Ethanol → Ethyl isonicotinimidate

HRID 1995902

반응식

HRID 1995902 반응식
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].[CH2:9]([OH:11])[CH3:10]>C(Cl)(Cl)Cl>[C:1](=[NH:2])([O:11][CH2:9][CH3:10])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 702EthanolHCID 75064-Cyanopyridine

생성물 1

HCID 12263946Ethyl isonicotinimidate

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 4-cyanopyridine (135 g) and ethanol (83.3 ml) in chloroform (1000 ml) is cooled in an ice bath for 30 min. Anhydrous HCl (143 g) is bubbled into the cold mixture over a period of 7 hours with stirring continued overnight with cooling. The reaction mixture is filtered and the filtered solid added portionwise to an ice cold 10% K2CO3 solution (500 g in 5 l H2O) with stirring. A liter of ether is added to the mixture after 20 min with stirring. The aqueous layer is extracted with ether and the organic extracts combined and dried overnight. The dried solution is filtered, evaporated in vacuo and vacuum distilled giving as a main fraction 75.5 g of a colorless liquid, b.p. 63°-65° C. (0.14 mm).

후처리

  1. customAnhydrous HCl (143 g) is bubbled into the cold mixture over a period of 7 hours
  2. temperaturewith cooling
  3. filtrationThe reaction mixture is filtered
  4. additionthe filtered solid added portionwise to an ice cold 10% K2CO3 solution (500 g in 5 l H2O)
  5. stirringwith stirring
  6. additionA liter of ether is added to the mixture after 20 min
  7. stirringwith stirring
  8. extractionThe aqueous layer is extracted with ether
  9. customdried overnight
  10. filtrationThe dried solution is filtered
  11. customevaporated in vacuo and vacuum
  12. distillationdistilled

출처 및 근거

ORD 기록
ord-8921c61f550549e6be0a74ff1b0f2041
출처 데이터셋
uspto-grants-1983_09
특허 번호
US04406897

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