On the reaction of 3-nitro-1,2-phenylenediamine with ethyl acetoacetate. Condensed dihydrodiazepinones

Authors
Puodziunaite, B Kosychova, L Stumbreviciute, Z Janciene, R Talaikyte, Z
Citation
B. Puodziunaite et al., On the reaction of 3-nitro-1,2-phenylenediamine with ethyl acetoacetate. Condensed dihydrodiazepinones, J HETERO CH, 36(4), 1999, pp. 1013-1016
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
36
Issue
4
Year of publication
1999
Pages
1013 - 1016
Database
ISI
SICI code
0022-152X(199907/08)36:4<1013:OTRO3W>2.0.ZU;2-9
Abstract
Condensation of 3-nitro-1,2-phenylenediamine with ethyl acetoacetate in boi ling xylene gave two isomeric 2,3-dihydro-4-methyl-9-nitro- and 2,5-dihydro -4-methyl-6-nitro-1H-1,5-benzodiazepin-2-ones, the 9-nitro derivative therm al rearrangement product N-isopropenyl-4-nitrobenzimidazolone and a non cyc lic acetoacetamide derivative. At room temperature these reactants afforded 2,3-dihydro-2-ethoxycarbonyl-methyl-2-methyl-4-nitrobenzimidazole.