Phosphorus oxychloride → 4-Chloro-7-ethoxy-6-methoxyquinazoline

HRID 1917634ノート

反応式

HRID 1917634 の反応式
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8](=O)[NH:9][CH:10]=[N:11]2)=[CH:6][C:5]=1[O:15][CH3:16])[CH3:2].O=P(Cl)(Cl)[Cl:19]>C1(C)C=CC=CC=1>[Cl:19][C:8]1[C:7]2[C:12](=[CH:13][C:4]([O:3][CH2:1][CH3:2])=[C:5]([O:15][CH3:16])[CH:6]=2)[N:11]=[CH:10][N:9]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 1355332107-ethoxy-6-methoxyquinazolin-4(3H)-one

生成物 1

HCID 117705294-Chloro-7-ethoxy-6-methoxyquinazoline収率 96%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 7-ethoxy-6-methoxyquinazolin-4(3H)-one (1.20 g, 5.45 mmol) and POCl3 (3 mL), in toluene (10 mL) was heated at 125° C. for 5 hours. It was concentrated under reduced pressure to dryness. To it was added CH2Cl2 and it was washed with saturated NaHCO3. The organic layer was dried over MgSO4 and concentrated to give 4-chloro-7-ethoxy-6-methoxyquinazoline as solid (1.254 g, 96%). 1H NMR (300 MHz, CDCl3) δ 8.91 (s, 1H), 7.52 (s, 1H), 7.42 (s, 1H), 4.34 (q, 2H), 4.08 (s, 3H), 1.59 (t, 3H).

後処理

  1. concentrationIt was concentrated under reduced pressure to dryness
  2. additionTo it was added CH2Cl2 and it
  3. washwas washed with saturated NaHCO3
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1f5c405e738a4921af3eaba2101ece8b
出典データセット
uspto-grants-2013_12
特許番号
US08618289B2

反応ノート

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