100568-20-5Relevant articles and documents
Reaction of β-cyano esters with hydrazine hydrate. Unexpected formation of dipyrrolo[1,2-b:1′,2′-e][1,2,4,5]tetrazine, a novel ring system
Wejroch, Krystyna,Wesolowska, Aneta,Sadowska, Maja,Karolak-Wojciechowska, Janina,Jagodzinski, Tadeusz,Lange, Jerzy
, p. 919 - 924 (2007/10/03)
Some intermediates and by-products of the title reaction, known to yield 6-hydrazinopyridazine-3-one derivatives, were isolated or detected when the amount of hydrazine hydrate used to react with two model β-cyano esters was reduced to less than two equivalents. N′-(1-amino-4-hydrazino-4-oxo-2- phenylbutylidene)-4-hydrazino-4-oxo-2-phenylbutanehydrazonamide and 3,3,8,8-tetramethyl-2,3,7,8-tetrahydro-1H,6H-dipyrrolo[1,2-b:1′, 2′-e][1,2,4,5]tetrazine-1,6-dione were isolated as the terminal products of side-reactions; they were unreactive to hydrazine. The latter compound is a derivative of a novel ring system. Mechanism of the reaction was proposed.
