A convenient synthesis of methyl 3-phenylhydrazono-2-(2-pyrazinylcarbonylamino)propanoates and their conversion to substituted pyrazol-5(2H)-ones

Authors
Kepe, V Kozjan, V Polanc, S Kocevar, M
Citation
V. Kepe et al., A convenient synthesis of methyl 3-phenylhydrazono-2-(2-pyrazinylcarbonylamino)propanoates and their conversion to substituted pyrazol-5(2H)-ones, HETEROCYCLE, 52(1), 2000, pp. 443-450
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
1
Year of publication
2000
Pages
443 - 450
Database
ISI
SICI code
0385-5414(20000101)52:1<443:ACSOM3>2.0.ZU;2-7
Abstract
Methyl 3-dimethylamino-2-(2-pyrazinylcarbonylamino)propenoate (1) was trans formed into substituted methyl 3-phenylhydrazono-2-(2-pyrazinylcarbonylamin o)propanoates (3) by treatment with various substituted phenylhydrazine hyd rochlorides (2) in methanol. In contrast, heating of 1 and 2 in 1-butanol y ielded 1,4-disubstituted pyrazol-5(2H)-ones (4). The latter can also be obt ained upon heating of 3 in acetic acid.