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Thionyl Chloride → 3-(4-Chloroquinazolin-2-yl)phenyl acetate

HRID 1406881
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HRID 1406881 반응식
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[NH:20][C:19](=O)[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)[CH:6]=1)(=[O:3])[CH3:2].S(Cl)([Cl:24])=O>CN(C=O)C>[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[N:20]=[C:19]([Cl:24])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)[CH:6]=1)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 1357964653-(4-Oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate

생성물 1

HCID 593619303-(4-Chloroquinazolin-2-yl)phenyl acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 3-(4-oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate was added thionyl chloride (100 mL) and DMF (2 mL) and the reaction was heated to reflux for 4 h. The flask was allowed to cool to RT and then concentrated in vacuo. The crude product was azeotroped with toluene (2×50 mL), taken up in CH2Cl2 (300 mL) and washed with saturated NaHCO3 (3×50 mL), water (1×50 mL) and brine (1×50 mL), dried with MgSO4 and concentrated in vacuo to give 3-(4-chloroquinazolin-2-yl)phenyl acetate. (9.77 g, mmol, 100%).

후처리

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 4 h
  3. concentrationconcentrated in vacuo
  4. customThe crude product was azeotroped with toluene (2×50 mL)
  5. washwashed with saturated NaHCO3 (3×50 mL), water (1×50 mL) and brine (1×50 mL)
  6. dry with materialdried with MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-fed7a249f6454fe28e6722027fe383e1
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916576B2

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