3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester → Methyl 4-aminothiophene-3-carboxylate Hydrochloride

HRID 231641

Reaktionsgleichung

Reaktionsgleichung von HRID 231641
O=[C:2]1[CH2:6][S:5][CH2:4][CH:3]1[C:7]([O:9][CH3:10])=[O:8].[ClH:11].[NH2:12]O>C(#N)C>[ClH:11].[NH2:12][C:2]1[C:3]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][S:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 984243-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl esterHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 2777609Methyl 4-aminothiophene-3-carboxylate HydrochlorideAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Oxo-3-methoxycarbonyltetrahydrothiophene (3.9 g) was heated under reflux for 1 hour with hydroxylamine hydrochloride (2 g) in acetonitrile 10 ml). The mixture was then cooled and the solid portion was filtered off and washed with dry diethyl ether to afford the title compound (3.65 g), m.p. 203°-204° C.

Aufarbeitung

  1. temperatureThe mixture was then cooled
  2. filtrationthe solid portion was filtered off
  3. washwashed with dry diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ee69670acd5843ca96cce8c411cf44b0
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847386

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