Process for the preparation of n-alkylsulfonamides

C - Chemistry – Metallurgy – 07 – C

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C07C 303/38 (2006.01) C07C 311/01 (2006.01) C07C 311/24 (2006.01) C07C 311/03 (2006.01)

Patent

CA 2063648

1 HOE 91/F 088 Abstract: Process for the preparation of N-alkylsulfonamides Compounds of the formula (I) R1-SO2NH-R2 (I) in which R1 is alkyl, alkenyl or alkynyl, which are optionally substituted by halogen, alkoxy or alkoxycar- bonyl, and R2 is hydrogen or (C1-C4)alkyl, are intermediates in the preparation of sulfonylurea her- bicides. According to the invention, they can be prepared by reacting a compound of the formula R1SO2C1 (II) in the presence of approximately equimolar amounts of an auxiliary base with approximately equimolar amounts of a compound of the formula R2-NH2 (III) in a halogenated aromatic solvent, then reacting the reaction mixture with aqueous alkali metal hydroxide or with alcoholates to neutralize the hydrochloride of the auxiliary base and distilling off the auxiliary base. The otherwise cus- tomary large excess of amine component (II) and disad- vantages which are associated with the use of aqueous or polar solvents are avoided in the process.

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