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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65028Generated: October 26, 2026

Triethylamine → 2-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)-

https://huagongshe.com/reaction/65028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethylthioureaHCID 2723704—
Reactant2-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromideHCID 11463336—
SolventAcetonitrileHCID 6342—
Product2-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)-HCID 302489385%

Reaction Steps

In 18 ml of acetonitrile was dissolved 242 mg of N-methylthiourea. In the solution was suspended 1.0 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide. To the suspension was added dropwise slowly 0.4 ml of triethylamine while stirring. The mixture was stirred for three hours at refluxing temperature, and the solvent was evaporated off. To the residue was added a saturated aqueous solution of sodium hydrogen carbonate. The mixture was subjected to extraction with ethyl acetate. The extract was dried, then the solvent was evaporated off. The residue was recrystallized from ethyl acetate isopropyl ether to yield 650 mg (85%) of 4-(4-methoxyphenyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole, m.p. 158°-159° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612321
Source datasetuspto-grants-1986_09
ORD IDord-bb24533325394783b807fb1be28f16d2
Source noteuspto-grants-1986_09