Bicarbonate Ion → HCID 178508998, Verbindung

Reaktionsgleichung

[NH2:1][C:2]1[C:9]([Br:10])=[CH:8][C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[C:4]#[N:5].[NH2:14][C:15](N)=[O:16].C(=O)(O)[O-]>>[NH2:5][C:4]1[C:3]2[C:2](=[C:9]([Br:10])[CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=2)[N:1]=[C:15]([OH:16])[N:14]=1

Komponenten

Edukt 3

HCID 769Bicarbonate Ion

HCID 1176Urea

HCID 871732-Amino-3-bromo-5-nitrobenzonitrile

Produkt 1

HCID 178508998HCID 178508998, VerbindungAusbeute 89,4 %

Versuchsvorschrift

2-Amino-3-bromo-5-nitro-benzonitrile (1.9003 g, 7.85 mmol) was heated with urea (1.8862 g, 31.4 mmol) at 180–185° C. for 3 hrs. The cooled mixture was powered and treated with bicarbonate solution, filtered and washed with water. The solid was the collected and washed with ethanol, ether, and used for the next step reaction without further purification. 2.0 g product was obtained. Yield 89%; 1H NMR (500 MHz, DMSO-d6): δ 8.44455–8.45011(d, J=2.78 Hz, 1H), 8.87071–8.87544(d, J=2.365 Hz, 1H), 9.39866–9.40333(d, J=2.335 Hz, 1H), 9.50740–9.51282(d, J=2.71 Hz, 1H); ESI-MS: 285, 287 (M++1)