Thionyl Chloride → 4-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride

HRID 393611ノート

反応式

HRID 393611 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[NH:9][CH:8]=[CH:7][C:6]2=O.S(Cl)([Cl:26])=O>CN(C=O)C>[ClH:26].[Cl:26][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 226466086-Methoxy-7-(3-morpholinopropoxy)quinolin-4-ol

生成物 1

HCID 226466224-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride収率 93%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

A solution of 6-methoxy-7-(3-morpholinopropoxy)-1,4-dihydroquinolin-4-one (200 mg, 0.63 mmol) in thionyl chloride (10 ml) containing DMF (3 drops) was heated at reflux for 1 hour. After removal of the volatiles by evaporation, the residue was azeotroped with toluene, triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride (240 mg, 93%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. customAfter removal of the volatiles
  4. customby evaporation
  5. customthe residue was azeotroped with toluene
  6. customtriturated with ether
  7. filtrationcollected by filtration
  8. washwashed with ether
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-783099a07090462d8253ee1010646d8b
出典データセット
uspto-grants-2004_10
特許番号
US06809097B1

反応ノート

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