18674-01-6Relevant articles and documents
Thermal Rearrrangement of 1-Alkyl-3,6-diaryl-1,4-dihydro-s-tetrazines to 1-Alkylamino-3,5-diaryl-1,2,4-triazoles
Hunter, Daniel,Neilson, Douglas G.
, p. 2779 - 2783 (2007/10/02)
s-Tetrazines having aryl substituents in either the 3- or 3,6-positions react readily with alkyl or aryl Grignard reagents to give 1-alkyl(or aryl)-1,4-dihydro-s-terazines.The 1-alkyl-1,4-dihydro-s-tetrazines rearrange in methanolic hydrogen chloride to 4-alkylamino-1,2,4-triazoles, but thermolyse readily to the less well known, isomeric 1-alkylamino-1,2,4-triazoles.Possible reaction pathways involving breakdown to nitrile and reactive intermediates such as 1,3-dipolar species are discussed.