Phosphorus oxychloride → 4-Chloro-5-methylquinazoline

HRID 900313노트

반응식

HRID 900313 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=O)[NH:5][CH:6]=[N:7]2.O=P(Cl)(Cl)[Cl:15]>C1(C)C=CC=CC=1>[Cl:15][C:4]1[C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[CH3:1])[N:7]=[CH:6][N:5]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 1354187585-Methyl-4-quinazolone

생성물 1

HCID 134955764-Chloro-5-methylquinazoline수율 85%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 1A (1.44 g, 9.0 mmol) in toluene (24 ml) was added POCl3 (13.5 ml) and DEA (3.6 ml). The mixture was refluxed under N2 for 30 min. After cooling to room temperature, the reaction mixture was concentrated under vacuum. The residue was dissolved in EtOAc, washed with 10% citric acid solution, followed by saturated NaHCO3. The residue was dried with MgSO4, filtered, and concentrated to give 1B (1.37 g, 85%) as a solid. 1H-NMR (400 MHz, CDCl3): 8.96 (s, 1H), 7.94 (d, J=8.52 Hz, 1H), 7.80 (dd, J=7.17 Hz, J=8.52 Hz, 1H), 7.51 (d, J=7.17 Hz, 1H), 3.05 (s, 3H).

후처리

  1. temperatureThe mixture was refluxed under N2 for 30 min
  2. concentrationthe reaction mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with 10% citric acid solution
  5. dry with materialThe residue was dried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5b0725cb51074f93987b1d157a5d92f7
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07358256B2

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