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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276433Generated: October 25, 2026

Ethanolamine → 2-(4-Cyanophenylimino)-3,5-diisobutyl-1,3-thiazolidine

https://huagongshe.com/reaction/276433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantBenzonitrile, 4-isothiocyanato-HCID 17626—
ReactantIsobutylaminehydrochlorideHCID 21133—
Reactant(+)-L-Leucine methyl esterHCID 65105—
ReactantL-LeucinolHCID 111307—
Reactant(2S)-4-methyl-2-(isobutylamino)pentanolHCID 22951222—
Product2-(4-Cyanophenylimino)-3,5-diisobutyl-1,3-thiazolidineHCID 18316488—

Reaction Steps

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was made from (L)-leucine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (2S)-4-methyl-2-(isobutylamino)pentanol as described in Method B4c, Steps 1-2. The alcohol was converted to N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride as described in Method B7c. 4-Cyanophenyl isothiocyanate was reacted with N-(1S)-1-(chloromethyl)-3-methylbutyl)-N-(isobutyl)ammonium chloride according to Method C1f to give 2-(4-cyanophenylimino)-3,5-diisobutyl-1,3-thiazolidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353006B1
Source datasetuspto-grants-2002_03
ORD IDord-8aeb51ed21804895aa5affef596a2aa0
Source noteuspto-grants-2002_03