Chlorobenzene → HCID 9921792, compound

Participants

Reaction Steps

One half of the solution of 5-chloro-2-chlorosulfenylbenzoyl chloride (135 ml of 0.05 mole of Example 4) was charged into 200 ml three neck flask equipped similarly as the reaction flask in Example 4. About 11.2 g of chlorobenzene was added and at the temperature of this mixture maintained in the range of 20°-30° C while 6.75 g of powdered aluminum chloride (0.05 mole) was charged in small portions in approximately 30 minutes. After the charging the batch was stirred for an additional 1 hour, while the temperature was maintained in the range of 25°-30° C. The crystalline aluminum chloride complex, which separated from the solution, was filtered and the cake was washed with hexane. The cake was then treated with 1.3 mole NaOH dissolved in 300 ml of water. The isolated product, 10 g of light yellow crystalline powder (m.p. 230C) was crude 2,7-dichloro-thioxanthen-9-one (70% yield).

Provenance & Evidence