Thionyl Chloride → 2,6-Dichloro-4-nitrobenzoyl chloride

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A mixture of 2,6-dichloro-4-nitrobenzoic acid (1.53 g, 6.5 mmol), thionyl chloride (1.0 cm3, 13.7 mmol) and N,N-dimethylformamide (0.1 cm3) were heated under reflux for 1.5 h. The mixture was evaporated under reduced pressure to an oil which was purified by evaporative distillation yielding 2,6-dichloro-4-nitrobenzoyl chloride as a pale yellow oil (1.37 g, bp 140° C. at 0.2mm Hg) which solidified with cooling. (mp 63°-5° C.).

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