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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004868Generated: October 31, 2026

Oxalyl chloride → 2,6-Difluorobenzoyl isocyanate

https://huagongshe.com/reaction/1004868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2,6-DifluorobenzamideHCID 87439—
Solvent1,2-DichloroethaneHCID 11—
Product2,6-Difluorobenzoyl isocyanateHCID 2733369—

Reaction Conditions

Temperature100 °C

Reaction Steps

0.27 g (1.7 mmol) of 2,6-difluorobenzamide and 0.22 g (1.9 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 2,6-difluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.40 g (1.7 mmol) of 2-bromo-5-chloro-4-cyano aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.54 g (Yield 76%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051737
Source datasetuspto-grants-2000_04
ORD IDord-f422443a7695441b86734e465576b580
Source noteuspto-grants-2000_04