Dimethylformamide → HCID 136340693, compound

Participants

Reaction Steps

4-Cyanobenzaldehyde (75 g, 0.57 mol) was heated to 110° C. Once melted, 4-methyl-5-nitroimidazole (15 g, 0.12 mol) and piperidine (5 g, 0.06 mol) were added and heating continued for a further 24 hours. DMF (15 mL) and IPA (150 mL) were then added and the precipitate filtered from solution and washed with IPA (50 mL) to leave the product as a yellow solid (13.8 g, 49%). mp>300° C. δH (DMSO-d6) 7.95 (1H, s), 7.88 (2H, d, J=6.8), 7.78 (2H, d, J=6.8), 7.78 (1H, d, J=16.8), 7.50 (1H, d, J=16.8); IR (cm−1) 2239 (C≡N), 1502, 1348 (NO2); MS (m/z) 241.1 (C12H9N4O2 (M+1)).

Provenance & Evidence