2-Methoxy-5-[(methylamino)methyl]phenol → (4Z)-6-bromo-4-{[(3-hydroxy-4-methoxybenzyl)(methyl)amino]methylene}isoquinoline-1,3(2H,4H)-dione

HRID 2236639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236639
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]/OC.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][NH:26][CH3:27])=[CH:21][C:20]=1[OH:28]>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[N:26]([CH2:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][CH3:17])=[C:20]([OH:28])[CH:21]=1)[CH3:27]

Komponenten

4

Edukt 2

HCID 15199372-Methoxy-5-[(methylamino)methyl]phenolHCID 68692760(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Produkt 1

HCID 42625518(4Z)-6-bromo-4-{[(3-hydroxy-4-methoxybenzyl)(methyl)amino]methylene}isoquinoline-1,3(2H,4H)-dioneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(4E)-6-Bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (0.15 g, 0.53 mmol) and 2-methoxy-5-methylaminomethyl-phenol (80 mg, 0.48 mmol) were stirred in tetrahydrofuran (10 mL) at room temperature. The reaction mixture is concentrated under reduced pressure. The solid material is then collected, washed with diethyl ether, water, and methanol, and then dried under vacuum to give (4Z)-6-bromo-4-{[(3-hydroxy-4-methoxybenzyl)(methyl)amino]methylene}isoquinoline-1,3(2H,4H)-dione as a yellow solid (0.19 g, 95%).

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customThe solid material is then collected
  3. washwashed with diethyl ether, water, and methanol
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a0d916b536804624a7cca8fce0f46ee8
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

Notizen zur Reaktion

Wird geladen…