron A. Shinkle, Siyu Tu, Gregory T. Whiteker, Chunming Zhang
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Publication number: 20210323923Abstract: Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.Type: ApplicationFiled: September 18, 2019Publication date: October 21, 2021Applicant: Corteva Agriscience LLCInventors: Jayachandran Devaraj, Nugzar Ghavtadze, Nicholas M. Irvine, Jeremy Kister, Melissa Lee, Ronald B. Leng, Rongrong [Mandy] Lin, Rong Ling, Noormohamed M. Niyaz, Abraham D. Schuitman, Aaron A. Shinkle, Siyu Tu, Gregory T. Whiteker, Chunming Zhang
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Method of preparing benzyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate
Patent number: 10407391Abstract: A method of preparing benzyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate (I) from benzyl 4,5-difluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate (II) is described. The method includes the use of amination and chlorination process steps to provide the compound of Formula I.Type: GrantFiled: December 6, 2017Date of Patent: September 10, 2019Assignee: Dow AgroSciences LLCInventors: Jason S. Fisk, David J. Couling, Abraham D. Schuitman, Megan E. Donaldson, Brian Murdoch, Ronald B. Leng -
METHOD OF PREPARING BENZYL 4-AMINO-3-CHLORO-5-FLUORO-6-(4-CHLORO-2-FLUORO-3-METHOXYPHENYL)PICOLINATE
Publication number: 20180162814Abstract: A method of preparing benzyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate (I) from benzyl 4,5-difluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate (II) is described. The method includes the use of amination and chlorination process steps to provide the compound of Formula I.Type: ApplicationFiled: December 6, 2017Publication date: June 14, 2018Applicant: Dow AgroSciences LLCInventors: Jason S. Fisk, David J. Couling, Abraham D. Schuitman, Megan E. Donaldson, Brian Murdoch, Ronald B. Leng -
Patent number: 9987766Abstract: A method including providing a ceramic log (300) with a first end and an opposing second end; providing one or more cutting devices (100) comprised of a dual bladed cutting member (200); and removing material by cutting at least the first end with the dual bladed cutting member (200), wherein a first blade (210) of the dual bladed cutting member (200) provides a finished surface and a second blade (220) removes a percentage of scrap above the finished surface. An apparatus (100) for cutting a ceramic log (300).Type: GrantFiled: December 14, 2012Date of Patent: June 5, 2018Assignee: DOW GLOBAL TECHNOLOGIES LLCInventors: Abraham D. Schuitman, Nestor A. Vasquez, Blake R. Stalder, James R. Ogle, Paul J. Sacchetti
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Publication number: 20160340311Abstract: Methods for the recovery and/or reuse of palladium catalyst after a Suzuki coupling reaction in which two molecules are coupled are described.Type: ApplicationFiled: May 20, 2016Publication date: November 24, 2016Applicant: Dow AgroSciences LLCInventors: Sanjib Biswas, Reetam Chakrabarti, Lauren M. Huffman, Ronald B. Leng, Abraham D. Schuitman, Karin Spiers, Alan L. Stottlemyer, Jeffrey B. Epp
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Patent number: 9233908Abstract: The instant invention provides cycloaliphatic diamines and a method of making the same. The cycloaliphatic diamines according to the instant invention comprise the reaction product of one or more cycloaliphatic cyanoaldehydes selected from the group consisting of 1,3-cyanocyclohexane carboxaldehyde, 1,4-cyanocyclohexane carboxaldehyde, mixtures thereof, and combinations thereof, hydrogen, and ammonia fed into a continuous reductive amination reactor system; wherein the one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia are contacted with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C. and a pressure in the range of from 700 to 3500 psig; and wherein one or more cycloaliphatic diamines are formed; and wherein said one or more cycloaliphatic diamines are selected from the group consisting of 1,3-bis(aminomethyl)cyclohexane, 1,4-bis(aminomethyl)cyclohexane, combinations thereof, and mixtures thereof.Type: GrantFiled: July 30, 2010Date of Patent: January 12, 2016Assignee: Dow Global Technologies LLCInventors: Abraham D. Schuitman, Shawn D. Feist, Barry B. Fish, Daniel A. Hickman, Erich J. Molitor, Michael L. Tulchinsky
