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Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione
Author(s) -
Gojiya Dinesh G.,
Vekariya Mitesh B.,
Kapupara Vimal H.,
Bhatt Tejal D.,
Kalavadiya Prakash L.,
Joshi Hitendra S.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803607
Subject(s) - alkylation , chemistry , ammonium bromide , yield (engineering) , alkyl , proton nmr , carbon 13 nmr , bromide , ammonium , phase transfer catalyst , catalysis , organic chemistry , medicinal chemistry , nuclear chemistry , materials science , biochemistry , metallurgy , pulmonary surfactant
A simple, efficient and eco‐friendly method has been developed for the synthesis of biologically active alkyl derivatives of 6‐acetyl‐2 H ‐benzo[ e ][1,3]oxazine‐2,4(3 H )‐dione by using microwave irradiations. The N‐alkylation of 6‐acetyl‐2 H ‐benzo[ e ][1,3]oxazine‐2,4(3 H )‐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)‐2 H ‐benzo[ e ][1,3]oxazine‐2,4(3 H )‐diones analog molecules. All the final compounds were characterized by FT‐IR, 1 HNMR, 13 CNMR, 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.