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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293914Generated: October 27, 2026

Pyridine → Methyl 4-iodo-2-isocyanatosulfonylbenzoate

https://huagongshe.com/reaction/2293914

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 numberUS05688745
Source datasetuspto-grants-1997_11
ORD IDord-7bf635651a5e4abfb521d1864d8fd480
Source noteuspto-grants-1997_11