Ammonia → 1-Methyl-4-bromo-5-aminobenzimidazole

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	Bromine	HCID 24408	—
Reactant	1-methyl-1H-1,3-benzodiazol-5-amine	HCID 315499	—
Solvent	Acetic Acid	HCID 176	—
Product	1-Methyl-4-bromo-5-aminobenzimidazole	HCID 12968451	50%

Reaction Conditions

Temperature	25 °C

Reaction Steps

To a solution of 1-methyl-5-aminobenzimidazole (0.36 g, 2.4 mmol) in 10 ml of AcOH was added Br2 (0.12 ml). The reaction mixture was stirred for 1 h at 25° C. and concentrated in vacuo, yielding an oil which was subjected to column chromatography (NH3 sat'd 3% MeOH/CHCl3) to yield 0.27 g (1.2 mmol, 50%) of the desired product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06495583B1
Source dataset	uspto-grants-2002_12
ORD ID	ord-a288a52b915243de934e6800194c53e5
Source note	uspto-grants-2002_12