[kriggy]

Lets say I have 5,6-diaminouracil and it condensates with 1,2-dicarbonyl compound forming biciclic heterocylcle. As a next step, I would like to do reductive amination of those uracil carbonyls with amonia. something like this:

could the coumpond spontaneously rearange that it forms aromatic ring?
Im not realy sure if the amination will work since the carbonyl groups are not that electrophilic. Any way how to overcome this problem? I heard that converting the amide to thioamide by P₄S₁₀ or laweson reagent makes the substitution easier (or even possible at all) but Ive never seen such reaction.
thanks