N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan

N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2015, Volume: 51, Number: 9, Pages: 819-828 Pages count : 10 DOI: 10.1007/s10593-015-1781-7

Authors

Dalinger Igor L. ¹ , Kormanov Alexandr V. ¹ , Vatsadze Irina A. ¹ , Shkineva Tatyana K. ¹ , Kozeev Andrei M. ¹ , Averkiev Boris B. ² , Sheremetev Aleksei B. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow, 119991, Russia
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow, 119991, Russia

The reaction of bromoacetone and hydroxylamine-О-sulfonic acid with isomeric mono- and dinitropyrazoles containing a furazanyl moiety at position 3(5) gave pairs of regioisomeric products from pyrazole ring N-acetonylation and N-amination, respectively, that were characterized in detail by multinuclear NMR spectroscopy. X-ray structural study of the four synthesized N-amino derivatives indicated a non-planar structure, while the conformational analysis pointed to conformational lability of such molecules, and the role of intermolecular interactions in determining the crystal structure.

Dalinger I.L. , Kormanov A.V. , Vatsadze I.A. , Shkineva T.K. , Kozeev A.M. , Averkiev B.B. , Sheremetev A.B.
N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan
Chemistry of Heterocyclic Compounds. 2015. V.51. N9. P.819-828. DOI: 10.1007/s10593-015-1781-7 WOS Scopus OpenAlex

≡ Web of science:	WOS:000367063100007
≡ Scopus:	2-s2.0-84957548210
≡ OpenAlex:	W1896984714