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

HRID 1808395
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HRID 1808395 반응식
[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
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참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c95d9c0332074deba628ead1bb403ace
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08357693B2

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