Effect of Iodine on the Antimicrobial Activity of New Spiro and Isolated β-Lactam Thiazolidinone Derivatives

Authors: El-Kanzi, N. A. A.¹; Khalafallah, A. K.¹; Younis, M.²

Source: Phosphorus, Sulfur, and Silicon and the Related Elements, Volume 182, Number 5, May 2007 , pp. 1163-1181(19)

Publisher: Taylor and Francis Ltd

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Abstract:

The reaction of 1,4-naphthoquinone with a mixture of urea and ethylcyanoacetate in ethanol containing a piperidine catalyst afforded compound 1, which reacted with acetonitrile and steam of hydrogen chloride to yield compound 2, which readily condensed with different aromatic amine to give 3a-c. Compound 3a-c reacted with chloroacetyl chloride and/or mercaptoacetic acid to give spiro β-Lactam 4a-c, and spiro thiazolidinone 5a-c also isolated β-Lactam and thiazolidinone 7a-d and 8a-d prepared from a reaction of isolated schiff base 6a-d with chloroacetyle chloride and mercaptoacetic acid. Compound 2 reacted with ethyl iodide to give compound 9, which used to synthesis of new shiff bases 10a-c and13a-d. The new schiff bases 10a-c and 13a-d reacted with chloroacetyl chloride or mercaptoacetic acid to give B-Lactams 11a-c and 14a-d and thiazolidinone derivatives 12a-c and 15a-d.

Keywords: Spiro B lactam; spiro thiazolidinone; shief base

Document Type: Research article

DOI: http://dx.doi.org/10.1080/10426500601149929

Affiliations: 1: Chemistry Department, Faculty of Science, Aswan, Egypt 2: Botany Department, Faculty of Science, Aswan, Egypt

Publication date: 2007-05-01