87773-99-7Relevant academic research and scientific papers
A hydrazine- and phosgene-free synthesis of tetrazinanones, precursors to 1,5-dialkyl-6-oxoverdazyl radicals
Bancerz, Matthew,Youn, Beom,Dacosta, Matthew V.,Georges, Michael K.
, p. 2415 - 2421 (2012/05/31)
A complementary approach to published synthetic methods for tetrazinanones, precursors to verdazyl radicals, is described herein. This approach uses carbohydrazide, a commercially available reagent, as a common starting material. Unlike previous methods d
2,4-Dialkyl Substituted Carbono- and Thiocarbonohydrazides, Reactions with Carbonyl Compounds
Neugebauer, Franz Alfred,Fischer, Hans,Siegel, Rolf,Krieger, Claus
, p. 3461 - 3481 (2007/10/02)
2,4-Dialkyl substituted carbono- and thiocarbonohydrazides (4) were prepared from alkylhydrazines and phosgene or thiophosgene.Mono carbonyl compounds reacted with 4 (molar ratio 1:1) to yield hexahydro-1,2,4,5-tetrazines (9, 14; exception 13).Aldehydes in excess generally afforded dihydrazones (3); formaldehyde, however, yielded 1,1'-methylenebis(hexahydro-1,2,4,5-tetrazines) (10) as well as the bicyclic compounds 11 and 12.The constitution of 11 was confirmed by X-ray analysis of 11b.Dialdehydes and aliphatic or alicyclic α-diketones reacted with 4 to give double hexahydro-1,2,4,5-tetrazine derivatives (19), aryl substituted α-diketones on the other hand yielded cyclic dihydrazones (15) and/or mono-hexahydro-1,2,4,5-tetrazines (16).
