Triethyl orthoacetate → HCID 25106208, Verbindung
Reaktionsgleichung
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:12](=[O:13])[C:11]([O:14][CH3:15])=[N:10][N:9]([C:16]3[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=3)/[C:19](/[NH2:22])=[N:20]/[OH:21])[C:8]2=[O:26])=[CH:4][CH:3]=1.[C:29](OCC)(OCC)(OCC)[CH3:30]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:12](=[O:13])[C:11]([O:14][CH3:15])=[N:10][N:9]([C:16]3[CH:25]=[CH:24][CH:23]=[C:18]([C:19]4[N:22]=[C:29]([CH3:30])[O:21][N:20]=4)[CH:17]=3)[C:8]2=[O:26])=[CH:27][CH:28]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
According to Scheme 9 Step 2: A mixture of (Z)-3-(4-(4-chlorobenzyl)-6-methoxy-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)-N′-hydroxybenzamidine (150 mg, 0.4 mmol), triethyl orthoacetate (2 mL) and of sulfuric acid (1 drop) was stirred at 100° C. 4 hours. The reaction mixture was quenched with water and extracted with ethyl acetate (×3). The combined organic layers were successively washed with water, brine, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography, 10 g prepacked column, cyclohexane/ethyl acetate 80/20 to afford 4-(4-chlorobenzyl)-6-methoxy-2-(3-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl)-1,2,4-triazine-3,5(2H,4H)-dione 4.146 (40 mg, Yield=25%) as a white solid.