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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128692Generated: October 29, 2026

Triethylamine → 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-cyclopropylbenzyl)-N-propylamino]thiazole

https://huagongshe.com/reaction/128692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-1-(2,4-dichlorophenyl)propan-1-oneHCID 10923991—
ReactantN-(alpha-cyclopropylbenzyl)-N-propylthioureaHCID 18967810—
SolventEthanolHCID 702—
Product4-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-cyclopropylbenzyl)-N-propylamino]thiazoleHCID 1937489379%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 1.35 g of N-(α-cyclopropylbenzyl)-N-propylthiourea (Compound 75) in 35 ml of ethanol, add 546 mg of triethylamine, then slowly 1.52 g of 2-bromo-1-(2,4-dichlorophenyl)-1-propanone (Compound 15). After 3 hours of heating at 75° C., remove the precipitate formed by filtration. The ethanolic solution is evaporated to dryness. Take up the residue in ethyl ether and wash with water until bromide ions have disappeared. Dry the organic phase over anhydrous sodium sulphate and then evaporate to dryness. Purify the residue on a silica column, using a mixture of cyclohexane and ethyl acetate (10:1 V/V) as eluent, to obtain the expected product. Recrystallise in acetonitrile (white crystals).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464847
Source datasetuspto-grants-1995_11
ORD IDord-779b616a6258459bb0934ed8e5e45ab8
Source noteuspto-grants-1995_11