Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 596924Generated: October 31, 2026

Phosgene → HCID 85890678, compound

https://huagongshe.com/reaction/596924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantPropylamineHCID 7852—
ReactantTriethylamineHCID 8471—
ReactantTrichloromethanesulfenyl chlorideHCID 11666—
SolventAcetonitrileHCID 6342—
ProductHCID 85890678HCID 858906788.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 59.1 g (1 mol) N-propylamine and 101.2 g (1 mol) triethylamine in 200 ml acetonitrile was added dropwise to a solution of 185.9 g (1 mol) of trichloromethylsulfenyl chloride in 1 liter of acetonitrile at about 0°-5° C over a 1-hour period. Into the reaction mixture was then added 98.9 g (1 mol) phosgene over a 1-hour period. The reaction was stirred at about 25° C for about 16 hours. The solvent was evaporated under reduced pressure, and the residue was extracted with hexane. The hexane extracts were evaporated under reduced pressure to give a dark oil. The oil was distilled through a short column to give 22 g of the carbamoyl chloride product, b.p. 71°-81° C at 0.75 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04012436
Source datasetuspto-grants-1977_03
ORD IDord-7bf1e3b74a1c4c3a84aadc41c549ae34
Source noteuspto-grants-1977_03