4-(2-methoxyphenoxy)aniline → 4-(2-Methoxyphenoxy)-anilino-3-bromo-6,7-dimethoxyquinoline

HRID 393569Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393569
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1Cl)=[CH:9][C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH:6]=2.[CH3:17][O:18][C:19]1[CH:32]=[CH:31][CH:30]=[CH:29][C:20]=1[O:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1>C1(O)CCCCC1>[CH3:17][O:18][C:19]1[CH:32]=[CH:31][CH:30]=[CH:29][C:20]=1[O:21][C:22]1[CH:28]=[CH:27][C:25]([NH:26][C:3]2[C:2]([Br:1])=[CH:11][C:10]3[C:5](=[CH:6][C:7]([O:15][CH3:16])=[C:8]([O:13][CH3:14])[CH:9]=3)[N:4]=2)=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 11210674-(2-methoxyphenoxy)anilineHCID 226471943-Bromo-4-chloro-6,7-dimethoxyquinoline

Produkt 1

HCID 536446864-(2-Methoxyphenoxy)-anilino-3-bromo-6,7-dimethoxyquinolineAusbeute 37,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7966CyclohexanolLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 3-bromo-4-chloro-6,7-dimethoxyquinoline (302 mg) and 4-(2-methoxyphenoxy)-aniline (236 mg) in cyclohexanol (5 ml) was stirred and heated at 130° C. for 24 hours. The mixture was cooled to ambient temperature and then filtered. The crystals were washed first with methanol and then with diethyl ether and then dried to give 4-(2-methoxyphenoxy)-anilino-3-bromo-6,7-dimethoxyquinoline (Compound 2) (180 mg, 37%).

Aufarbeitung

  1. temperatureThe mixture was cooled to ambient temperature
  2. filtrationfiltered
  3. washThe crystals were washed first with methanol
  4. dry with materialwith diethyl ether and then dried

Quellen und Nachweise

ORD-Eintrag
ord-59f6b19c59f64d719f70bf1cc9adb12c
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809106B1

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