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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861592Generated: October 25, 2026

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

https://huagongshe.com/reaction/861592

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, recrystallized from ether-hexanes to provide 3.26 g (51%) of the titled product:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05714503
Source datasetuspto-grants-1998_02
ORD IDord-62ce2b04828544049f96dfe862f60b8e
Source noteuspto-grants-1998_02