Studies on as-Triazine Derivatives. XII. : Synthesis of Alkenyl-1, 2, 4-triazine Derivatives

Abstract

3-Methyl-5, 6-diphenyl-1, 2, 4-triazne (1) was treated with chlorine to give 3-trichloromethyl-5, 6-diphenyl-1, 2, 4-triazine (2) as a sole product. On treatment with an excess (4.5 mol eq) of triphenylphosphine, 2 was transformed into α-(5, 6-diphenyl-1, 2, 4-triazin-3-yl)methylenetriphenyl-phosphorane (3) in improved yield. The condensation of 3 with various aldehydes afforded 3-alkenyl-5, 6-diphenyl-1, 2, 4-triazines (6).The application of this method to the 5-position and 6-position of 1, 2, 4-triazine was also investigated.