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

HRID 1589199

반응식

HRID 1589199 반응식
[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]

참가 물질

4

반응물 2

HCID 3301EthylenediamineHCID 76052Ethyl 2-thenoate

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
97.5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-75d163724c0846ce93ba2bd13c47c536
출처 데이터셋
uspto-grants-1986_02
특허 번호
US04568691

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