3,4-Dinitrobenzaldehyde → 3-(4-sec-butylphenyl)-2-(3,4-dinitrophenyl)quinazolin-4(3H)-one

HRID 1846365ノート

反応式

HRID 1846365 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[CH:7]=O)([O-:3])=[O:2].[NH2:15][C:16]1[CH:34]=[CH:33][CH:32]=[CH:31][C:17]=1[C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH2:29][CH3:30])[CH3:28])=[CH:23][CH:22]=1)=[O:19]>CCO>[CH:27]([C:24]1[CH:25]=[CH:26][C:21]([N:20]2[C:18](=[O:19])[C:17]3[C:16](=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:15]=[C:7]2[C:6]2[CH:9]=[CH:10][C:11]([N+:12]([O-:14])=[O:13])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[CH:22][CH:23]=1)([CH2:29][CH3:30])[CH3:28]

参加物

4

反応物 2

HCID 33622013,4-DinitrobenzaldehydeHCID 167700372-Amino-N-(4-sec-butylphenyl)benzamide

生成物 1

HCID 866598193-(4-sec-butylphenyl)-2-(3,4-dinitrophenyl)quinazolin-4(3H)-one収率 49%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Anhydrous CuCl2 (0.370 g, 2.70 mmol) and 3,4-dinitrobenzaldehyde (0.270 g, 1.38 mmol) were added to a solution of 2-amino-N-(4-sec-butylphenyl)benzamide (0.370 g, 1.38 mmol) in anhydrous EtOH (20 mL). After heating to reflux temperature for 3 hours, the mixture was concentrated in vacuo. The residue was dissolved in EtOAc, washed with H2O, then brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 10% to 60% EtOAc in heptane, afforded 3-(4-sec-butylphenyl)-2-(3,4-dinitrophenyl)quinazolin-4(3H)-one (0.300 g, 49%).

後処理

  1. temperatureAfter heating
  2. temperatureto reflux temperature for 3 hours
  3. concentrationthe mixture was concentrated in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with H2O
  6. dry with materialbrine, dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customPurification by flash chromatography on silica gel
  10. washeluting with 10% to 60% EtOAc in heptane

出典と根拠

ORDレコード
ord-acc75f227e3946808c31f9dbff642dbc
出典データセット
uspto-grants-2015_02
特許番号
US08952021B2

反応ノート

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