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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276494Generated: October 30, 2026

2-Methyl-4-nitrophenyl isothiocyanate → (4S)-2-(2-methyl-4-nitrophenylimino)-4-benzyl-1,3-thiazolidine

https://huagongshe.com/reaction/276494

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-4-nitrophenyl isothiocyanateHCID 145621—
Reactantphenylalaninol, (S)-HCID 447213—
Reactant(1S)-2-chloro-1-benzylethylammonium chlorideHCID 69994545—
Product(4S)-2-(2-methyl-4-nitrophenylimino)-4-benzyl-1,3-thiazolidineHCID 178428750—

Reaction Steps

(1S)-1-Benzyl-2-hydroxyethylamine was converted to (1S)-2-chloro-1-benzylethylammonium chloride according to Method B7b. 2-Methyl-4-nitrophenyl isothiocyanate was reacted with (1S)-2-chloro-1-benzylethylammonium chloride according to Method C1a to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-benzyl -1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-4-benzyl-3-isobutyl-1,3-thiazolidine HCl salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353006B1
Source datasetuspto-grants-2002_03
ORD IDord-8c786e54648547e4985475ba26491c67
Source noteuspto-grants-2002_03