Chloroacetyl chloride → HCID 68674620, compound

Participants

Reaction Steps

To a suspension of 1-cyclohexylmethyl-7-chloro-1H-indole-3-carboxylic acid hydrazide (0.71 g, 2.3 mmol) in dichloromethane (20 ml) was added potassium carbonate (1.6 g, 11 mmol) and the reaction stirred for 1 h. The reaction mixture was cooled in a dry ice/ethanol bath and chloroacetyl chloride (0.2 ml, 3.0 mmol) was added and the reaction stirred for 1 h. Saturated sodium bicarbonate solution (30 ml) was added and the reaction allowed to warm to room temperature. The reaction mixture was extracted with 9:1 (v/v) dichloromethane:methanol (3×20 ml), the organic phases combined, washed with brine (1×30 ml), dried over sodium sulfate, and solvent removed in vacuo to give 1-cyclohexylmethyl-7-chloro-1H-indole-3-carboxylic acid N-(2-chloroacetyl)hydrazide (0.6 g, 2.0 mmol).

Provenance & Evidence