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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211276Generated: October 30, 2026

Pyridine → Methyl 4-iodo-2-isocyanatosulfonylbenzoate

https://huagongshe.com/reaction/2211276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosgeneHCID 6371—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(Aminosulfonyl)-4-iodobenzoic acid methyl esterHCID 10947822—
Solvent1,2-DichloroethaneHCID 11—
ProductMethyl 4-iodo-2-isocyanatosulfonylbenzoateHCID 11326070—

Reaction Steps

50 g of the sulfonamide obtained in Example 6 are suspended in 150 ml of 1,2-dichloroethane and the suspension is treated with 27.7 ml of thionyl chloride. The mixture is heated at the boil for 4 hours, cooled to 50°-55° C. and treated with 0.5 ml of pyridine, and phosgene is passed for 31/2 hours into the solution which has now been brought to the boil. The mixture is concentrated under reduced pressure with the exclusion of moisture. The crude sulfonyl isocyanate which remains (52.6 g) crystallises upon standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463081
Source datasetuspto-grants-1995_10
ORD IDord-80d61e12408245a39394dc76ebcc6dc1
Source noteuspto-grants-1995_10