N-bromobutanimide → 4-Bromo-6-methoxyisoquinolin-1(2H)-one

HRID 1852238Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852238
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[NH:8][CH:7]=[CH:6]2.C1C(=O)N([Br:21])C(=O)C1>C(#N)C>[Br:21][C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:9](=[O:13])[NH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 218898546-methoxyisoquinolin-1(2H)-one

Produkt 1

HCID 579564624-Bromo-6-methoxyisoquinolin-1(2H)-oneAusbeute 55,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 6-methoxyisoquinolin-1(2H)-one (2.5 g, 14.27 mmol) in acetonitrile (10 ml) was added NBS (2.54 g, 14.27 mmol) at room temperature under argon atmosphere. The reaction mass was stirred at the same temperature for 2 h. The precipitated solid was filtered to get crude compound (2 g, 55.2%). The crude compound was taken to the next step without further purification. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.41 (s, 1H), 8.17-8.15 (d, J=8 Hz, 1H), 7.53 (s, 1H), 7.19-7.11 (m, 2H), 3.93 (s, 3H); MS: MS m/z 256.06 (M++2).

Aufarbeitung

  1. filtrationThe precipitated solid was filtered

Quellen und Nachweise

ORD-Eintrag
ord-0dfb9059130f4c95b49aeca4e9f7041c
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957203B2

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