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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231644Erstellt: 25. Oktober 2026

Diethyl Ether → Methyl 3-amino-4-methylthiophene-2-carboxylate

https://huagongshe.com/reaction/231644

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktHydroxyamine hydrochlorideHCID 443297—
EduktMethyl tetrahydro-4-methyl-3-oxo-2-thiophenecarboxylateHCID 10487456—
LösungsmittelAcetonitrileHCID 6342—
ProduktMethyl 3-amino-4-methylthiophene-2-carboxylateHCID 123584—

Reaktionsschritte

2-Methoxycarbonyl-4-methyl-3-oxotetrahydrothiophene (l.74 g) was dissolved in acetonitrile (13 ml) and the resulting solution was brought to the boil. To this was added hydroxylamine hydrochloride (0.69 g) and the mixture was refluxed for 5 hours. The reaction mixture was cooled in ice and dry ether (50 ml) added whereby a sticky precipitate was produced which was filtered off with the aid of kieselguhr. The kieselguhr was slurried with water and filtered, and the filtrate was basified with ammonia and extracted with ether (2 ×). The combined extracts were dried over sodium sulphate, filtered and evaporated to give the title compound, 1.lg (64%) mp 82°-83°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04847386
Quelldatensatzuspto-grants-1989_07
ORD IDord-f762d8d93bd8435790262ce47ec8b218
Quellennotizuspto-grants-1989_07