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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182340Generated: October 31, 2026

4-Bromobenzene-1,2-diamine → 5-bromo-2-(1H-indazol-3-yl)-3H-benzimidazole

https://huagongshe.com/reaction/2182340

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobenzene-1,2-diamineHCID 323593—
ReactantSodium PyrosulfiteHCID 656671—
ReactantHCID 178520025HCID 178520025—
SolventDimethylformamideHCID 6228—
Product5-bromo-2-(1H-indazol-3-yl)-3H-benzimidazoleHCID 135484413—

Reaction Steps

Starting with 643 mg of 1H-indazole-3-carboxaldehyde, 816 mg of 4-bromo-1,2-phenylenediamine, and 836.5 mg of sodium metabisulphite in 15 ml of dimethylformamide, and after purification by SPE (SCX phase, washing with methanol, extraction with 2N ammoniacal methanol) followed by a chromatography under pressure on silica, 939 mg of 5-bromo-2-(1H-indazol-3-yl)-3H-benzimidazole are obtained in the form of a brick-red powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897208B2
Source datasetuspto-grants-2005_05
ORD IDord-091d04c57bbf4fc782e98eef6a432610
Source noteuspto-grants-2005_05