Synthesis of indazole derivatives from a N, N??disubstituted 2??halobenzoic hydrazide. Crystal structure of 1, 2??pentamethylene??5??nitro??1, 2??dihydro??3H??indazol??3?? …

VJ Arán, C Foces??Foces, FH Cano…

Index: Aran, V. J.; Stud, M.; Foces-Foces, C.; Cano, F. H.; Martinez-Ripoll, M. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1743 - 1745

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Citation Number: 6

Abstract

Abstract Thermal cyclization of the N, N-disubstituted 2-chlorobenzoic hydrazide 1 yields the 1, 2-pentamethylene indazolone 5, which structure is confirmed by X-ray crystallography. We suggest that the reaction proceeds through an N, N-alkyl shift in an initially formed indazolinium salt 2. An intermediate 1-(5-chloropentyl) indazolol 4 has been isolated.