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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233697Generated: October 25, 2026

Methyl 3-phenyl-DL-alaninate hydrochloride → N-[(2-thiazolylamino)thioxomethyl]-DL-phenylalanine methyl ester

https://huagongshe.com/reaction/233697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-phenyl-DL-alaninate hydrochlorideHCID 3084017—
ReactantN-(thiazol-2-yl)-1H-imidazole-1-carbothioamideHCID 10750950—
SolventDimethylformamideHCID 6228—
ProductN-[(2-thiazolylamino)thioxomethyl]-DL-phenylalanine methyl esterHCID 1970407351%

Reaction Steps

A solution of 1-[(2-thiazolyl)thiocarbamoyl]imidazole (4.21 g, 20.0 mmol) and DL-phenylalanine methyl ester hydrochloride (4.31 g, 20.0 mmol) in N,N-dimethylformamide (150 mL) was heated at 90° C. for 3 h. The reaction was cooled to room temperature, solvent removed under reduced pressure, recrystalllized from ether-hexanes to provide 3.26 g (51%) of the titled product:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05593993
Source datasetuspto-grants-1997_01
ORD IDord-6149e2af7e81423a9f39cc145aa9237d
Source noteuspto-grants-1997_01