196717-12-1Relevant articles and documents
6,12-Methanodipyrano[4,3-b:4,3-f]dioxocine-1,7-dione: The reactivity towards nitrogen nucleophiles
Svetlik, Jan,Hanus, Vladimir,Lagoja, Irene M.,Schantl, Joachim G.
, p. 1833 - 1838 (2007/10/03)
The reaction of the title compound (1) with hydrazine hydrate induces a complex ring transformation affording 3,4,6-trimethyl-1H-indazole-7-carboxylic acid (2) and (3-methyl-1H-pyrazol-5-yl)acetic acid hydrazide (3). The product structures have been elucidated by 2D-NMR techniques, and a mechanistic rationalization of this multistep reaction is presented. Methylhydrazine converts compound (1) into (1,3-dimethyl-1H-pyrazol-5-yl)acetic acid (12), while phenyl hydrazine fails to affect 1.