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

HRID 255596노트

반응식

HRID 255596 반응식
[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]

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-67bc4b0134614ff5bc71142328fecad5
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04698349

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