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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1587404Generated: October 31, 2026

Triethylamine → 4,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazole

https://huagongshe.com/reaction/1587404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantEthyl 4,5-bis(4-methoxyphenyl)thiazole-2-carboxylateHCID 10429180—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product4,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazoleHCID 1002195324.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4,5-bis(4-methoxyphenyl)-2-ethoxycarbonylthiazole (1.50 g), dimethylamine hydrochloride (6.62 g) and triethylamine (11.32 ml) in ethanol (15 ml) was heated at 100° C. for 85 hours in a sealed tube. After allowing to cool to ambient temperature, the mixture was dissolved in ethyl acetate and water. The separated organic layer was washed with water and brine, dried over magnesium sulfate and treated with activated charcoal. After filtration, the filtrate was evaporated in vacuo. The residue was subjected to column chromatography on silica gel (75 g) and eluted with chloroform. The fractions containing the object compound were combined and evaporated in vacuo, to give a oily compound of 4,5-bis(4-methoxyphenyl)-2-(N,N-dimethylcarbamoyl)thiazole (0.36 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05217971
Source datasetuspto-grants-1993_06
ORD IDord-d6e16e8a19354fecaace097e91374bd9
Source noteuspto-grants-1993_06