2-Nitroimidazole → HCID 178437198, compound

Participants

Reaction Conditions

Reaction Steps

The sodium salt of 2-nitroimidazole (0.01 mole) was reacted with a mixture of 0.01 mole of N-(2-chloroethyl)piperidine hydrochloride and 0.01 mole of sodium methoxide in 20 ml of xylene. The mixture was heated at 140° C. under reflux for 8 hours. The mixture was filtered, the filtrate was concentrated under vacuum. The residue was crystallized from a mixture of ethyl ether and hexane to yield 0.007 mole of 1-piperidinoethyl-2-nitroimidazole, m.p. 61°-62° C. The 1-piperidinoethyl-2-nitroimidazole (0.01 mole) was treated with 0.01 mole of m-chloroperbenzoic acid (m--CPBA) at room temperature for 30 minutes in 100 ml of chloroform as solvent. The resulting N-oxide was purified by recrystallization from chloroform and benzene, and had a m.p. of 108°-109° C. 'H-nmr: (CD3OD) 7.12 and 7.47 (S, C4,5 -H), ##STR16## 3.60 (t, NCH2) ppm.ir: (KBr) 1485 and 1360 (NO2), 1270 cm-1 (N→O).

Provenance & Evidence