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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 371362Generated: October 31, 2026

Diphosgene → Isopropyl 2-chloro-4-fluoro-5-isocyanatobenzoate

https://huagongshe.com/reaction/371362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
ReactantPropan-2-yl 5-amino-2-chloro-4-fluorobenzoateHCID 13519894—
SolventEthyl AcetateHCID 8857—
ProductIsopropyl 2-chloro-4-fluoro-5-isocyanatobenzoateHCID 13519895133.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

5.4 ml (0.045 mol) of trichloromethyl chloroformate were added to 30 ml of ethyl acetate. The resulting solution was cooled to 0° C. A solution of 13.9 g (0.06 mol) of 4-chloro-2-fluoro-5-isopropoxycarbonylaniline in 25 ml of ethyl acetate were added dropwise to the above cooled solution over a period of 15 minutes. The mixture was stirred at a temperature of 0° to 10° C. for an hour, and then refluxed for two hours. The reaction mixture was concentrated to give 15.45 g (yield 99.9%) of the desired product as nearly white crystals with a melting point of 41°-43° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04531964
Source datasetuspto-grants-1985_07
ORD IDord-a8bd81d87abc4eeabdbc171b8351d123
Source noteuspto-grants-1985_07