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

HRID 393606노트

반응식

HRID 393606 반응식
[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

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 106343396-methoxy-7-(2-methoxyethoxy)quinolin-4(1H)-one

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-dc37d14060ed4ef9afd90e957e3ef0ae
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

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