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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325801Generated: October 30, 2026

Phosgene → 5-Methyl-2-propargyloxyphenylsulfonylisocyanate

https://huagongshe.com/reaction/325801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantButyl isocyanateHCID 8110—
Reactant5-Methyl-2-propargyloxyphenylsulfonamideHCID 13472948—
CatalystDabcoHCID 9237—
SolventO-XyleneHCID 7237—
Product5-Methyl-2-propargyloxyphenylsulfonylisocyanateHCID 13472953112.5%

Reaction Steps

A mixture of 22.4 g of 5-methyl-2-propargyloxyphenylsulfonamide, 9.9 g of n-butylisocyanate, 0.3 g of 1,4-diazabicyclo(2,2,2)octane and 350 ml of absolute xylene is refluxed for 30 minutes; and about 20 g of phosgene are subsequently introduced at 115°-120° C. during 2 hours. After the excess of phosgene has been removed from the reaction mixture by feeding in nitrogen, the mixture is cooled to room temperature, filtered, and concentrated in vacuo. There is thus obtained as crude product 28.1 g of 5-methyl-2-propargyloxyphenylsulfonylisocyanate in the form of brown oil. This crude product is used, without further purification, in the subsequent stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04443243
Source datasetuspto-grants-1984_04
ORD IDord-0610f23b07414a1887e4b5a6b1f875ee
Source noteuspto-grants-1984_04