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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414263Generated: October 31, 2026

Water → methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate

https://huagongshe.com/reaction/2414263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
Reactantmethyl N-(5-bromomethyl-2-chlorobenzyl)carbamateHCID 22645123—
SolventDimethylformamideHCID 6228—
Productmethyl N-(2-chloro-5-cyanomethylbenzyl)carbamateHCID 1215131569.3%

Reaction Steps

2.3 g of the methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate obtained in Reference Example 3 was dissolved in 20 ml of N,N-dimethylformamide, and 0.43 g of sodium cyanide was added thereto at 0° C. Stirring was carried out at 0° C. for 1 hour, and stirring was carried out further for 4 hours at room temperature, then water was added to the reaction mixture, extraction with ethyl acetate was carried out, and the organic solvent was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with hexane to obtain 1.3 g of methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06812229B1
Source datasetuspto-grants-2004_11
ORD IDord-a9ec752451f644f3b4de74b0f20d79a4
Source noteuspto-grants-2004_11