Microwave Assisted Synthesis of 2,2'-Arylene-substituted Bis(4H-3,1-Benzoxazin-4-one) Derivatives Using the Complex Cyanuric Chloride/N,N-Dimethylformamide

Abstract

A new and efficient method has been designed to prepare 2,2′-arylene-substituted bis(4H-3,1-benzoxazin-4-one) derivatives by using the mixture of cyanuric chloride and N,N-dimethylformamide in a microwave-assisted reaction. The method used and presented here has good rate enhancement and excellent yields.

Mechanochemical Synthesis of Substituted 4H-3,1-Benzoxazin-4-ones, 2-Aminobenzoxazin-4-ones, and 2-Amino-4H-3,1-benzothiazin-4-ones Mediated by 2,4,6-Trichloro-1,3,5-triazine and Triphenylphosphine

“…An alternative, simple and relatively straightforward approach is through cyclization of N-substituted anthranilic acids in the presence of dehydrating agents such as acetic anhydride, 4,19 di-tert-butyl pyrocarbonate (Boc 2 O), 20 silicabound benzoyl chloride, 21 thionyl chloride, 22 and 2,4,6-trichloro-1,3,5-triazine (TCT). [23][24][25] However, refluxing conditions or microwave irradiation are generally required for these methods.…”