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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 50847Erstellt: 24. Oktober 2026

Formamide → thieno(2,3-d)pyrimidin-4(3H)-one

https://huagongshe.com/de/reaction/50847

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormamideHCID 713—
EduktMethyl 2-amino-3-thenoateHCID 78381—
LösungsmittelDichloromethaneHCID 6344—
Produktthieno(2,3-d)pyrimidin-4(3H)-oneHCID 280854740%

Reaktionsschritte

A solution of methyl 2-aminothiophene-3-carboxylate (602.1 mg, 3.83 mmol) in formamide (5 mL) is heated at 200° C. for 12 h. The resulting tar is dissolved in CH2Cl2 (10 mL) then placed on a silica plug and eluted with 10% MeOH in CH2Cl2. The filtrate is stripped under reduce pressure and the resulting solid is washed with EtOH to yield 3H-thieno[2,3-d]pyrimid-4-one (231.4 mg, 40%) as an orange solid. 1H NMR (DMSO) δ 12.50 (1H, brs), 8.13 (1H, s), 7.60 (1H, d, J=5.8 Hz), 7.41 (1H, d, J=6.0 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713484B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-ec81770f988643769db832e9958cef58
Quellennotizuspto-grants-2004_03