Phosphorus oxychloride → 1,4-Dichloro-7-(3-cyanophenyl)isoquinoline
Reaktionsgleichung
O=P(Cl)(Cl)[Cl:3].[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]#[N:24])[CH:18]=3)=[CH:14][CH:15]=2)[C:10](=O)[NH:9][CH:8]=1>CC#N>[Cl:3][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]#[N:24])[CH:18]=3)[CH:12]=2)[C:7]([Cl:6])=[CH:8][N:9]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of POCl3 (0.545 kg, 3.56 mol) in MeCN (0.76 L) was added to a suspension of 4-chloro-7-(3-cyanophenyl)isoquinolinone (0.50 kg, 1.78 mol) in boiling MeCN (4.25 L) under N2 over 1 hour. The mixture was heated at reflux overnight and then cooled to room temperature. The solid was collected by filtration, washed with MeCN (0.5 L) and dried in vacuo at 70° C. to give 1,4-dichloro-7-(3-cyanophenyl)isoquinoline (0.54 kg) as a creamy coloured solid which could be used without further drying or purification. The filtrate was slowly quenched with HCl (1N; 2.6 mL) which gave a second crop of 60 g of material which was filtered and washed with MeCN (0.5 L), which again could be used without further drying or purification.