Sodium Hydroxide → 5-Chloro-4-(2,6-dichloroanilino)-3-thiophenacetonitrile

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Reaction Steps

A solution of 135 mg of sulfuryl chloride in 5 ml of methylene chloride is added dropwise to a solution of 283 mg (1 mmole) of 4-(2,6-dichloroanilino)-3-thiophenacetonitrile in 20 ml of methylene chloride at -15°. After 10 minutes, a sodium dithionite solution and 3 ml of 2 N sodium hydroxide solution are added. The organic phase is separated off, dried, clarified with bleaching earth (for example Tonsil®) and concentrated. Recrystallization of the residue from methanol yields 5-chloro-4-(2,6-dichloroanilino)-3-thiophenacetonitrile (m. 128° to 128.5°).

Provenance & Evidence