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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004861Generated: October 26, 2026

Oxalyl chloride → 2-Chlorobenzoyl isocyanate

https://huagongshe.com/reaction/1004861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-ChlorobenzamideHCID 69111—
Solvent1,2-DichloroethaneHCID 11—
Product2-Chlorobenzoyl isocyanateHCID 9942311—

Reaction Conditions

Temperature100 °C

Reaction Steps

0.39 g (2.5 mmol) of 2-chlorobenzamide and 0.38 g (3.0 mmol, 1.2 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-chlorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.69 g (2.5 mmol) of 2-bromo-4-chloro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.61 g (Yield 53%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051737
Source datasetuspto-grants-2000_04
ORD IDord-f6783bbbc4124fe69af5ac2e1261f9ad
Source noteuspto-grants-2000_04