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Patent number: 9187403Abstract: The instant invention provides a process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities, and aliphatic diamines obtained via such a process. The process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities according to the instant invention comprises the steps of: (1) feeding one or more cycloaliphatic cyanoaldehydes, hydrogen, ammonia, and optionally one or more solvents into a continuous reductive amination reactor system; (2) contacting said one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C.Type: GrantFiled: July 30, 2010Date of Patent: November 17, 2015Assignee: Dow Global Technologies LLCInventors: Stacie Santhany, Patrick Ho Sing Au-Yeung, Gerald W. Dare, Shawn D. Feist, Barry B. Fish, Daniel A. Hickman, David Jean, Erich J. Molitor, Abraham D. Schuitman, Todd William Toyzan
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Patent number: 9035098Abstract: A process for conversion of aliphatic bicyclic amines to aliphatic diamines including contacting one or more bicyclic amines selected from the group consisting of 3-azabicyclo[3.3.1]nonane and azabicyclo[3.3.1]non-2-ene with ammonia and hydrogen, and alcohols in the presence of heterogeneous metal based catalyst systems, a metal selected from the group consisting of Co, Ni, Ru, Fe, Cu, Re, Pd, and their oxides at a temperature from 140° C. to 200° C. and a pressure from 1540 to 1735 psig for at least one hour reactor systems; forming a product mixture comprising aliphatic diamine(s), bicyclic amine(s), ammonia, hydrogen, and alcohol(s); removing said product mixture from the reactor system; removing at least some of the ammonia, hydrogen, water, alcohols, bicyclic amines from said product mixture; thereby separating the aliphatic diamines from said product mixture.Type: GrantFiled: July 30, 2010Date of Patent: May 19, 2015Assignee: Dow Global Technologies LLCInventors: Shawn D. Feist, Daniel A. Hickman, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
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Patent number: 9024072Abstract: A process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprising (1) providing a mixture of 1,3-cyanocyclohexane carboxaldehyde and/or 1,4-cyanocyclohexane carboxaldehyde; (2) contacting said mixture with a metal carbonate based solid bed or a weak base anion exchange resin bed at a temperature from 15 to 40 ° C. for a period of at least 1 minute; (3) thereby treating said mixture, wherein said treated mixture has a pH in the range of 6 to 9; (4) feeding said treated mixture, hydrogen, and ammonia into a continuous reductive amination reactor system; (6) contacting said treated mixture, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature from 80 ° C. to 160 ° C. and a pressure from 700 to 3500 psig; (7) thereby producing one or more cycloaliphatic diamines is provided.Type: GrantFiled: July 30, 2010Date of Patent: May 5, 2015Assignee: Dow Global Technologies LLCInventors: Erich J. Molitor, Daniel A. Hickman, Shawn D. Feist, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
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Publication number: 20140326229Abstract: A method including providing a ceramic log (300) with a first end and an opposing second end; providing one or more cutting devices (100) comprised of a dual bladed cutting member (200); and removing material by cutting at least the first end with the dual bladed cutting member (200), wherein a first blade (210) of the dual bladed cutting member (200) provides a finished surface and a second blade (220) removes a percentage of scrap above the finished surface. An apparatus (100) for cutting a ceramic log (300).Type: ApplicationFiled: December 14, 2012Publication date: November 6, 2014Inventors: Abraham D. Schuitman, Nestor A. Vasquez, Blake R. Stalder, James R. Ogle, Paul J. Sacchetti
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Publication number: 20120136173Abstract: The instant invention provides a process for improving catalytic activity of catalyst systems for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines. The process for improving catalytic activity of catalyst systems for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprises the steps of: (1) feeding ammonia, optionally hydrogen, and optionally one or more solvents over one or more heterogeneous metal based catalyst systems having a reduced catalytic activity for a period of greater than 1 hour at a temperature in the range of from 50° C. to 500° C.; wherein said one or more heterogeneous metal based catalyst systems have a yield of less than 90 percent based on the molar conversion of cyanoaldehydes to diamines; and (2) thereby improving the catalytic activity of said one or more heterogeneous metal based catalyst systems.Type: ApplicationFiled: July 30, 2010Publication date: May 31, 2012Applicant: Dow Global Technologies LLCInventors: Daniel A. Hickman, Shawn D. Feist, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
