Dimethyl Sulfoxide → HCID 23131805, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2.64 g of oxalyl chloride and 50 ml of dichloromethane was added dropwise a solution of 3.24 g of dimethyl sulfoxide in 30 ml of dichloromethane at −60° C. for 10 minutes. After stirred at −60° C. for 20 minutes, a solution of 3.72 g of 3-[(2-methoxyethyl)aminocarbonylamino]benzyl alcohol in 30 ml of dichloromethane was added dropwise at −60° C. for 1 hour. After stirred at −60° C. for 15 minutes, 9.24 g of triethylamine was added dropwise at −60° C. for 25 minutes. After stirred at room temperature for 1 hour, water was added to the reaction solution, and the layers were separated. The organic layer washed with an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated to obtain 2.79 g of 3-[(2-methoxyethyl)aminocarbonylamino]benzaldehyde [Compound No. (i)] as a white crystal.

Provenance & Evidence