ADDITION OF DIAZOMETHANE TO 3-NITROPHTHALODINITRILE AND 4-NITROPHTHALODINITRILE

Citation
S. Danoun et al., ADDITION OF DIAZOMETHANE TO 3-NITROPHTHALODINITRILE AND 4-NITROPHTHALODINITRILE, Heterocyclic communications, 4(1), 1998, pp. 45-51
Citations number
17
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
0793-0283
Volume
4
Issue
1
Year of publication
1998
Pages
45 - 51
Database
ISI
SICI code
0793-0283(1998)4:1<45:AODT3A>2.0.ZU;2-I
Abstract
The reaction of two nitrophthalodinitriles with diazomethane is descri bed. If the nitro group is at position 3, only one of the two nitrile functions reacts giving three isomeric N-methyl 1,2,3-triazoles. In co ntrast, if the nitro group is at position 4, both nitriles react, each producing a 2-N-methyl 1,2,3-triazole. The reactivity was accounted f or in terms of electronic densities, which were determined for several nitrile compounds. Interestingly, for 4-nitrophthalodinitrile, origin al methylation of the aromatic ring at position 5 was also observed.