Preparation of substituted ethenes

C - Chemistry – Metallurgy – 07 – C

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C07C 323/27 (2006.01) C07C 319/22 (2006.01) C07D 317/58 (2006.01) C07D 407/12 (2006.01)

Patent

CA 2046293

A potassium salt useful in the production of certain N-substituted alkyl or arylalkyl thionitroethenamines is produced by the reaction of the dipotassium salt of a 2-nitrodithio aliphatic acid such as 2-nitrodithio acetic acid with branched chain primary alkylamines, secondary alkylamines, arylalkylamines or heterocyclic alkylamines such as dimethylamine, pinacolylamine, benzylamine or piperonylamine, thereby converting one only of the KS-groups to an alkylamine group. The resulting monopotassium salt may be alkylated or arylalkylated to produce an N-substituted alkyl or arylalkyl thionitroethenamine. This compound may be reacted with a suitable amine to produce compounds containing the pharmaceutically active grouping -NHC( = CHNO2)NHX, wherein X represents an alkyl, arylalkyl or heterocyclic alkyl group.

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