On triazoles XVI. The reaction of 5-amino-1,2,4-triazoles with β- and γ-oxo esters. A novel N-carbonylation reaction

5-Amino-1,2,4-triazoles reacted with alifatic β-oxo-esters to yield besides the unexpected 1,2,4-triazolo-[1,5-a]-1,3,5-benzotriazepin-5-one derivative 7 either the corresponding esters 5 and 6 or a 1:2 condensation product 8. To the contrary alicyclic and heterocyclic β-oxo-esters formed in the above reaction only derivatives 7. The proposed mechanism of the formation of 7 involving a novel N-carbonylation reaction was proved by the isolation of the by-products and the intermediate of the reaction. Repeating the above reaction with a γ-oxo-ester, namely the ethyl levulinate, derivatives 17 and 18 , respectively, representing two new ring systems were obtained.