Structural tautomerism of 4-acylpyrazolone schiff bases and crystal structure of 5-methyl-2-phenyl-4-{1-[(pyridin-2-ylmethyl)-amino]-ethylidene}-2,4-dihydro-pyrazol-3-one View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2009-12

AUTHORS

A. S. Amarasekara, O. S. Owereh, K. A. Lyssenko, T. V. Timofeeva

ABSTRACT

The Schiff base derivatives prepared from 4-acetyl-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one and alkyl amines are shown to remain exclusively in the amine-one(I) tautomeric form in chloroform solutions at room temperature using a combination of 1H, 13C, APT, COSY, HMQC, and HMBC NMR spectroscopic methods. The crystal structure of 5-methyl-2-phenyl-4-{1-[(pyridin-2-ylmethyl)-amino]-ethylidene}-2,4-dihydro-pyrazol-3-one showed that this 4-acylpyrazolone Schiff base stays in the amine-one(I) form in the solid state as well, and the solid state structure supports the fact that strong hydrogen bonding between amine hydrogen and the pyrazolone C3 carbonyl oxygen helps to stabilize the amine-one(I) tautomer. More... »

PAGES

1159-1165

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10947-009-0170-4

DOI

http://dx.doi.org/10.1007/s10947-009-0170-4

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1000202483


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