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

HRID 393611노트

반응식

HRID 393611 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][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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-783099a07090462d8253ee1010646d8b
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809097B1

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