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Paper | Special issue | Vol 52, No. 1, 2000, pp.443-450
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S53
A Convenient Synthesis of Methyl 3-Phenylhydrazono-2-(2-pyrazinylcarbonylamino)propanoates and Their Conversion to Substituted Pyrazol-5(2H)-ones

Vladimir Kepe, Viktor Kozjan, Slovenko Polanc, and Marijan Kočevar*

*Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, SI-1000 Ljubljana, Slovenia

Abstract

Methyl 3-dimethylamino-2-(2-pyrazinylcarbonylamino)propenoate (1) was transformed into substituted methyl 3-phenylhydrazono-2-(2-pyrazinyl-carbonylamino)-propanoates (3) by treatment with various substituted phenyl-hydrazine hydrochlorides (2) in methanol. In contrast, heating of 1 and 2 in 1-butanol yielded 1,4-disubstituted pyrazol-5(2H)-ones (4). The latter can also be ob-tained upon heating of 3 in acetic acid.