US 12,071,399 B2
Process for the preparation of arylsulfonylpropenenitriles
Jaakko Hiltunen, Kauniainen (FI); Petteri Suominen, Espoo (FI); Ivan Ogibalov, Tartu (EE); and Ain Uustare, Tartu (EE)
Assigned to Kemira Oyj, Helsinki (FI)
Appl. No. 17/290,889
Filed by Kemira Oyj, Helsinki (FI)
PCT Filed Nov. 4, 2019, PCT No. PCT/FI2019/050780
§ 371(c)(1), (2) Date May 3, 2021,
PCT Pub. No. WO2020/094917, PCT Pub. Date May 14, 2020.
Claims priority of application No. 20185934 (FI), filed on Nov. 5, 2018.
Prior Publication US 2022/0002241 A1, Jan. 6, 2022
Int. Cl. C07C 315/04 (2006.01); C07C 317/32 (2006.01)
CPC C07C 315/04 (2013.01) [C07C 317/32 (2013.01)] 20 Claims
 
1. A process to prepare a compound of a formula (I)

OG Complex Work Unit Chemistry
wherein R1 represents a methyl group; an ethyl group, a propyl group; a butyl group; a methoxy group; an ethoxy group; a propoxy group; an iso-propoxy group; a n-butoxy group; or a tertiary butoxy group; and
R2 and R3 represent independently a hydrogen atom; a methyl group; an ethyl group, a propyl group; a butyl group; a methoxy group; an ethoxy group; a propoxy group; an isopropoxy group; a n-butoxy group; a tertiary butoxy group; the process comprising steps of:
i) mixing a sulfonyl halide, acrylonitrile, and a catalyst in a solvent, and
ii) adding a base to eliminate a halide to form a desired product,
wherein the catalyst is a complex that comprises an inorganic halide and a salt of an organic compound that is prepared immediately before addition to the reaction mixture, and said solvent comprises an organic solvent.