2-fluoro-3-methoxy-N-methyl-6-nitroaniline → 3-fluoro-4-methoxy-N2-methylbenzene-1,2-diamine

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Reaction Steps

A solution of 2-fluoro-3-methoxy-N-methyl-6-nitroaniline (7-2, 1.04 g, 5.20 mmol) in Acetic acid (25 ml) was charged with Iron (powder). The resulting mixture was stirred at 23 deg C. for 22 h. The reduced material concentrated in vacuo, and the residual oil was taken up in Methylene Chloride and filtered through Celite. The filtrate was again concentrated in vacuo, leaving the title compound, 3-fluoro-4-methoxy-N2-methylbenzene-1,2-diamine (7-3), as a maroon oil with >80% purity. LRMS m/z: Calc'd for C8H11FN2O (M+H) 171.2, found 170.9.

Provenance & Evidence