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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903174Generated: October 26, 2026

Triethylamine → 2-(N-Allyloxycarbonylglycylamino)-Ethanethiol

https://huagongshe.com/reaction/1903174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCysteamine HydrochlorideHCID 9082—
ReactantPivaloyl chlorideHCID 62493—
ReactantN-[(allyloxy)carbonyl]glycineHCID 11964402—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product2-(N-Allyloxycarbonylglycylamino)-EthanethiolHCID 13298310—

Reaction Steps

Add pivaloyl chloride (2.4 ml) in CH2Cl2 (10 ml) to a cooled (0°-5° C.) and stirred solution of N-allyloxycarbonylglycine (3.18 g) and triethylamine (2.8 ml) in dry CH2Cl2 (50 ml). Stir the mixture at 0°-5° C. for 15 mins. and then add a solution of 2-aminoethanethiol hydrochloride (2.4 g) and triethylamine (2.8 ml) in ethanol (15 ml) and CH2Cl2 (40 ml). Stir at room temperature for 1 hour, wash the mixture with aqueous 2 N-H2SO4 and aqueous NaHCO3, dry and evaporate. Triturate the resulting solid with ether, filter and dry to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435413
Source datasetuspto-grants-1984_03
ORD IDord-125af112d4bf4ca4942cd3b86fb1c26e
Source noteuspto-grants-1984_03