Hydrochloric Acid → HCID 20131409, compound

Participants

Reaction Steps

22.5 ml of 100% strength nitric acid are added dropwise to 20 g of the above compound in 200 ml of methylene chloride at 20° C. in the course of 30 min., and stirring is continued for 15 h at room temperature. Analogously to Examples 11c, N-(4-difluoroethoxy-5-fluoro-2-nitrophenyl)-acetamide of m.p. 72°-74° C. (89% yield, from cyclohexane), is obtained. Stirring this compound for several hours with 1M hydrogen chloride in methanol at 60° C. yields 4-difluoromethoxy-5-fluoro-2-nitroaniline of m.p. 95°-97,5° C. (95% yield), and further reaction analogously to Example 11e gives 4-difluoromethoxy-5-fluoro-1,2-phenylenediamine dihydrochloride (85% yield, decomposition at 210° C.)

Provenance & Evidence