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synthesis, reactions and antimicrobial activities of 8-ethoxycoumarin derivatives的合成、反应和抗菌活动8-ethoxycoumarin衍生品.pdf

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synthesis, reactions and antimicrobial activities of 8-ethoxycoumarin derivatives的合成、反应和抗菌活动8-ethoxycoumarin衍生品

Molecules 2012, 17, 971-988; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives Hany M. Mohamed 1,3,*, Ashraf H. F. Abd El-Wahab 2,3, Kamal A. Ahmed 3, Ahmed M. El-Agrody 3,4, Ahmed H. Bedair 3, Fathy A. Eid 3 and Mostafa M. Khafagy 3 1 Chemistry Department, Faculty of Medicine, Jazan University, Jazan 82621, Saudi Arabia 2 Chemistry Department, Faculty of Science, Jazan University, Jazan 2097, Saudi Arabia 3 Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo 11884, Egypt 4 Chemistry Department, Faculty of Science, King Khalid University, Abha 9004, Saudi Arabia * Author to whom correspondence should be addressed; E-Mail: hanysm83@; Tel.: +966-50-762-5189. Received: 14 November 2011; in revised form: 1 January 2012 / Accepted: 4 January 2012 / Published: 18 January 2012 Abstract: Condensation of 3-acetyl-8-ethoxycoumarin (3) with thiosemicarbazide gave ethylidenehydrazinecarbothioamide 5, which was transformed into the thiazolidin-4-one derivatives 6,7. Interaction of 3 with DMF/POCl3 gave -chloroacroline derivative 8. Treatment of 3 with malononitrile gave benzo[c]chromone and 2-aminobenzonitrile derivatives 9 and 10, respectively with respect to the reaction conditions. Condensation of 3-(2-bromoacetyl)-8-ethoxycoumarin (4) with o-phenylenediamine gave 3-(quioxaline-2- yl)-8-ethoxycoumarin hydrobromide