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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259451Generated: November 1, 2026

Iodine → Benzoyl chloride, 2,3-dichloro-4,5-difluoro-

https://huagongshe.com/reaction/2259451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantThionyl ChlorideHCID 24386—
ReactantChlorosulfonic acidHCID 24638—
Reactant2-Chloro-4,5-difluorobenzoyl chlorideHCID 10198217—
SolventWaterHCID 962—
Product2-Chloro-4,5-difluorobenzoyl chlorideHCID 1019821722%
ProductBenzoyl chloride, 2,3-dichloro-4,5-difluoro-HCID 1099932071%

Reaction Conditions

Temperature0 °C

Reaction Steps

211 g (1 mol) of 2-chloro-4,5-difluorobenzoyl chloride are introduced into 500 g of chlorosulfonic acid, and 3 g of iodine are added. The mixture is chlorinated (10 l/h) for 1.7 h at 40° C. and then diluted with water (500 g), with stirring, the temperature being allowed to rise to 80° C. In this procedure, the acid chlorides initially present in the solvent are hydrolyzed in 2 h to the carboxylic acids, which are isolated by filtration after cooling to 0° C. After drying, the mixture is reacted with thionyl chloride (2 mol) at 80° C. and excess thionyl chloride is then distilled off. The mixture is then distilled, as indicated in Example 1, to give 46.4 g (0.22 mol, 22%) of 2-chloro-4,5-difluorobenzoyl chloride and 174.9 g (0.71 mol, 71%) of 2,3-dichloro-4,5-difluorobenzoyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05473095
Source datasetuspto-grants-1995_12
ORD IDord-a6e320b5fd6e4311a824435fe9c45d75
Source noteuspto-grants-1995_12