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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465355Generated: October 29, 2026

Water → HCID 70343912, compound

https://huagongshe.com/reaction/465355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
ReactantHCID 53812483HCID 53812483—
SolventDimethylformamideHCID 6228—
ProductHCID 70343912HCID 7034391259.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-(2,3-Dimethoxystyryl)-4,5,6,7-tetrahydrothiazolo[5,4-b]pyridine (1.0 g, 3.3 mmole) and powdery potassium carbonate (1.37 g, 9.92 mmole) were suspended in dimethylformamide (20 ml). To the suspension was added N,N-dimethylaminoethyl chloride hydrochloride (0.57 g, 3.97 mmole) and the mixture was heated with stirring at 90° C. for 4 hours. Water was added to the mixture and an organic substance was extracted with a chloroform-methanol mixed solvent. The extract was dried over magnesium sulfate and concentrated. The residue was purified by flash column chromatography. The resulting oily compound was neutralized with hydrochloric acid and recrystallized from diethyl ether-ethanol to obtain the title compound (870 mg, yield: 54.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153201
Source datasetuspto-grants-1992_10
ORD IDord-8a495654e7e648dcb172bdb84287ed10
Source noteuspto-grants-1992_10