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

HRID 616931

反応式

HRID 616931 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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 1-1/2 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%.

後処理

  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 1-1/2 hours
  8. customAdditional product of 400 mg is obtained
  9. temperatureon refluxing the filtrate for another 24 hours

出典と根拠

ORDレコード
ord-b1dd1d5c6a2d4d1d91f4ced1df951268
出典データセット
uspto-grants-1978_02
特許番号
US04076818

関連ノート

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