Synthesis of Benzo[b]thiophene Substituted Carbamates,Ureas, Semicarbazides,and Pyrazoles and Their Antimicrobial and Analgesic Activity |
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Authors: | Tholappanavara H Suresha Kumara Kittappa M Mahadevan Hosanagara N Harishkumar Basavaraj Padmashali Gadada Naganagowda |
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Institution: | 1. Department of Post Graduate Studies and Research in Chemistry , Kuvempu University , Shankaraghatta, Karnataka, India;2. Department of Chemistry , Sahyadri Science College (Autonomous) , Shimoga, Karnataka, India |
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Abstract: | 2-Azidocarbonyl-3-chlorobenzob]thiophene 3 was obtained from 3-chloro-benzob]thiophene-2-carbonyl chloride 1 and 3-chloro-benzob]thiophene-2-carboxy hydrazide 2 . The compound 3 on Curtius rearrangement with various alcohols, amines, and hydrazines afforded the corresponding carbamates 4a–b , ureas 5a–j , and semicarbazides 6a–g , respectively. Compound 2 was also utilized for the synthesis of pyrazoles 7a–c by treatment with various chalcones. The structures of the newly synthesized compounds were elucidated on the basis of IR, 1 H NMR, and mass spectral data and have been screened for antimicrobial and analgesic activities. |
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Keywords: | Analgesic activity antimicrobial activity 2-azidocarbonyl-3-chlorobenzo[b]thiophene Curtius rearrangement |
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