Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2H‐Benzo[e][1, 3] Oxazine‐2, 4(3H)‐Dione

A simple, efficient and eco‐friendly method has been developed for the synthesis of biologically active alkyl derivatives of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione by using microwave irradiations. The N‐alkylation of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione with substituted alkyl deriv...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2019-02, Vol.4 (5), p.1738-1741
Hauptverfasser: Gojiya, Dinesh G., Vekariya, Mitesh B., Kapupara, Vimal H., Bhatt, Tejal D., Kalavadiya, Prakash L., Joshi, Hitendra S.
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Sprache:eng
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Zusammenfassung:A simple, efficient and eco‐friendly method has been developed for the synthesis of biologically active alkyl derivatives of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione by using microwave irradiations. The N‐alkylation of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione with substituted alkyl derivatives under microwave radiations in presence of Tetra‐n‐butyl ammonium bromide as a phase transfer catalyst to give the desired products. Comparison between conventional and microwave‐assisted synthesis revealed that it reduced the reaction time, improve the yield and purity of 6‐acetyl‐3‐(substituted alkyl)‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐diones analog molecules. All the final compounds were characterized by FT‐IR, 1HNMR, 13CNMR, HRMS and Mass spectroscopic analysis, also succeeded to develop and analyze the single crystal XRD of compound 4 f. The antimicrobial evaluation studies show moderate activities against used microbes. The comparative studies of N‐alkylation reaction of 6‐acetyl‐2H‐benzo[e][1, 3] oxazine‐2, 4(3H)‐dione was summarised in present work by using the microwave and conventional heating. The results show that the microwave method afforded maximum yield output in a shorter time period in comparison to the conventional method.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201803607