Synthesis and antimicrobial activity of the products of interaction of 3-aroyl-2,4-dihydro-1h-pyrrolobenzoxazine-1,2,4-triones with urea and thiourea

The products of interaction of 3-aroyl-2,4-dihydro-1Hpyrrolo[2,1-c]benzoxazine-1,2,4-triones (I – IV) with water exhibited antimicrobial activity. In this context, it was of interest to study the antimicrobial properties of the products of interaction of pyrrolobenzoxazinetriones I – IV with some other nucleophilic reagents, in particular with urea and thiourea, taking into account the role of these fragments in various biologically active compounds [2]. Boiling 3-aroyl-2,4-dihydro-1H-pyrrolo[2,1-c]benzoxazine-1,2,4-triones (I – IV) with urea or thiourea in acetonitrile or dioxane for 3 – 5 min led to a high yield of 3-[ -(2,5dioxoand 5-oxo-2-thioxo-Z-4-imidazolidinylidene)phenacyl]-2H-1,4-benzoxazin-2-ones (V – XII) (Table 1).