ISBN: 978-83-60043-10-3 - eurobic9

Eurobic9, 2-6 September, 2008, Wrocław, Poland
P62. Preparation of Ethyl β-arylamino Crotonates Using Preyssler
Heteropolyacids Preyssler”s Acid H14NaP5W30O110 , H3PMo12O40 and
H14NaP5W29 MoO110 and its supported as catalysts
A. Gharib a, b* , M. Roshani a , M. Jahangir a
a b
Department of Chemistry , School of Sciences, Islamic Azad University, Mashhad, Iran Agricultural
Researches&Services center, Mashhad, Iran
e-mail: aligharib5@yahoo.com
The catalysts based on heteropolyacids types and related compounds are less corrosive and produce lower
amount of wastes than conventional acid catalysts, so they can be used as replacement in ecofriendly
processes.The HPA were supported on several carriers in order to use these catalysts in heterogeneous liquid
reactions[1], with the advantage of easy product recovery.
On the other hand, 4-quinolones are important compounds and valuable synthetic
Intermediates for derivatives that have biological activities belonging to various types, e.g.tuberculostatic [2].
Some , 4-quinolones are used as antibacterials 3 , e.g. ciprofloxacine and other 6-fluoroquinolones.The Conrad-
Limpach reaction between anilines and a β-ketoester is a general method to synthesize , 4-quinolones [3].
The aromatic amines react with methyl acetoacetate yielding alkyl β-arylaminocrotonates, acetoacetanilides,
diphenylureas or , 4-quinolones , depending on the temperature, solvent and molar ratio of the reactants [4].
These compounds can be cyclized , 4-quinolones by heating in diphenyl ether.
R 1
R 2
R 3
+
NH 2
O
O
H 3C OC 2H 5
preyssler catal.
R 1
R 2
R 3
N
H
CH 3 O
OC 2H 5
Refrences:
[1] L. Pizzio, C. Caceres, M. Blanco, Appl. Catal. A: General 167, 283 (1998) .
[2] U. Holzgrabe, M. Steinert, Pharmazie. 56, 11 (2001).
[3] W. Werner, Tetrahedron 25, 255 (1969).
[4] B. Reddy, synth.commun. 29, 2789 (1999).
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R 1
R 2
O
R 3 N H
CH 3