By-products in the rearrangement of N-methyl-N-phenylnitramine

Add time:08/15/2019    Source:sciencedirect.com

N-Methyl-N-phenylnitramine was rearranged in the aqueous dioxane — sulphuric acid mixture to 2-nitro- and 4-nitro-N-methylanilines. The isomer ratio was independent of the acidity within the range of −0.3 > Ho > −2.8. Some by-products were isolated and identified e.g. N-methyl-N-nitrosoaniline, its 2-nitro and 4-nitro derivatives, nitrosobenzene and 4′,4″-bis-(N-methylamino)-3′,3″-dinitrodiphenylmethane. The mechanism of the nitramine rearrangement is discussed.

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