Synthesis and antibacterial activity of some novel thiourea, naphtho[2,3-d]thiazole, quinazoline and thieno[2,3-d]pyrimidine derivatives containing sulfonamido moieties

Article abstract of DOI:10.1080/10426500008045000

p-Substituted sulfamoylphenyl isothiocyanates 1a-d were prepared using reported procedures. The reactivity of 1a-d towards some nitrogen nucleophiles was investigated. Thus, interaction of 1 with aromatic amines and anthranilic acids furnished N¹,N³-disubstituted thioureas 2a-c and 3-[4-N-substituted sulphonamido]phenyl-2-thioxo-4-(3H)-quinazolin-4-ones 4a-f, respectively. Alkylation of 4c with ethyl chloroacetate in acetone containing anhydrous potassium carbonate to yield quinazoline 5. Hydrazinolysis of 5 using ethanolic hydrazine hydrate afforded the corresponding acid hydrazide 6. Finally, treatment of 1a,b,d with 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene yielded thieno[2,3-d]pyrimidines 10a-c bearing sulphonamido moieties. Structures of the new compounds were established by their elemental analyses and spectral data. Also, the most of these compounds were tested in vitro for their antimicrobial activity against some Gram positive and Gram negative bacteria.

Full text of DOI:10.1080/10426500008045000

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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SYNTHESIS AND ANTIBACTERIAL
ACTIVITY OF SOME NOVEL
THIOUREA, NAPHTHO[2,3-
d]THIAZOLE, QUINAZOLINE
AND THIENO[2,3-d]PYRIMIDINE
DERIVATIVES CONTAINING
SULFONAMIDO MOIETIES
M. S. A. El-Gaby a
a Department of Chemistry, Faculty of Science , Al-
Azhar University at Assiut , Assiut, 71524, Egypt
Published online: 04 Oct 2006.
To cite this article: M. S. A. El-Gaby (2000) SYNTHESIS AND ANTIBACTERIAL
ACTIVITY OF SOME NOVEL THIOUREA, NAPHTHO[2,3-d]THIAZOLE, QUINAZOLINE
AND THIENO[2,3-d]PYRIMIDINE DERIVATIVES CONTAINING SULFONAMIDO MOIETIES,
Phosphorus, Sulfur, and Silicon and the Related Elements, 156:1, 157-171, DOI:
10.1080/10426500008045000
To link to this article: http://dx.doi.org/10.1080/10426500008045000
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