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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004860Generated: October 31, 2026

Oxalyl chloride → 2-Fluorobenzoyl isocyanate

https://huagongshe.com/reaction/1004860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-FluorobenzamideHCID 67964—
Solvent1,2-DichloroethaneHCID 11—
Product2-Fluorobenzoyl isocyanateHCID 13080392—

Reaction Conditions

Temperature100 °C

Reaction Steps

0.43 g (3.1 mmol) of 2-fluorobenzamide and 0.43 g (3.4 mmol, 1.1 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-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.85 g (3.1 mmol) of 2-bromo-4-chloro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.82 g (Yield 60%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051737
Source datasetuspto-grants-2000_04
ORD IDord-d8785cc2bcea4d98974848d648d76598
Source noteuspto-grants-2000_04