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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233767Generated: October 26, 2026

4-Chloro-5-fluoro-1,2-phenylenediamine → 5-chloro-6-fluoro-2-methyl-1H-benzimidazole

https://huagongshe.com/reaction/2233767

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-5-fluoro-1,2-phenylenediamineHCID 735773—
ReactantEthyl ortho-acetateHCID 86598186—
SolventEthanolHCID 702—
Product5-chloro-6-fluoro-2-methyl-1H-benzimidazoleHCID 5528156539%

Reaction Steps

A 4.96 g portion of ethyl orthoacetate dissolved in 10 ml of ethanol was added to 50 ml of ethanol solution containing 4.68 g of 4-chloro-5-fluorobenzene-1,2-diamine and heated under reflux for 4 hours. After concentration of the reaction liquid, the thus formed residue was purified by a silica gel column chromatography to obtain 2.10 g (39%) of 5-chloro-6-fluoro-2-methyl-1H-benzimidazole from a chloroform-methanol (10:1) eluate. ES+: 185

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709519B2
Source datasetuspto-grants-2010_05
ORD IDord-4cbdda283c24411c97ff68cfbec2cc71
Source noteuspto-grants-2010_05