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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269854Erstellt: 25. Oktober 2026

Methanol → 2-Aminothiophene-3-carboxamide

https://huagongshe.com/reaction/269854

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktCyanoacetamideHCID 7898—
Edukt1,4-Dithiane-2,5-diolHCID 98330—
LösungsmittelWaterHCID 962—
LösungsmittelTriethylamineHCID 8471—
Produkt2-Aminothiophene-3-carboxamideHCID 699495141,7%

Reaktionsbedingungen

Temperatur37.5 °C

Reaktionsschritte

2,5-Dihydroxy-1,4-dithiane (76 g) and cyanoacetamide (84 g) were added to a mixture of methanol (180 mL), water (10 mL) and triethylamine (10 g). The resulting mixture was heated at 35-40° C. for about 30 minutes while stirring, and then heated to 50-60° C. for an additional 30 minutes with stirring. The reaction mixture was then cooled to room temperature and poured into a mixture of ice (100 g)/water (360 mL). A fine precipitate formed upon addition, which was filtered and dried overnight to give 100.6 g of the title compound as a pale gray powder ((M+H)+=143, M.P.=159.0-159.6° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449472B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-935fc3f083c445918b8be8fdace31fac
Quellennotizuspto-grants-2008_11