
%0 Journal Article
%A Collins, David J. 
%A Hughes, Timothy C. 
%A Johnson, Wynona M. 
%T Dihydro-1,2,4-triazin-6(1<emph type="2">H</emph>)-ones. II Synthesis of Several Methylated 3-Phenyl- 4,5-dihydro-1,2,4-triazin-6(1<emph type="2">H</emph>)-ones
%J Australian Journal of Chemistry
%D 1999/07/23
%V 52
%N 5
%P 379-386
%K 
%R https://doi.org/10.1071/CH99012
%U https://www.publish.csiro.au/paper/CH99012 
%X Novel syntheses of 4,5-dihydro-1,2,4-triazin-6(1H)-ones were developed by use of imidoyl chlorides. The overall yield of 4,5-dihydro-1,2,4-triazin-6(1H)-ones prepared from amino acid imidates and hydrazines was improved by the development of a much more efficient synthesis of the imidates. The new 1,2-, 1,4- and 5,5-dimethyl dihydro-1,2,4-triazin-6(1H)-ones have been synthesized by cyclocondensation/cycloaddition pathways. Base-catalysed methylation of 3-phenyl-4,5-dihydro-1,2,4-triazin-6(1H)-one (15) gave the 1- methylated derivative (8); under similar conditions 2-methyl-3-phenyl-2,5-dihydro-1,2,4-triazin-6(1H)-one (9) afforded the 1,2-dimethyl derivative (7). 
