Phosgene → 2-Chloro-6-iodo-3-propyl-quinazolin-4-one
Reaktionsgleichung
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=S)[N:6]([CH2:13][CH2:14][CH3:15])[C:5]2=[O:16].C(Cl)([Cl:19])=O>C(OCCC)(=O)C>[Cl:19][C:7]1[N:6]([CH2:13][CH2:14][CH3:15])[C:5](=[O:16])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([I:1])[CH:3]=2)[N:8]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2,3-Dihydro-6-iodo-3-propyl-2-thioxo-4(1H)-quinazolinone (5 g, 0.014 mol) was slurried in n-propyl acetate and treated with phosgene (2.1 mL, 0.029 mol). The slurry was heated at reflux for 1 h. The excess phosgene was removed by co-distillation with n-propyl acetate at atmospheric pressure. The pot residue was then evaporated to dryness under vacuum. In this manner, 4.95 g of the title compound was obtained as a light pink solid. m.p. 98-100° C.; 1H NMR (Me2SO-d6): δ8.04 (d,1H), 8.16 (dd,1H), 7.31 (d,1H), 4.20 (m,2H), 1.78 (m,2H), 0.97 (t,3H).