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HRID 45146Erstellt: 24. Oktober 2026

3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester → 5,7-Dihydrothieno[3,4-d]pyrimidin-4-ol

https://huagongshe.com/de/reaction/45146

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl esterHCID 98424—
EduktFormamidine acetateHCID 160693—
EduktSodium ethoxideHCID 2723922—
LösungsmittelEthanolHCID 702—
Produkt5,7-Dihydrothieno[3,4-d]pyrimidin-4-olHCID 136026346—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Commercially available 4-carbomethoxytetrahydro-3-thiophenone (5 g, 31.2 mmol) is dissolved in EtOH (284 mL). Formamidine acetate (22 g, 211 mmol) is then added followed by sodium ethoxide (45 mL, 121 mmol, 21% w/w) and the mixture is heated at 90° C. for 14 hours. Reaction is cooled to room temperature and concentrated to a residue which is absorbed onto silica and separated via FCC (0-10% Methanol:CH2Cl2) to give the title compound as a solid. MS (ESI) m/z 155.14 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541432B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-c65ef26a23c34fcbbc5714fcf01e5d96
Quellennotizuspto-grants-2013_09