88023-88-5Relevant academic research and scientific papers
Iminophosphorane-mediated Syntheses of Triazolotriazines. The Unexpected Formation of Z,Z-1,3-Diazetidine-2,4-di-imines. X-Ray Molecular Structure of 7-(p-Chloroanilino)-8-(p-chlorophenyl)-3-methyltriazolotriazin-4(8H)-one and of 1,3-Bis-(p-ch...
Molina, Pedro,Alajarin, Mateo,Saez, Jose Ramon,Foces-Foces, Ma de la Concepcion,Cano, Felix Hernandez,et al.
, p. 2037 - 2050 (2007/10/02)
A number of triazolotriazine derivatives have been prepared. 6-Methyl-3-methylthio-4-triphenylphosphoranylideneamino-5-oxo-4,5-dihydro-1,2,4-triazine (19) reacts with aryl isocyanates to yield the corresponding 1,3-diaryl-2,4-bis-(6-methyl-3-methylthio-5-oxo-4,5-dihydro-1,2,4-triazin-4-ylimino)-1,3-diazetidines (20)-(24); these undergo ring cleavage on treatment with aqueous ethanol to give the 8-aryl-7-arylamino-3-methyltriazolotriazin-4(8H)-ones (8), (12), and (16)-(18).The reaction of the 3-arylmethylenehydrazino-6-methyl-5-oxo-4-triphenylphosphoranylideneamino-4,5-dihydro-1,2,4-triazines (35) and (36), available from the corresponding 4-amino-3-arylmethylenehydrazino-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazine and triphenylphosphine dibromide, with alkyl or aryl isocyanates led directly to 7-arylamino-8-arylmethyleneamino-3-methyltriazolotriazin-4(8H)-ones (37)-(46).Also, iminophosphoranes (5)-(7), (35), and (36) react with acyl chlorides in the presence of triethylamine to give the triazolotriazinones (25)-(31) and (50)-(55) respectively.Structures of compounds (20)-(24) have been established by means of (13)C n.m.r. analysis and X-ray crystallography.
