An unusual substitution reaction in a benzotetrazine derivative

AM Almerico, AJ Boulton

Index: Almerico, A. M.; Boulton, A. J. Journal of the Chemical Society, Chemical Communications, 1985 , # 4 p. 204 - 205

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Citation Number: 5

Abstract

1 -Methyl-3H-pyrazolo[I ,2-a]benzotetrazin-3-one decomposes in alcohols, with loss of nitrogen and intramolecular hydrogen transfer, to form 5-al koxymethyl-I ,2-di hydro-I -phenyl-3H-pyrazol-3-ones. ... The literature1 contains a number of examples of the 1,2,3,4-tetrazine ring system, but by far the majority contain saturated carbon atoms in the ring, and so lack cyclic n-conjugation. Benzotetrazine is unknown; although oxida- tion of 1-aminoindazole forms ...