One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity
Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to...
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| Veröffentlicht in: | Journal of heterocyclic chemistry 2016-01, Vol.53 (1), p.95-101 |
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| container_title | Journal of heterocyclic chemistry |
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| creator | El-Hashash, Maher A. Azab, Mohamed E. Morsy, Jehan M. |
| description | Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to have some interesting biological activity. The behavior of 3, 1‐benzoxazin‐4‐one toward active methylene compounds, namely, acetylacetone in basic medium has been studied and gave 3‐acetylquinoline. The last reaction is considered as an illustrative model of heterocyclic transformation reactions. |
| doi_str_mv | 10.1002/jhet.2389 |
| format | Article |
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The behavior of 3, 1‐benzoxazin‐4‐one toward active methylene compounds, namely, acetylacetone in basic medium has been studied and gave 3‐acetylquinoline. 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Heterocyclic Chem</addtitle><description>Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to have some interesting biological activity. The behavior of 3, 1‐benzoxazin‐4‐one toward active methylene compounds, namely, acetylacetone in basic medium has been studied and gave 3‐acetylquinoline. The last reaction is considered as an illustrative model of heterocyclic transformation reactions.</description><subject>Benzoxazinone</subject><subject>Biological activity</subject><subject>Mannich reaction</subject><subject>quinazolinone</subject><subject>quinoline</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp1kMtOwzAQRS0EEuWx4A8ssWIR8CNpkmUpj4IQrxbBznKcCXVJ7WK7QPoD_DYprdixGo3m3DvSQeiAkmNKCDuZjCEcM57lG6hD85hHCc35Juq0NxbRhL1sox3vJ-1KeZp20PedgejeBjxsTBiD1x7bCg_tFPBZY-RUK8yi4bzwQYd5gBKfglnYL7nQxhrwWJoSj8agHe5b58DPrCm1ecUP2siFrddUW9kzQSs9k78d2tb2VStZ454K-kOHZg9tVbL2sL-eu-jp4nzUH0Q3d5dX_d5NpDhP8ihmVZXSjJO4gCIuObBCQakKxaTiNC6TLC1J1s2zmMUyrWiLFkXBykqSigBhfBcdrnpnzr7PwQcxsXNn2peCpkmeE56wvKWOVpRy1nsHlZg5PZWuEZSIpWex9CyWnlv2ZMV-6hqa_0FxPTgfrRPRKqF9gK-_hHRvopvyNBHPt5eCX9CzwWO3Lyj_AVvdkYo</recordid><startdate>201601</startdate><enddate>201601</enddate><creator>El-Hashash, Maher A.</creator><creator>Azab, Mohamed E.</creator><creator>Morsy, Jehan M.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201601</creationdate><title>One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity</title><author>El-Hashash, Maher A. ; Azab, Mohamed E. ; Morsy, Jehan M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3359-42ff718304beb4d3e2bcedcbc2ac314d587d08698424a7f1183bbb2dfa0f0e023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Benzoxazinone</topic><topic>Biological activity</topic><topic>Mannich reaction</topic><topic>quinazolinone</topic><topic>quinoline</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>El-Hashash, Maher A.</creatorcontrib><creatorcontrib>Azab, Mohamed E.</creatorcontrib><creatorcontrib>Morsy, Jehan M.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>El-Hashash, Maher A.</au><au>Azab, Mohamed E.</au><au>Morsy, Jehan M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><addtitle>J. Heterocyclic Chem</addtitle><date>2016-01</date><risdate>2016</risdate><volume>53</volume><issue>1</issue><spage>95</spage><epage>101</epage><pages>95-101</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>Reactions of 6‐bromo‐2‐isopropyl‐4(3H)‐3,1‐benzoxazin‐4‐one toward mono‐ and di‐dentate nitrogen nucleophiles, e.g. primary aliphatic and aromatic amines, 1,2‐phenylenediamine, hydrazine hydrate, and formamide, have been investigated and afford the corresponding quinazolinones which are expected to have some interesting biological activity. The behavior of 3, 1‐benzoxazin‐4‐one toward active methylene compounds, namely, acetylacetone in basic medium has been studied and gave 3‐acetylquinoline. The last reaction is considered as an illustrative model of heterocyclic transformation reactions.</abstract><cop>Hoboken</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/jhet.2389</doi><tpages>7</tpages></addata></record> |
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| ispartof | Journal of heterocyclic chemistry, 2016-01, Vol.53 (1), p.95-101 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Benzoxazinone Biological activity Mannich reaction quinazolinone quinoline |
| title | One-Pot Synthesis of Some Dynamic 2-Substituted Benzoxazinones and Their Corresponding Qinazolinones of Anticipated Biological Activity |
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