Ethanol → Ethyl isonicotinimidate

HRID 1995902

反応式

HRID 1995902 の反応式
[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

参加物

4

反応物 2

HCID 702EthanolHCID 75064-Cyanopyridine

生成物 1

HCID 12263946Ethyl isonicotinimidate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8921c61f550549e6be0a74ff1b0f2041
出典データセット
uspto-grants-1983_09
特許番号
US04406897

関連ノート

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