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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109297Generated: November 3, 2026

Chlorosulfonyl isocyanate → HCID 54229696, compound

https://huagongshe.com/reaction/1109297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonyl isocyanateHCID 70918—
ReactantAcetic acid--water (1/1)HCID 21899381—
ReactantHCID 53742514HCID 53742514—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 54229696HCID 5422969652%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 212 mg (0.7 mmol) of the thus obtained 4-(3,5di-tert-butyl-4-hydroxybenzylidene)isoxazolidin-3-one in toluene (6 ml) was added 67 μl (0.77 mmol) of chlorosulfonyl isocyanate while being stirred with heating at 100° C. and allowed to react for 10 minutes. The reaction mixture was evaporated to give a residue, which was added with 4 ml of a acetic acid/water (2/1) mixture and stirred with heating at 100° C. for 10 minutes. The reaction mixture was evaporated to give a residue, which was dissolved in ethyl acetate. The reaction mixture was washed with water and saturated brine and evaporated under reduced pressure to give a residue, which was chromatographed on silica gel (n-hexane/ethyl acetate=2/1) to give 127 mg of the objective compound (Ie-1) in 52% yield. A part of product was recrystallized from a dichloromethane/n-hexane mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05319100
Source datasetuspto-grants-1994_06
ORD IDord-be9c8495953c4e319e67302bd0fb514d
Source noteuspto-grants-1994_06