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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233692Generated: October 30, 2026

Dl-Phenylalanine → 3-Phenyl-5-(phenylmethyl)-2-thioxo-4-imidazolidinone

https://huagongshe.com/reaction/233692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDl-PhenylalanineHCID 994—
ReactantTriethylamineHCID 8471—
ReactantCarbamodithioic acid, phenyl-, methyl ester (9CI)HCID 3032344—
SolventEthanolHCID 702—
Product3-Phenyl-5-(phenylmethyl)-2-thioxo-4-imidazolidinoneHCID 287191188%

Reaction Steps

A solution of DL-phenylalanine (1.65 g, 10 mmol), methyl N-phenyldithiocarbamate (1.85 g, 10 mmol), and triethylamine (1.4 mL, 10 mmol) in ethanol (30 mL) was heated at reflux for 5 h, the mixture was cooled to room temperature and the solvent removed in vacuo. The residue was dissolved in ethyl acetate, washed with 1N aqueous HCl and water. The organic layer was concentrated and the residue recrystallized form ethanol to provide 2.48 g (88%) of the titled product:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05593993
Source datasetuspto-grants-1997_01
ORD IDord-a6bbfb22fbc64bb2957e594ca2a68965
Source noteuspto-grants-1997_01