Phosphorus oxychloride → 4-Chloro-5-methylquinazoline

HRID 900313ノート

反応式

HRID 900313 の反応式
[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

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 1354187585-Methyl-4-quinazolone

生成物 1

HCID 134955764-Chloro-5-methylquinazoline収率 85%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5b0725cb51074f93987b1d157a5d92f7
出典データセット
uspto-grants-2008_04
特許番号
US07358256B2

反応ノート

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