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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334744Generated: October 29, 2026

Chloroacetic Acid → 2-(chloromethyl)-5-fluoro-1-methyl-1H-benzo[d]imidazole

https://huagongshe.com/reaction/334744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
Reactant4-Fluoro-N1-methylbenzene-1,2-diamineHCID 19964813—
Product2-(chloromethyl)-5-fluoro-1-methyl-1H-benzo[d]imidazoleHCID 436599268%

Reaction Steps

The title compound was prepared in accordance with the general method of Example 191(C), from 4-fluoro-N1-methylbenzene-1,2-diamine (2.5 g, 17.84 mmol) and 2-chloroacetic acid (2.50 g, 27 mmol). The crude residue was purified over silicagel chromatography (prepacked 70 g silicagel column, Cyclohexane/AcOEt: 60/40 as eluent) to afford 277 mg of 2-(chloromethyl)-5-fluoro-1-methyl-1H-benzo[d]imidazole (Yield: 8%) as a semi-solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883826B2
Source datasetuspto-grants-2014_11
ORD IDord-bba5b47bc2c74a39b07b48264b877593
Source noteuspto-grants-2014_11