Acetophenone → Phenacyl bromide

Participants

Reaction Steps

Synthesis of 2-amino-4-arylimidazolamine of the formula (48) (wherein R4, R5, R6, R7, R8 and R9 are as defined above) is described in Scheme 9. Thus, reaction of acetophenone derivative of formula (45) with bromine in acetic acid gives phenacyl bromide, which on reaction with acetyl guanidine in acetonitrile at reflux temperature gives N-acetyl imidazole of the formula (47). The N-deacetylation of (47) under acidic conditions affords 2-amino-4-arylimidazoles of the formula (48). This is similar to the procedure reported by Thomas, L. et al in J. Org. Chem., 1994, 59, 7299-7305.

Provenance & Evidence