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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253473Generated: October 26, 2026

Chloroacetic Acid → 2-(Chloromethyl)-1-methylbenzimidazole

https://huagongshe.com/reaction/253473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
ReactantN-Methyl-o-phenylenediamineHCID 78498—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventSodium BicarbonateHCID 516892—
Product2-(Chloromethyl)-1-methylbenzimidazoleHCID 24804487.8%

Reaction Conditions

Temperature55 °C

Reaction Steps

N-methyl-phenylenediamine (1 g, 8.2 mmol) and chloroacetic acid (0.9 g, 9.4 mol) were dissolved in 5 N aqueous hydrochloric acid (10 mL) and stirred at 55° C. overnight. The reaction mixture was then diluted with water and basified with solid sodium bicarbonate to give a precipitate which was filtered, washed with water and dried to provide the desired compound (1.3 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-ba330bcfa33e419daff6496203bb19c7
Source noteuspto-grants-2011_01