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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365223Generated: October 26, 2026

Triethylamine → (2-Tritylamino-4-thiazolyl)methoxyphthalimide

https://huagongshe.com/reaction/365223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantN-HydroxyphthalimideHCID 10665—
Reactant4-Chloromethyl-2-tritylaminothiazoleHCID 13745172—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product(2-Tritylamino-4-thiazolyl)methoxyphthalimideHCID 21285061—

Reaction Conditions

Temperature80 °C

Reaction Steps

In 150 ml of acetonitrile was suspended 11.48 g of N-hydroxyphthalimide. To the suspension was added 7.11 g of triethylamine and dissoled therein. To the solution was added a solution of 27.5 g of 4-chloromethyl-2-tritylaminothiazole dissolved in 200 ml of dichloromethane and the mixture was stirred on an oil bath of 80° C. for 7 hours. The reaction mixture thus obtained was concentrated and the residue formed was dissolved in ethyl acetate. The solution was washed with water, dried by anhydrous magnesium sulfate, and concentrated. The residue was applied to column chromatography and the product was eluted with chloroform to provide 14.5 g of (2-tritylamino-4-thiazolyl)methoxyphthalimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04608373
Source datasetuspto-grants-1986_08
ORD IDord-5c50afd2ec26496c93a45e7a11300628
Source noteuspto-grants-1986_08