Thionyl Chloride → 4-Chloro-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride

HRID 393606ノート

反応式

HRID 393606 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][O:16][CH3:17])[NH:9][CH:8]=[CH:7][C:6]2=O.S(Cl)([Cl:21])=O>CN(C=O)C>[ClH:21].[Cl:21][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH2:14][CH2:15][O:16][CH3:17])=[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 106343396-methoxy-7-(2-methoxyethoxy)quinolin-4(1H)-one

生成物 1

HCID 226466534-Chloro-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

A solution of 6-methoxy-7-(2-methoxyethoxy)-1,4-dihydroquinolin-4-one (500 mg, 2 mmol) in thionyl chloride (10 ml) and DMF (3 drops) was heated at reflux for 1 hour. Excess thionyl chloride was removed by evaporation and the residue azeotroped with toluene and then triturated with ether. The solid was collected by filtration and dried under vacuum to give 4-chloro-6-methoxy-7-(2-methoxyethoxy)quinoline hydrochloride (590 mg, 95%).

後処理

  1. temperatureat reflux for 1 hour
  2. customExcess thionyl chloride was removed by evaporation
  3. customthe residue azeotroped with toluene
  4. customtriturated with ether
  5. filtrationThe solid was collected by filtration
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-dc37d14060ed4ef9afd90e957e3ef0ae
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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