engleski

A new route to substituted N-hydroxyurea derivatives

The reaction of (1, Bz = benzyl) with fosgene (i) gave 1,3,5-(tribenzyloxy)biuret (2), whereas with BtCOCl (Bt = benzotriazolyl) (ii) gave 1-(N-benzyloxy)carbamoylbenzotriazole (5). Compounds 2 and 5 were reduced to their corresponding hydroxyl derivatives 3 and 6 (iii). The 5 and 6 were melted in presence of imidazole to afford 1,3,5-triazine-2,4,6(1H,3H,5H)-triones 7, X = -CON(OBz)CO-, and 8, Y = -CON(OH)CO- (iv). Compounds 5, 6 or 7 in the reaction with ChNH2 (Ch = cyclohexyl) gave O- and/or N-substituted N-hydroxyureas 9 and 10 (v), whereas 8, due to its acidic properties, rather form cyclohexylamine salt.

Substituted N-Hydroxyurea; 1;3;5-triazine-2;4;6-trione derivatives; Synthesis

nije evidentirano