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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024041Generated: October 29, 2026

Sodium Carbonate → 7-Bromo-5-chloro-1H-benzimidazole

https://huagongshe.com/reaction/1024041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Bromo-5-chlorobenzene-1,2-diamineHCID 351529—
SolventFormic AcidHCID 284—
Product7-Bromo-5-chloro-1H-benzimidazoleHCID 8668413777%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 109b (4.3 g, 19.5 mmol) in formic acid (10 mL) was heated at 80° C. for 1 h. After cooled to room temperature, the reaction mixture was poured into aqueous Na2CO3 (30 mL) and the mixture was extracted with ethyl acetate (30 mL×3). The combined organic phase was dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to afford 109c as a brown solid (3.5 g, 77%). LCMS: [M+H]+ 233. 1H NMR (500 MHz, CDCl3) δ 10.05 (bs, 1H), 8.18 (s, 1H), 7.64 (bs, 1H), 7.50 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722676B2
Source datasetuspto-grants-2014_05
ORD IDord-6d6cbca6595d4b66aa59085527c591bd
Source noteuspto-grants-2014_05