Ethylamine → N-ethylthiophene-2-carboxamide

HRID 378081Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 378081
[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-5a19c18eee0f48509d72c21ec15ded6e
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06028101

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