Thionyl Chloride → HCID 23354019, compound

Participants

Reaction Steps

To a solution of 304 mg (1.16 mmol) of 4-hydroxymethyl-6-methylindolo[2,3-b]quinoxaline in 30 ml of methylene chloride was added 0.126 ml (1.73 mmol, 1.5 eq.) of thionyl chloride under ice-cooling, followed by stirring for 3 hours. The reaction solution was poured into 50 ml of ice water, and extracted with methylene chloride. The organic layer was washed 3 times with a saturated aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate. Evaporation of the solvent gave 335 mg of the crude product 4-chloromethyl-6-methylindolo[2,3-b]quinoxaline, which was used for the next reaction without further purification.

Provenance & Evidence