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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668388Generated: November 1, 2026

Dimethylformamide → N-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N,N',N'-trimethylthiourea

https://huagongshe.com/reaction/1668388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantDimethylthiocarbamoyl chlorideHCID 27871—
Reactant6-(4-chlorophenyl)-3-(2-{4-[(methylamino)methyl]phenyl}ethyl)thieno[3,2-d]pyrimidin-4(3H)-one dihydrochlorideHCID 67359698—
SolventEthyl AcetateHCID 8857—
SolventPotassium bisulfateHCID 516920—
ProductN-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N,N',N'-trimethylthioureaHCID 1199942439.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of the compound (0.1 g) obtained in Example 4, dimethylcarbamothioyl chloride (25 mg), triethylamine (76 mg) and N,N-dimethylformamide (2 ml) was stirred at 60° C. for 3 hr. The reaction mixture was diluted with ethyl acetate, 5% aqueous potassium hydrogen sulfate solution, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and is concentrated under reduced pressure. The residue was purified by column chromatography [developing solvent:ethyl acetate-hexane (3:1, volume ratio)], and recrystallized from ethyl acetate-hexane (1:1, volume ratio) to give the title compound (40 mg) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989445B2
Source datasetuspto-grants-2011_08
ORD IDord-6eec38c3d55a4051b7d7acf21c16c250
Source noteuspto-grants-2011_08