Hydrazine hydrate (1:1) → N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide

Participants

Reaction Steps

To a solution of hydrazine hydrate (80%, 13.4 g, 214 mmol) in 1,4-dioxane (100 mL) at 0° C. was added a solution of 1-chloro-4-fluoro-2-(isothiocyanatomethyl)benzene (26, 14.4 g, 71.6 mmol) in 1,4-dioxane (50 mL) The mixture was stirred at RT for 2 h. Ice cold water (300 mL) was added. The precipitated solid was collected by filtration, washed with water and dried over P2O5 overnight to provide N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide (27). MS: m/z, 234 (100%, M+1), 236 (33%).

Provenance & Evidence