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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486749Generated: October 25, 2026

Phosgene → N-pentyl-N-phenylcarbamoyl chloride

https://huagongshe.com/reaction/486749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantSodium HydroxideHCID 14798—
ReactantN-PentylanilineHCID 75865—
SolventTolueneHCID 1140—
ProductN-pentyl-N-phenylcarbamoyl chlorideHCID 1896516598.3%

Reaction Steps

A solution of 4.05 g (24.8 mmole) of N-Pentylaniline (from Step A) in 45 ml of toluene an 8.96 ml (24.8 mmole) of 2.77N NaOH were mechanically stirred at -5° C., and 25.7 ml (49.6 mmole) of 1.93M phosgene in toluene was added dropwise over 30 minutes while maintaining -5°. After half the phosgene solution had been added, the rate of addition was increased easily. After stirring at -5° for an additional 30 minutes, the phases were separated and the toluene layer was dried over 10 g of solid sodium chloride. Concentration gave 5.5 g (98%) of dark yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292726
Source datasetuspto-grants-1994_03
ORD IDord-9ca3b2c3f5464eb8817b2232083787af
Source noteuspto-grants-1994_03