Methanol → HCID 14897149, compound

Participants

Reaction Steps

5-Amino-1-[[2-(acetyloxy)ethoxy]methyl]-1H-imidazole-4-carboxamide (44.0 g, 182 mM) and benzoylisothiocyanate (29.7 g, 182 mM) were refluxed in acetone (430 ml) for 1 hour. To the resulting solution were added methanol (430 ml) and potassium carbonate (14.9 g, 108 mM) dissolved in water (45 ml) whereafter the mixture was refluxed for 4 hours. After cooling to room temperature acetic acid was added to a pH-value of 8. The formed product was filtered off at 0° C., washed and dried. Hereby 39.2 g (83%) of the title compound was isolated as a white powder, mp. 181°-182° C. (dec.). A sample crystallized from water had mp. 182°-183° C. (dec.). 13C-NMR(DMSO-d6) δppm: 183.9; 163.7; 134.9; 129.3; 127.9; 74.0; 70.4; 59.7.

Provenance & Evidence