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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292352Generated: October 31, 2026

Triethylamine → HCID 86742708, compound

https://huagongshe.com/reaction/2292352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactantbenzyl N-[(3S)-2-oxoazetidin-3-yl]carbamateHCID 12834624—
ReactantHCID 15706331HCID 15706331—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 86742708HCID 86742708—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 1.10 g of (S)-(2-oxo-3-azetidinyl)carbamic acid, phenylmethyl ester (5.0 mmol) in 40 ml of dry ethyl acetate, 0.45 ml (5.0 mmol) of chlorosulfonyl isocyanate was added with stirring. The mixture was stirred for 1 hour at room temperature and then cooled to 0° C. After the dropwise addition of a solution of 2.09 ml (15.0 mmol) of triethylamine in 10 ml of dry dichloromethane and solution A, stirring was continued for 2.5 hours at 0° C. Ice water was added, and the organic layer was separated and washed successively with cold buffer solution (citrate pH 2) and brine. Drying (magnesium sulfate) and evaporation in vacuo gave a residue which solidified by stirring with ether; yield: 2.1 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04801705
Source datasetuspto-grants-1989_01
ORD IDord-4585be04351c4709915427243d6cc656
Source noteuspto-grants-1989_01