REACTIVITY OF CINNAMONITRILES WITH 2-CYANOXYCARBONYLACETOHYDRAZIDES AND 2-ETHOXYCARBONYLACETOHYDRAZIDES - A NOVEL ONE-STEP PREPARATION AND CRYSTAL-STRUCTURE OF 3-OXOPYRAZOLO[3,4-B]PYRIDINES

Authors
HADI A MARTIN N MENDEZ C QUINTEIRO M SEOANE C SOTO JL ALBERT A CANO FH
Citation
A. Hadi et al., REACTIVITY OF CINNAMONITRILES WITH 2-CYANOXYCARBONYLACETOHYDRAZIDES AND 2-ETHOXYCARBONYLACETOHYDRAZIDES - A NOVEL ONE-STEP PREPARATION AND CRYSTAL-STRUCTURE OF 3-OXOPYRAZOLO[3,4-B]PYRIDINES, Journal of the Chemical Society. Perkin transactions. I, (15), 1993, pp. 1743-1748
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
15
Year of publication
1993
Pages
1743 - 1748
Database
ISI
SICI code
0300-922X(1993):15<1743:ROCW2A>2.0.ZU;2-U
Abstract
A novel one-step synthesis of pyrazolo[3,4-b]pyridines 8 from alpha-be nzoylcinnamonitriles and 2'-acetyl-2-cyanoacetohydrazide 2 is describe d. The X-ray crystallographic analysis revealed the presence of the en ol tautomer and the existence of a strong network of hydrogen bonds. T he use of 2-ethoxycarbonylacetohydrazide derivatives 12 as starting ma terials led only to the intermediate dihydro-2-pyridones 13. 2-Cyanoac etohydrazide 11 led to the novel triazolo[1,5-a]pyridinones 15.