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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051908Generated: October 29, 2026

Hydrogen Bromide → 2-bromo-5,6-dichloro-1H-benzimidazole

https://huagongshe.com/reaction/1051908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantBromineHCID 24408—
ReactantSodium SulfateHCID 24436—
Reactant2-Mercapto-5,6-dichlorobenzimidazoleHCID 2774259—
SolventMethanolHCID 887—
Product2-bromo-5,6-dichloro-1H-benzimidazoleHCID 466017—

Reaction Conditions

Temperature0 °C

Reaction Steps

5,6-dichloro-2,3-dihydro-1H-1,3-benzodiazole-2-thione (2 mmol, 438 mg) was dissolved in MeOH (20 ml). The reaction mixture was cooled to 0° C. and hydrobromic acid (0.4 ml) was added, then bromine (8 mmol, 1.3 g) was added. The resulting mixture was stirred at RT overnight, then Na2SO4 was added. Next MeOH was evaporated. The aqueous layer was extracted with DCM. The product was purified on silica gel using EA/hex (1:1) to afford yellow solid (1 mmol, 260 mg), m/z 266.7; rt 2.8 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388192B2
Source datasetuspto-grants-2016_07
ORD IDord-7826b272e63c44d194c3040cd280df48
Source noteuspto-grants-2016_07