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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 126906Generated: October 25, 2026

Methyl chloroformate → Methyl N-(iminomethoxymethyl)carbamate

https://huagongshe.com/reaction/126906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantSodium HydroxideHCID 14798—
ReactantCarbamimidic acid, methyl ester, sulfate (1:1)HCID 169039—
SolventWaterHCID 962—
ProductMethyl N-(iminomethoxymethyl)carbamateHCID 137319931—

Reaction Steps

246 g of O-methylisourea sulfate are dissolved in 300 ml of water and 163 ml of chloroformic acid methyl ester are added dropwise at 10° C., followed by 170 g of NaOH, dissolved in 510 ml of water. The mixture is stirred at room temperature for a further 3 hours. The reaction solution is then extracted with ethyl acetate and this extract is dried with anhydrous sodium sulfate. Evaporation under reduced pressure at a maximum bath temperature of 40° C. gives the N-methoxycarbonyl-O-methylisourea as an oil, which gradually solidifies to form crystals with a melting point of 40° C. Yield 150 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254143
Source datasetuspto-grants-1981_03
ORD IDord-6b9117b65bf24eb2a443470fd78e9f40
Source noteuspto-grants-1981_03