Ethylamine → N-ethylthiophene-2-carboxamide

HRID 356418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 356418
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[CH2:9]([NH2:11])[CH3:10]>C(Cl)Cl.O>[CH2:9]([NH:11][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:7])[CH3:10]

Komponenten

5

Edukt 2

HCID 6341EthylamineHCID 789282-Thiophenecarbonyl chloride

Produkt 1

HCID 5151566N-ethylthiophene-2-carboxamideAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-thiophenecarboxylic acid chloride (7.3 g, 50 mmol) in 30 mL CH2Cl2 was added to 70% ethylamine in water (11 g) at -5° C. and the resulting solution was stirred at RT for 18 h. After that, water was added. The organic layer was separated, washed with water, brine, dried and concentrated. Purification of the residue by flash chromatography with 25% ethyl acetate-hexane gave 6.4 g (83.1% yield) of N-ethyl-2-thiophenecarboxamide as a white solid, m.p. 75°-78° C.

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water, brine
  3. customdried
  4. concentrationconcentrated
  5. customPurification of the residue by flash chromatography with 25% ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-ee358a915bbd437e8666364a708e389c
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834447

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