Ethylenediamine → N-(2-aminoethyl)thiophene-2-carboxamide

HRID 1589199

Reaktionsgleichung

Reaktionsgleichung von HRID 1589199
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8]CC)=O.[CH2:11]([NH2:14])[CH2:12][NH2:13]>C1(C)C=CC=CC=1>[NH2:13][CH2:12][CH2:11][NH:14][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:8]

Komponenten

4

Edukt 2

HCID 3301EthylenediamineHCID 76052Ethyl 2-thenoate

Produkt 1

HCID 4649097N-(2-aminoethyl)thiophene-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
97.5 °C

Versuchsvorschrift

A mixture of ethyl thiophene-2-carboxylate (12.0 g.) and ethylenediamine (15.4 ml.) was heated at 95-100° C. for 48 hours. Excess ethylenediamine was removed under reduced pressure and the residue was dissolved in water (150 ml.). The insoluble material [bis(carboxamide)derivative] was removed by filtration. Evaporation of the filtrate gave a residue which was dissolved in toluene (50 ml.). The mixture was evaporated to give N-(2-aminoethyl)-thiophene-2-carboxamide as an oil (12.0 g.) essentially pure by TLC (Rf 0.90; Si02 : 10% v/v methanol in chloroform as eluant) which was used without purification.

Aufarbeitung

  1. customExcess ethylenediamine was removed under reduced pressure
  2. dissolutionthe residue was dissolved in water (150 ml.)
  3. customThe insoluble material [bis(carboxamide)derivative] was removed by filtration
  4. customEvaporation of the filtrate
  5. customgave a residue which
  6. customThe mixture was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-75d163724c0846ce93ba2bd13c47c536
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04568691

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