NITROPYRAZOLES .1. SYNTHESIS, TRANSFORMATIONS, AND PHYSICOCHEMICAL PROPERTIES OF NITRO-DERIVATIVES OF 1H,4H-PYRAZOLO[4,3-C]PYRAZOLE

Citation
Sa. Shevelev et al., NITROPYRAZOLES .1. SYNTHESIS, TRANSFORMATIONS, AND PHYSICOCHEMICAL PROPERTIES OF NITRO-DERIVATIVES OF 1H,4H-PYRAZOLO[4,3-C]PYRAZOLE, Russian chemical bulletin, 42(6), 1993, pp. 1063-1068
Citations number
19
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10665285
Volume
42
Issue
6
Year of publication
1993
Pages
1063 - 1068
Database
ISI
SICI code
1066-5285(1993)42:6<1063:N.STAP>2.0.ZU;2-L
Abstract
A method of synthesizing nitro derivatives of 1H,4H-pyrazolo[4,3-c]pyr azole is developed, and some of its transformations are studied. 3-Met hyl-6-nitro-, 3-carboxy(methoxy-carbonyl, carbamoyl)-6-nitro-, 3-amino -6-nitro-, 3-nitro-, 3,6-dinitro-, 1,4-diacetonyl-3,6-dinitro-, and 1H ,4H-3-aminopyrazolo[4,3-c]pyrazoles were obtained from 1H,4H-3-methylp yrazolo[4,3-c]pyrazole. Unsubstituted 1H,4H-pyrazolo[4,3-c]pyrazole, t he first member of this series, was obtained for the first time. The c ompounds prepared were characterized by H-1, C-13, N-14, and N-15 NMR spectroscopy. NH-Acidity and basicity of the series of pyrazolo[4,3-c] pyrazoles synthesized is studied and the effect of the fused pyrazole ring on these properties is examined.