4-Methoxy-2,3-dinitrotoluene → 3-Methoxy-6-methylbenzene-1,2-diamine

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Reaction Steps

3-Methoxy-6-methyl-benzene-1,2-diamine was synthesized by suspending 3.3 g of 1-methoxy-4-methyl-2,3-dinitro-benzene (Can. J. Chem. 65, 1233-1240, 1987) in 100 mL EtOH, evacuating 3 times with N2 and addition of 450 mg of 10wt % Pd/C. The reaction mixture was stirred under a H2 atmosphere (balloon) overnight. Filtration over a pad of celite and washing with 100 mL EtOH yielded after concentration in vacuo 2.2 g of the desired compound as brown oil.

Provenance & Evidence