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Publication number: 20120123165Abstract: The instant invention provides cycloaliphatic diamines and a method of making the same. The cycloaliphatic diamines according to the instant invention comprise the reaction product of one or more cycloaliphatic cyanoaldehydes selected from the group consisting of 1,3-cyanocyclohexane carboxaldehyde, 1,4-cyanocyclohexane carboxaldehyde, mixtures thereof, and combinations thereof, hydrogen, and ammonia fed into a continuous reductive amination reactor system; wherein the one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia are contacted with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C. and a pressure in the range of from 700 to 3500 psig; and wherein one or more cycloaliphatic diamines are formed; and wherein said one or more cycloaliphatic diamines are selected from the group consisting of 1,3-bis(aminomethyl)cyclohexane, 1,4-bis(aminomethyl)cyclohexane, combinations thereof, and mixtures thereof.Type: ApplicationFiled: July 30, 2010Publication date: May 17, 2012Applicant: DOW GLOBAL TECHNOLOGIES LLCInventors: Abraham D. Schuitman, Shawn D. Feist, Barry B. Fish, Daniel A. Hickman, Erich J. Molitor, Michael L. Tulchinsky
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Publication number: 20120116123Abstract: The instant invention provides a process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities, and aliphatic diamines obtained via such a process. The process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities according to the instant invention comprises the steps of: (1) feeding one or more cycloaliphatic cyanoaldehydes, hydrogen, ammonia, and optionally one or more solvents into a continuous reductive amination reactor system; (2) contacting said one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C.Type: ApplicationFiled: July 30, 2010Publication date: May 10, 2012Applicant: DOW GLOBAL TECHNOLOGIES LLCInventors: Stacie Santhany, Patrick Ho Sing Au-Yeung, Gerald W. Dare, Shawn D. Feist, Barry B. Fish, Daniel A. Hickman, David Jean, Erich J. Molitor, Abraham D. Schuitman, Todd William Toyzan
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Publication number: 20120116122Abstract: The instant invention is a process for the conversion of aliphatic cyclic amines to aliphatic diamines. The process for conversion of aliphatic cyclic amines to aliphatic diamines comprises the steps of: (1) selecting one or more cyclic amines; (2) contacting said one or more cyclic amines with ammonia and hydrogen, optionally water, and optionally one or more solvents in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 120° C. to about 250° C.Type: ApplicationFiled: July 30, 2010Publication date: May 10, 2012Applicant: Dow Global Technologies LLCInventors: Shawn D. Feist, Daniel A. Hickman, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
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Publication number: 20120116124Abstract: The instant invention provides a process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines, and aliphatic diamines produced via such method. The process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprises the steps of: (1) providing a mixture of one or more cycloaliphatic cyanoaldehydes, optionally water, and optionally one or more solvents, wherein said one or more cycloaliphatic cyanoaldehydes are selected from the group consisting of 1,3-cyanocyclohexane carboxaldehyde, 1,4-cyanocyclohexane carboxaldehyde, mixtures thereof, and combinations thereof; (2) contacting said mixture with a metal carbonate based solid bed or a weak base anion exchange resin bed at a temperature in the range of 15 to 40° C.Type: ApplicationFiled: July 30, 2010Publication date: May 10, 2012Applicant: Dow Global Technologies LLCInventors: Erich J. Molitor, Erich J. Molitor, Daniel A. Hickman, Shawn D. Feist, David C. Molzahn, Stacie Santhany, Abraham d. Schuitman