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Reactivity of 1‐(2‐nitrophenyl)‐5‐aminopyrazoles under basic conditions and synthesis of new 3‐, 7‐, and 8‐substituted pyrazolo[5,1‐ c ][1,2,4]benzotriazine 5‐oxides, as benzodiazepine receptor ligands
Author(s) -
Costanzo Annarella,
Guerrini Gabriella,
Bruni Fabrizio,
Selleri Silvia
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310612
Subject(s) - chemistry , azoxy , reactivity (psychology) , nucleophile , medicinal chemistry , nitro , organic chemistry , computational chemistry , catalysis , medicine , alkyl , alternative medicine , pathology
Abstract The reaction of 1‐(2‐nitrophenyl)‐5‐aminopyrazoles under basic conditions has been reinvestigated and the structures of the obtained pyrazolo[5,1‐ c ][1,2,4]benzotriazine 5‐oxides confirmed by spectroscopic means. In particular the different aromatic nucleophilic attack on 8‐chloro derivatives 4a and 6a and 7‐nitro derivatives 11a and 12a was determined. From these latter compounds unexpected (phenyl‐ ONN ‐azoxy)pyrazoles were isolated.