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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335343Generated: October 27, 2026

Chlorosulfonyl isocyanate → (2RS,3RS)-2,3-Diethyl-4-oxoazetidine-1-sulfonyl Chloride

https://huagongshe.com/reaction/335343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactanttrans-3-HexeneHCID 638066—
SolventDichloromethaneHCID 6344—
Product(2RS,3RS)-2,3-Diethyl-4-oxoazetidine-1-sulfonyl ChlorideHCID 14190960—

Reaction Steps

Chlorosulfonylisocyanate (5.17 ml, 59.4 mmol) in DCM (12 ml) was stirred at 25° C. and treated dropwise with (E)-hex-3-ene (7.39 ml, 59.4 mmol) in DCM (6 ml). The mixture was stirred at RT for 72 hrs. The reaction mixture was heated over 6 hrs at 40° C., before being poured onto ice. The mixture was extracted with DCM (3×100 ml) and the combined organics were washed with water (×1), dried MgSO4 and evaporated to dryness to afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883819B2
Source datasetuspto-grants-2014_11
ORD IDord-95a0af855a8443f7a98d8e32b9cc1d39
Source noteuspto-grants-2014_11