Water → HCID 178419696, compound

Participants

Reaction Steps

4-(Pyridin-4-ylmethoxy)benzene-1,2-diamine (21.4 mmoles, 0.460 g, 1 equivalent) was dissolved in acetonitrile (10 ml) and water (5 ml) and cooled to 0-5° C. (ice-water). Cyanogen bromide (0.226 g, 21.4 mmoles, 1 equivalent) was added in one lot and the reaction mixture was allowed to go to room temperature and stirred for 16 hours. The reaction mixture was then evaporated under reduced pressure to 0.4571 g of 5-(pyridin-4-ylmethoxy)-1H-benzo[d]imidazol-2-amine hydrobromide (yield: 86%) which was used directly in the next reaction without any further reaction. 1H-NMR (400 MHz, DMSO-d6) 12.60 (br s, 1H), 8.56 (s, 2H), 7.58 (m, 1H), 8.23 (br s, 3h), 7.57 (m, 1H), 7.40 (m, 1H), 5.28 (s, 2H). (MS (EI): 241 (MH+).

Provenance & Evidence