Bromocyclopentane → 1-Cyclopentyl-1H-imidazol-2-amine

Reaction equation

BrC1CCCC1.[N+](C1NC=CN=1)([O-])=O.[CH:15]1([N:20]2[CH:24]=[CH:23][N:22]=[C:21]2[N+:25]([O-])=O)[CH2:19][CH2:18][CH2:17][CH2:16]1>>[CH:15]1([N:20]2[CH:24]=[CH:23][N:22]=[C:21]2[NH2:25])[CH2:16][CH2:17][CH2:18][CH2:19]1

Participants

Reactant 3

HCID 8728Bromocyclopentane

HCID 107012-Nitroimidazole

HCID 68443645HCID 68443645, compound

Product 1

HCID 673786911-Cyclopentyl-1H-imidazol-2-amine

Procedure

Bromocyclopentane (14 mmol) and 2-nitroimidazole (10 mmol) were used to prepare 1-cyclopentyl-2-nitro-1H-imidazole following the alkylation procedure described for Example 181. The product, thus obtained was reduced under hydrogenation conditions as described in general procedure F to afford 1-cyclopentyl-2-amino-1H-imidazole. This aminoimidazole derivative was converted to 1-cyclopentyl-2-isothiocyanato-1H-imidazole following the general procedure A.