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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415124Generated: October 26, 2026

Water → 5,6-difluoro-1H-1,3-benzodiazol-2-amine

https://huagongshe.com/reaction/415124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanogen BromideHCID 10476—
ReactantSodium BicarbonateHCID 516892—
Reactant1,2-Diamino-4,5-difluorobenzeneHCID 2736755—
SolventAcetonitrileHCID 6342—
Product5,6-difluoro-1H-1,3-benzodiazol-2-amineHCID 1067870840%

Reaction Steps

4,5-Difluorobenzene-1,2-diamine (0.651 g, 0.562 mmol, commercially available from Matrix Scientific) in acetonitrile (10 mL) and water (2 ml) at 0° C. was treated with cyanogen bromide (0.063 g, 0.6 mmol). The reaction mixture was allowed to warm to room temperature, and then stirred for 14 hours. The reaction mixture was then treated with saturated aqueous sodium hydrogen carbonate solution (50 ml) and shaken. The resulting solid was filtered off, washed with water and dried under reduced pressure to give 0.39 g of 5,6-difluoro-1H-benzo[d]imidazol-2-amine (yield, 40%). MS (EI): 186 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088767B2
Source datasetuspto-grants-2012_01
ORD IDord-d0e0bd4bbee149338404daac09d120bf
Source noteuspto-grants-2012_01