Rohm and Haas Company

Dow Agrosciences LLC

Corteva Agriscience LLC

Reetam Chakrabarti

Mark A Silvano

Minh N Ngo

Xiaoyong Li

Jossian Oppenheimer

Ronald B Leng

James William Ringer

Dmitry A Krapchetov

Shawn D Feist

Jason S Fisk

Siyu Tu

Mark Muehlfeld

Robert S Bauman

Mark A Nitz

James Elder

Muhunthan Sathiosatham

Jinsuo Xu

Dmitri A Kraptchetov

Sarah L Hruby

Dmitri A Krapchetov

Charles Como

James W Ringer

A method for preparing methyl acrylate comprises:

Acid catalyzed synthesis of methyl acrylate from acrylic acid and methanol

A method for preparing methyl acrylate comprises heating in a reaction zone a mixture comprising acrylic acid, methanol, and an acid catalyst to react and form a reaction product comprising methyl acrylate which is vaporized with other light components and then fed to a distillation zone. A feed stream entering the reaction zone comprises methanol and acrylic acid in a molar ratio of greater than 1 and less than 2, and a residence time in the reaction zone ranges from 0.25 to 2 hours. A distillate from the distillation zone is condensed and phase-separated to form an organic phase comprising methyl acrylate and an aqueous phase. A portion of the organic phase is returned to the distillation zone as organic reflux. The remainder of the organic phase and the aqueous phase of the distillation zone is fed to an extraction column to form a methanol rich aqueous effluent and an organic effluent comprising methyl acrylate. The organic effluent from the extraction column is purified in a single finishing column, wherein a light ends stream is removed from the top of the finishing column, a bottoms stream is removed from the bottom of the finishing column, and methyl acrylate is removed from a side draw stream.

Provided is a process for preparing dry methacrolein which maximizes capture of methanol. Also provided is a process for producing methyl methacrylate.

Process for preparing methacrolein

Provided is a process for preparing methacrolein which maximizes capture of methanol. Also provided are processes for producing methacrylic acid and methyl methacrylate.

Improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalkyl and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates and arylalkyl and alkyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates, are described herein. The improved methods include a direct Suzuki coupling step, which eliminates the protection/de-protection steps in the current chemical process, and therefore eliminates or reduces various raw materials, equipment and cycle time as well as modification of other process conditions including use of crude AP, use of ABA-diMe, and varying pH, catalyst concentration, solvent composition, and/or workup procedures. This includes synthesis of 2-aryl-6-aminopyrimidine-4-carboxylates.

Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling

Improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalkyl and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates and arylalkyl and alkyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates, are described herein. The improved methods include a direct Suzuki coupling step, which eliminates the protection/de-protection steps in the current chemical process, and therefore eliminates or reduces various raw materials, equipment and cycle time as well as modification of other process conditions including use of crude AP, use of ABA-diMe, and varying pH, catalyst concentration, solvent composition, and/or workup procedures. This invention was expanded to include synthesis of 2-aryl-6-aminopyrimidine-4-carboxylates.

Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct Suzuki coupling

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Phoenixville, PA, United States of America

Reetam Chakrabarti