Hydrochloric Acid → HCID 21849761, compound

Participants

Reaction Conditions

Reaction Steps

This compound was prepared according to the method of Girard et. al., J. Chem. Soc., Perkin I; 1979, 1043-1047, incorporated by reference herein in its entirety. To a solution of chlorosulfonyl isocyanate (5.6 g, 40.0 mmol) in nitroethane (35 ml) at -40° C. was added dropwise over five minutes a solution of 1,4-benzodioxan-6-amine (5.0 g, 33.1 mmol) in nitroethane (5 ml). The mixture was allowed to warm to 0° C. and stirred for one hour at which time anhydrous aluminum chloride was added. The mixture was warmed to 110° C. and stirred for 30 minutes (copious HCl evolution) and allowed to cool to ambient temperature before being added dropwise to a vigorously stirred ice-water (~150 g) mixture. The resulting precipitate was collected by suction filtration, washed with water and air-dried to give 4.4 g (52%) of the title compound as a light gray powder; MS: 255 m/z (M-H)-.

Provenance & Evidence