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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 258696Generated: October 29, 2026

Ethyl chloroacetate → HCID 53940535, compound

https://huagongshe.com/reaction/258696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroacetateHCID 7751—
ReactantSodium hydrideHCID 24758—
Reactant2-(Methylsulfanyl)-1H-imidazoleHCID 134652—
SolventDimethylformamideHCID 6228—
ProductHCID 53940535HCID 5394053582.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

Sodium hydride (4.22 g.) (50% suspension in mineral oil) is added, under a nitrogen atmosphere, to a solution of 2-methylthio-imidazole (10 g.) in dimethylformamide (100 cc.). Ethyl chloroacetate (10.8 g.) is then added and reacted for 20 hours, with stirring, at a temperature of about 20° C. The mixture is concentrated to dryness under reduced pressure (20 mm.Hg), the residue is taken up in water (1.8 liters) and the aqueous solution is extracted with methylene chloride (560 cc.). The methylene chloride extracts are washed with water, dried over sodium sulphate, treated with decolorising charcoal and concentrated to dryness under reduced pressure (20 mm.Hg) to give ethyl (2-methylthio-imidazol-1-yl)-acetate (14.5 g.) in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04034088
Source datasetuspto-grants-1977_07
ORD IDord-63928b1d3f3d41798ea3e6ea4dcbde97
Source noteuspto-grants-1977_07