2-Nitro-6-acetamidophenol

Amino-4-nitropheno1 is produced commercially by the partial reduction of 2,4-dinitrophenol This reduction may be achieved electrolyticaHy using vanadium (159) or chemically with polysulftde, sodium hydrosulftde, or hydrazine and copper (160). Alternatively, 2-acetamidophenol or 2-methylbenzoxazole may be nitrated in sulfuric acid to yield a mixture of 4- and 5-nitro derivatives that are then separated and hydrolyzed with sodium hydroxide (161). 

The nitro groups in 3,5-dinitrodiaryl ethers may be readily replaced with the residues of mono-and bis-phenols. The simplest 3,5-dinitrodiaryl ether - 3,5-dinitrodiphenyl ether - was reacted with 4-aminophenol or 4-acetamidophenol with the formation of 3-nitro-5-[4-amino(amido)]-phenoxydiphenyl ether subsequent transformation of this product led to 3-amino-5-(4-aminophenoxy)-diphenyl ether [24] (Scheme 4.9). 

HN. QH(NOa),. OH, yel ndls (from AcOH), mp-178-9°(dec) sol in AcOH and hot ale diff sol in hot w. Can be prepd by treating 3-nitro-4-acetamidophenol with fuming nitric acid (Ref 2) or by other methods (Ref 1,4 5). Forms numerous salts of which the cobalf, nickel, and silver salts are mild explosives (Ref 3)... 

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