Phosphorus oxychloride → 4-Chloro-5,6,7-trimethoxyquinazoline

HRID 536069ノート

反応式

HRID 536069 の反応式
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[C:11]([O:15][CH3:16])[CH:10]=[C:9]2[C:4]=1[C:5](=O)[N:6]=[CH:7][NH:8]2.O=P(Cl)(Cl)[Cl:20]>CN(C=O)C>[Cl:20][C:5]1[C:4]2[C:9](=[CH:10][C:11]([O:15][CH3:16])=[C:12]([O:13][CH3:14])[C:3]=2[O:2][CH3:1])[N:8]=[CH:7][N:6]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178486915HCID 178486915、化合物

生成物 1

HCID 107534804-Chloro-5,6,7-trimethoxyquinazoline収率 89.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

反応条件

温度
100 °C

実験手順

5,6,7-tris(methyloxy)-4(1H)-quinazolinone (0.8 g, 3.39 mmol) was treated with POCl3 (10 ml, 107 mmol) and one drop of DMF, and stirred at 100° C. for 1 hour before being concentrated. The residue was treated with saturated aqueous NaHCO3 and extracted with CH2Cl2. The organic extracts were dried (sodium sulfate) and concentrated to give 4-chloro-5,6,7-tris(methyloxy)quinazoline (770 mg, 89%) as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.88 (s, 1 H), 7.37 (s, 1 H), 4.04 (s, 3 H), 3.94 (s, 3 H), 3.91 (s, 3 H). MS (m/z) 255.0 (M+H+).

後処理

  1. concentrationbefore being concentrated
  2. additionThe residue was treated with saturated aqueous NaHCO3
  3. extractionextracted with CH2Cl2
  4. dry with materialThe organic extracts were dried (sodium sulfate)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ebde6946b1484551b1f4e0f92eccc36e
出典データセット
uspto-grants-2014_10
特許番号
US08859571B2

反応ノート

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