4h-Quinolizin-4-one-3-carboxamide → 3-cyano-4H-quinolizin-4-one

HRID 1906207ノート

反応式

HRID 1906207 の反応式
[CH:1]1[CH:2]=[C:3]([C:12]([NH2:14])=O)[C:4](=[O:11])[N:5]2[C:10]=1[CH:9]=[CH:8][CH:7]=[CH:6]2>P(Cl)(Cl)(Cl)=O>[C:12]([C:3]1[C:4](=[O:11])[N:5]2[C:10]([CH:9]=[CH:8][CH:7]=[CH:6]2)=[CH:1][CH:2]=1)#[N:14]

参加物

3

反応物 1

HCID 119605794h-Quinolizin-4-one-3-carboxamide

生成物 1

HCID 156321213-cyano-4H-quinolizin-4-one

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

A mixture of 4H-quinolizin-4-one-3-carboxamide (1.0 g) and phosphorus oxychloride (50 ml) was refluxed for one hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in aqueous sodium bicarbonate solution and chloroform. The chloroform extract was washed with water, dried over anhydrous magnesium sulfate and then evaporated. The residue was chromatographed on silica gel (30 g) eluting with chloroform-methanol (50:1) to give 3-cyano-4H-quinolizin-4-one, which on recrystallization from ether gave crystals (800 mg), mp. 198°-200° C.

後処理

  1. temperaturewas refluxed for one hour
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in aqueous sodium bicarbonate solution
  4. extractionThe chloroform extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. customThe residue was chromatographed on silica gel (30 g)
  9. washeluting with chloroform-methanol (50:1)

出典と根拠

ORDレコード
ord-dd3b44b6917f403fb4be2c504e73c736
出典データセット
uspto-grants-1987_03
特許番号
US04650804

反応ノート

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