3,5-dinitro-N-(2,2,6,6-tetramethylpiperidin-4-yl)benzamide → 3,5-Diamino-N-(2,2,6,6-tetramethylpiperidin-4-yl)benzamide

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Reaction Steps

N-(2,2,6,6-tetramethyl-4-piperidyl)-3,5-dinitrobenzamide (1.0 g.) is dissolved in ethanol (50 ml.) and 10% palladium on charcoal (.1 g.) is added. The reduction is carried out in a Parr apparatus for 2 hours at 40 psi of hydrogen. The catalyst is removed by filtration, washed with a few ml. of ethanol and the filtrate taken to dryness under reduced pressure leaving a tan solid. Recrystallization from ether gives a cream colored product (6.6 g., m.p. 188°-190°C., 79.6% yield).

Provenance & Evidence