3-Oxo-3-phenylpropyne → 2-Benzoylpyrazolo[1,5-c]quinazolin-5(6H)-one

HRID 1448167

반응식

HRID 1448167 반응식
[N+:1](=[C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:12])=[N-:2].[C:13]1([C:19]([C:21]#[CH:22])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:19]([C:21]1[CH:22]=[C:3]2[N:1]([C:4](=[O:12])[NH:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=32)[N:2]=1)(=[O:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

3

반응물 2

HCID 771793-Oxo-3-phenylpropyneHCID 136455454(3Z)-3-diazo-1H-indol-2-one

생성물 1

HCID 1357375902-Benzoylpyrazolo[1,5-c]quinazolin-5(6H)-one

실험 절차

6.23 g (0.039 mole) of diazooxindole and 6.6 g (0.051 mole or 1.3 equiv) of the phenylethynyl ketone prepared as in part A above (dried on a porous plate before being weighed out) are suspended in benzene (275 ml) and the mixture is refluxed under N2 for 19 hours. The reaction mixture is cooled and the precipitates that form are filtered off, washed well with anhydrous ether (150 ml) and dried in a vacuum oven at ~70° for 11/2 hours. Yield: 10.3 g, m.p. 308°-311°. Additional product of 400 mg is obtained on refluxing the filtrate for another 24 hours. Total crude yield: 94.4%.

후처리

  1. customdried on a porous plate
  2. temperaturethe mixture is refluxed under N2 for 19 hours
  3. temperatureThe reaction mixture is cooled
  4. customthe precipitates that form
  5. filtrationare filtered off
  6. washwashed well with anhydrous ether (150 ml)
  7. customdried in a vacuum oven at ~70° for 11/2 hours
  8. customAdditional product of 400 mg is obtained
  9. temperatureon refluxing the filtrate for another 24 hours

출처 및 근거

ORD 기록
ord-b65ed3dedfab4a3792239c65d9e0618b
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04179561

연결된 노트

불러오는 중…