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Dimethylformamide → 4-Chloro-2-(3-nitrophenyl)quinazoline

HRID 61533
ノート
印刷プレビュー

反応式

HRID 61533 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[NH:19][C:18](=O)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].CN(C=O)C.S(Cl)([Cl:28])=O>>[Cl:28][C:18]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1355026292-(3-nitrophenyl)quinazolin-4(3H)-one

生成物 1

HCID 593619944-Chloro-2-(3-nitrophenyl)quinazoline

実験手順

To a suspension of 2-(3-nitrophenyl)quinazolin-4(3H)-one (5.7 g, 21.32 mmole) in thionyl chloride (70 mL) was added of DMF (2 mL). The reaction mixture was refluxed for 4.5 h. The reaction was then concentrated in vacuo and residue suspended in a mixture of CH2Cl2 (400 mL) and CHCl3 (500 mL). The organic layer was washed with water, saturated NaHCO3, water, brine, dried with Na2SO4 and concentrated in vacuo. The residue was dried under high vacuum to afford 4-chloro-2-(3-nitrophenyl)quinazoline as an off-white solid. (6.0 g, mmol, 97%).

後処理

  1. temperatureThe reaction mixture was refluxed for 4.5 h
  2. concentrationThe reaction was then concentrated in vacuo and residue
  3. additionsuspended in a mixture of CH2Cl2 (400 mL) and CHCl3 (500 mL)
  4. washThe organic layer was washed with water, saturated NaHCO3, water, brine
  5. dry with materialdried with Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was dried under high vacuum

出典と根拠

ORDレコード
ord-494f0a9da22a45f68fa51f096480811c
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09440961B2

反応ノート

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