Sodium ethanethiolate → 7-(3-(Ethylthio)propoxy)6-methoxyquinazoline

HRID 2182547ノート

反応式

HRID 2182547 の反応式
[CH2:1]([S-:3])[CH3:2].[Na+].[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[CH:10]2>CN(C=O)C.O>[CH2:1]([S:3][CH2:15][CH2:16][CH2:7][O:6][C:16]1[CH:15]=[C:14]2[C:9]([CH:10]=[N:11][CH:12]=[N:13]2)=[CH:8][C:7]=1[O:6][CH3:5])[CH3:2]

参加物

5

反応物 2

HCID 4459711Sodium ethanethiolateHCID 131268876-Methoxyquinazoline

生成物 1

HCID 865864637-(3-(Ethylthio)propoxy)6-methoxyquinazoline収率 108.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

A mixture of sodium ethanethiolate (120 mg, 1.5 mmol) and 4-(4-chloro-2-fluoroanilino)-73chloropropoxy)6-methoxyquinazoline (227 mg, 0.57 mmol) in DMF (10 ml) was stirred and heated at 70° C. for 3 hours. The reaction mixture was allowed to cool, was diluted with water and extracted with ethyl acetate (3×75 ml). The extracts were combined, washed with water (×2), and then brine, and dried (MgSO4). The solvent was removed by evaporation and the residue was recrystallised from ethyl acetate/hexane to give 4-chloro-2-fuoroanilino)-7-(3-(ethylthio)propoxy)6-methoxyquinazoline (86 mg, 40%).

後処理

  1. temperatureto cool
  2. extractionextracted with ethyl acetate (3×75 ml)
  3. washwashed with water (×2)
  4. dry with materialbrine, and dried (MgSO4)
  5. customThe solvent was removed by evaporation
  6. customthe residue was recrystallised from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-09b79a7ea1474a55a3eedd86affb6d9a
出典データセット
uspto-grants-2005_05
特許番号
US06897210B2

反応ノート

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