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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 576937Erstellt: 25. Oktober 2026

Triethylamine → 2-[(3-chloro-1-benzothiophen-2-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one

https://huagongshe.com/reaction/576937

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-(Bromomethyl)-3-chloro-1-benzothiopheneHCID 816708—
EduktHCID 178429541HCID 178429541—
LösungsmittelEthanolHCID 702—
Produkt2-[(3-chloro-1-benzothiophen-2-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-oneHCID 17842953060,4%

Reaktionsschritte

6-methyl-2-sulfanylpyrimidin-4-ol (148 mg, 1.0 mmol) was dissolved in absolute ethanol (8 mL), then triethylamine (180 μL, 1.3 mmol) and 2-(bromomethyl)-3-chloro-1-benzothiophene (300 mg, 1.2 mmol) were added. The mixture was stirred overnight at room temperature. The precipitate was filtered, washed with ethanol and water and then diethyl ether, and dried in vacuo to afford to 2-{[(3-chloro-1-benzothiophen-2-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (195 mg, 58% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.27 (s, 3H), 4.72 (s, 2H), 5.69 (s, 1H), 6.07 (bs, 1H), 7.43-7.53 (m, 2H), 7.73-7.76 (m, 1H), 7.97-8.00 (m, 114), 12.29 (bs, 1H); LRMS (ES+) m/z 323 (100%, M+1), 325 (35%, M+3).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09040538B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-88a484b6ba174255a29375ac2cf69202
Quellennotizuspto-grants-2015_05