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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52418Generated: October 26, 2026

Cysteamine → Ethyl thiomorpholine-3-carboxylate

https://huagongshe.com/reaction/52418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCysteamineHCID 6058—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2,3-dibromopropionateHCID 97945—
ReactantToluene trichloromethaneHCID 22987606—
SolventChloroformHCID 6212—
ProductEthyl thiomorpholine-3-carboxylateHCID 13604869—

Reaction Steps

A warm solution of 2-aminoethanethiol (10.0 g, 0.130 mol) and triethylamine (36 mL, 0.260 mol) in chloroform is added over 5 minutes to a solution of ethyl 2,3-dibromopropionate (33.9 g, 0.130 mol) in a chloroform/toluene (1:1.6) solution. The reaction mixture is stirred at room temperature for 2.5 hours, filtered and concentrated in vacuo to obtain an orange liquid. The liquid is vacuum distilled to give the title product as a colorless liquid, bp 121°-124° C. at 3 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616706
Source datasetuspto-grants-1997_04
ORD IDord-b7d20cb49fd94e2f989a2a4aba6d15b5
Source noteuspto-grants-1997_04