Synthesis of Some New Barbituric and Thiobarbituric Acids Bearing 1,2,4-Triazine Moiety and Their Related Systems as Herbicidal Agents

Abstract

In search for highly bioactive barbituric and thiobarbituric acid derivatives, some new barbituric and thiobarbituric acids bearing 1,2,4-triazine moiety and their related systems (5–13) have been obtained from the addition of isocyanate and isothiocyanate to 3-amino-5,6-diphenyl-1,2,4-triazine (1) followed by ring closure reactions with diethyl malonate. Also, chemical reactivities of the related systems were obtained from the condensation of barbituric and thiobarbituric acid derivatives with aromatic aldehyde and/or fluoroacylation reactions. The structure of all the products was deduced from both elemental analysis and spectral data (IR, 1H NMR, 13C NMR, and MS). The herbicidal activity was also evaluated for the products.