4H-1,3-Benzodioxin-6-amine, 2,4-bis(trichloromethyl)- → 2,4-Bis(trichloromethyl)-2H,4H-1,3-benzodioxine-6-diazonium chloride

Participants

Reaction Steps

A solution of sodium nitrite (1.96 g.) in water (30 ml.) was added to a stirred suspension of 6-amino-2,4-bis(trichloromethyl)benzo[1,3]dioxin (10 g.) in a mixture of hydrochloric acid (40 ml.) and water (180 ml.), cooled to 0°-5° C. The suspension was stirred for 1 hour at 0°-5° C., the mixture was filtered, and the solid product was washed with water, dried and crystallised from water to give 2,4-bis(trichloromethyl)benzo[1,3]dioxin-6-diazonium chloride, m.p. 140°-142° C.

Provenance & Evidence