2-Nitroimidazole → 4-[3-(2-nitro-1H-imidazol-1-yl)propyl]-piperidinecarboxaldehyde

Participants

Reaction Steps

The mixture of 2-nitroimidazole (11.3 g, 0.1M) and 50% by weight NaH in mineral oil (4.8 g, 0.1M) in dimethylformamide (50 ml) was stirred at room temperature for 1/2 hr. The solution of 4(3-bromo-propyl)-1-piperidine carboxaldehyde (23.4, 0.1M) in dimethylformamide (20 ml) was added to the above mixture and heated at 110° C. for 15 min. After the reaction, the solvent was removed in vacuo wand water (100 ml) was added and the mixture was extracted with ethylacetate (72×100 ml). The extracts, dried over Na2SO4, were concentrated and purified on silica gel columns, eluted with 5% by volume MeOH-95% by volume CH2Cl2 to give 4-[3-(2-nitro-1H-imidazol-1-yl)propyl]-piperidinecarboxaldehyde (22.8 g).

Provenance & Evidence