4-Aminothiophenol → 2-(4-Aminophenylthio)-6-methoxyquinoline

HRID 55068

반응식

HRID 55068 반응식
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1.CN(C1C=CC=CN=1)C>C(O)C>[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=3)[N:3]=2)=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 145104-AminothiophenolHCID 218852-DimethylaminopyridineHCID 836472-Chloro-6-methoxyquinoline

생성물 1

HCID 189716622-(4-Aminophenylthio)-6-methoxyquinoline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Chloro-6-methoxyquinoline (52.0 mmoles, 10.0 g), 4-aminothiophenol (52.0 mmoles, 6.5 g) and dimethylaminopyridine (52.0 mmoles, 6.3 g) were stirred for 16 hr in 250 ml ethanol. The reaction was condensed and purified by HPLC over silica gel eluted with 25-30% ethyl acetate/hexane to yield 2-(4-aminophenylthio)-6-methoxyquinoline. 8.5 g, 58% product. Mass spec (FD) 282. Calculated for C16H14N2OS: C, 68.06; H, 5.00, N, 9.92. Found: C, 68.04; H, 4.97; N, 10.02.

후처리

  1. customcondensed
  2. custompurified by HPLC over silica gel
  3. washeluted with 25-30% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-08c795c675d44ec988099b77cf02e9b6
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624937

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