General procedure for the synthesis of 4-chloro-1-iodo-2-nitrobenzene from 4-chloro-2-nitrobenzoic acid: 6.2 mg of silver sulfate, 21.8 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-phenanthroline, 40.3 mg of 4-chloro-2-nitrobenzoic acid, and 45 mg of iodine were sequentially added to a Silak reaction tube equipped with a magnetic stirrer. The reaction mixture was heated at 160°C for 24 hours under oxygen atmosphere. After completion of the reaction, the reaction was quenched by addition of distilled water and extracted three times with ethyl acetate. The organic phases were combined and concentrated to give 40.8 mg of 4-chloro-1-iodo-2-nitrobenzene in 72% yield.
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