219312-44-4

4-Iodo-2,6-dinitrotoluene (5.9 g, 23.60 mmol) was used as raw material and dissolved in a solvent mixture of methanol (10 mL) and 1,4-dioxane (5 mL). Under ice bath cooling conditions, 10 N hydrochloric acid (12 mL) and iron powder (3.96 g, 70.80 mmol) were slowly added. The reaction mixture was stirred at 80 °C for 3 h. The progress of the reaction was monitored by thin layer chromatography (TLC) until complete conversion of the feedstock. Upon completion of the reaction, 3.55 g of the light yellow powdery product 2-amino-4-chloro-6-nitrotoluene was obtained in 68.4% yield.

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