Thionyl Chloride → 2-acetoxy 4-acetamino 5-chlorobenzoyl Chloride

Participants

Reaction Steps

501 g of thionyl chloride and 71.5 g of 2-acetoxy 4-acetamino 5-chlorobenzoic acid were introduced into a two liter balloon flask provided with a reflux condenser. Heating was effected by a water bath under reflux until dissolution of reactants occurred. Some cooling was applied and 71.5 g of 2-acetoxy 4-acetamino 5chlorobenzoic acid was added. Heating was effected as before under reflux for a period of 1 hour, but without causing the acid to dissolve. 63 g of thionyl chloride was added. The acid dissolved immediately, and an acid chloride quickly crystallized.

Provenance & Evidence