Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione
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...
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Veröffentlicht in: | ChemistrySelect (Weinheim) 2019-02, Vol.4 (5), p.1738-1741 |
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creator | Gojiya, Dinesh G. Vekariya, Mitesh B. Kapupara, Vimal H. Bhatt, Tejal D. Kalavadiya, Prakash L. Joshi, Hitendra S. |
description | 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. |
doi_str_mv | 10.1002/slct.201803607 |
format | Article |
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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.</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.201803607</identifier><language>eng</language><ispartof>ChemistrySelect (Weinheim), 2019-02, Vol.4 (5), p.1738-1741</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c847-b7bb379661b57597e8fc74a606f02c11e284bc9c162c5168953c2f09eb10f6633</citedby><cites>FETCH-LOGICAL-c847-b7bb379661b57597e8fc74a606f02c11e284bc9c162c5168953c2f09eb10f6633</cites><orcidid>0000-0003-4686-6670</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Gojiya, Dinesh G.</creatorcontrib><creatorcontrib>Vekariya, Mitesh B.</creatorcontrib><creatorcontrib>Kapupara, Vimal H.</creatorcontrib><creatorcontrib>Bhatt, Tejal D.</creatorcontrib><creatorcontrib>Kalavadiya, Prakash L.</creatorcontrib><creatorcontrib>Joshi, Hitendra S.</creatorcontrib><title>Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione</title><title>ChemistrySelect (Weinheim)</title><description>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.</description><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpNkFFLwzAUhYMoOOZefc6jwlpvkiZpH-ecTpgMdG9jlDRLINq1oynO7UH8Cf5Gf4kpivh0zuVcDpwPoXMCMQGgV77UbUyBpMAEyCPUo0zwSPAkO_7nT9HA-2cAICIVlMseen9UW7ce4ie32ZYGq2qNJ9Y67UzV4genm3qnXs3Xx-fIe-dbs8aj8mVfqtbVFa4tFl2kTbsvg6F4ioNcm-pQL81qSYaYrfD8TR1c1XXQIU4uWHi6DMdNaDBn6MSq0pvBr_bR4nayGE-j2fzufjyaRTpNZFTIomAyE4IUXPJMmtRqmSgBwgLVhBiaJoXONBFU8zAt40xTC5kpCFghGOuj-Kc27PG-MTbfNm6jmn1OIO_45R2__I8f-wZfeGag</recordid><startdate>20190207</startdate><enddate>20190207</enddate><creator>Gojiya, Dinesh G.</creator><creator>Vekariya, Mitesh B.</creator><creator>Kapupara, Vimal H.</creator><creator>Bhatt, Tejal D.</creator><creator>Kalavadiya, Prakash L.</creator><creator>Joshi, Hitendra S.</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-4686-6670</orcidid></search><sort><creationdate>20190207</creationdate><title>Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione</title><author>Gojiya, Dinesh G. ; Vekariya, Mitesh B. ; Kapupara, Vimal H. ; Bhatt, Tejal D. ; Kalavadiya, Prakash L. ; Joshi, Hitendra S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c847-b7bb379661b57597e8fc74a606f02c11e284bc9c162c5168953c2f09eb10f6633</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gojiya, Dinesh G.</creatorcontrib><creatorcontrib>Vekariya, Mitesh B.</creatorcontrib><creatorcontrib>Kapupara, Vimal H.</creatorcontrib><creatorcontrib>Bhatt, Tejal D.</creatorcontrib><creatorcontrib>Kalavadiya, Prakash L.</creatorcontrib><creatorcontrib>Joshi, Hitendra S.</creatorcontrib><collection>CrossRef</collection><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gojiya, Dinesh G.</au><au>Vekariya, Mitesh B.</au><au>Kapupara, Vimal H.</au><au>Bhatt, Tejal D.</au><au>Kalavadiya, Prakash L.</au><au>Joshi, Hitendra S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2019-02-07</date><risdate>2019</risdate><volume>4</volume><issue>5</issue><spage>1738</spage><epage>1741</epage><pages>1738-1741</pages><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>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.</abstract><doi>10.1002/slct.201803607</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0003-4686-6670</orcidid></addata></record> |
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language | eng |
recordid | cdi_crossref_primary_10_1002_slct_201803607 |
source | Wiley Online Library All Journals |
title | Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2 H ‐Benzo[e][1, 3] Oxazine‐2, 4(3 H )‐Dione |
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