Benzene, 1-methoxy-3,5-dinitro- → 5-Methoxybenzene-1,3-diamine

Participants

Reaction Steps

3,5-Dinitroanisole (20 gm.) is suspended in methanol (250 ml.) and 5% palladium on charcoal (2.0 gm.) added. Reduction is carried out in a Parr apparatus for one hour. The solution is filtered with suction and the catalyst washed with a few cc of methanol. Removal of the methanol gives a clear brown glass which crystallized on standing. Extraction with boiling benzene (250 ml.) and treatment with Darco® gives white needles (8.7 gm., m.p. 79°-80°, 63% yield).

Provenance & Evidence