Ammonia → 126101-04-0

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Reaction Steps

A solution of ethyl 2,5-dioxohexahydropyrrolo[1,2-a]imidazole-1-acetate (1.4 g, 6.18 mmol), in methanol (25 ml) was saturated with ammonia at 0° C. After stirring at room temperature for 16 hours the precipitate was collected, washed with methanol and dried to yield 0.9 g (75%) of the title compound, m.p. 182°-185° C. NMR (DMSO-d6): deltaH =7.50 and 7.10 (2s, 2H, CONH2); 5.25 (c.a. 1H, N--CH--N); 3.94 and 3.55 (ABq, J=16 Hz, 2H, N--CH2CO); 3.85 and 3.70 (ABq, J=16.5 Hz, 2H, N--CH2CONH2); 2.90 and 1.90 (c.a., 4H, CH2CH2). MS (E.I., 70 eV, 1.5 mA) m/z=139 (M--CH2CONH2)+.

Provenance & Evidence