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KMID : 1059520110550040638
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Journal of the Korean Chemical Society
2011 Volume.55 No. 4 p.638 ~ p.643
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Silica Sulfuric Acid as a Mild and Efficient Reagent for the Synthesis of 1,4-Diazepine and 1,5-Benzodiazepine Derivatives
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Y. C. Joshi
Shalini Saingar
Kavita, P. Joshi
Rajesh Kumar
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Abstract
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The synthesis of biologically active 1H-1,4-diazepines 4a-d and 3H-1,5-benzodiazepines 5a-d in good yields, from the heterocyclization reaction of 2-(4-methylthio benzenesulfonyl)-1,3-dimethyl/1-methyl-3-phenyl/1,3-diphenyl/1-methyl-3- ethoxy propane-1,3-dione 3a-d with ethylenediamine (EDA) and o-phenylenediamine (o-PDA), respectively, in the presence of silica sulfuric acid (SSA) is described. The novel β-diketones/β-ketoesters 3a-d were synthesized by the condensation reaction of 4-methylthiobenzenesulfonyl chloride 1 with various β-diketones/β-ketoesters 2a-d. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds 4a-d and 5a-d have been screened for antimicrobial, antifungal and anthelmintic activity.
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KEYWORD
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3H-1, 5-Benzodiazepines, 1H-1, 4-Diazepines, Ethylenediamine, o-Phenylenediamine, Silica sulfuric acid
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