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Green, One-Pot, Solvent-Free Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using a Brønsted Acidic Ionic Liquid as Novel and Reusable Catalyst
3-Methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH 2 ) 4 SO 3 HMIM][HSO 4 ], a Brønsted acidic ionic liquid, has been used as an efficient, green, and reusable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles using benzil, an aromatic aldehyde, and a primary amine in...
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Published in: | Synthetic communications 2010-08, Vol.40 (17), p.2588-2597 |
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cites | cdi_FETCH-LOGICAL-c373t-460fee1d6032bc591483b8abca08c8e30785ae1e0a0a8638e910ad33642832573 |
container_end_page | 2597 |
container_issue | 17 |
container_start_page | 2588 |
container_title | Synthetic communications |
container_volume | 40 |
creator | Davoodnia, Abolghasem Heravi, Majid M. Safavi-Rad, Zahra Tavakoli-Hoseini, Niloofar |
description | 3-Methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH
2
)
4
SO
3
HMIM][HSO
4
], a Brønsted acidic ionic liquid, has been used as an efficient, green, and reusable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles using benzil, an aromatic aldehyde, and a primary amine in the presence of ammonium acetate under solvent-free conditions. The catalyst could be recycled and reused several times without noticeably decreasing the catalytic activity. |
doi_str_mv | 10.1080/00397910903289271 |
format | article |
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4
SO
3
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], a Brønsted acidic ionic liquid, has been used as an efficient, green, and reusable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles using benzil, an aromatic aldehyde, and a primary amine in the presence of ammonium acetate under solvent-free conditions. The catalyst could be recycled and reused several times without noticeably decreasing the catalytic activity.</description><identifier>ISSN: 0039-7911</identifier><identifier>EISSN: 1532-2432</identifier><identifier>DOI: 10.1080/00397910903289271</identifier><language>eng</language><publisher>Philadelphia: Taylor & Francis Group</publisher><subject>Brønsted acidic ionic liquids ; multicomponent reactions ; one-pot synthesis ; solvent-free conditions ; tetrasubstituted imidazole</subject><ispartof>Synthetic communications, 2010-08, Vol.40 (17), p.2588-2597</ispartof><rights>Copyright Taylor & Francis Group, LLC 2010</rights><rights>Copyright Taylor & Francis Ltd. Jan 2010</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c373t-460fee1d6032bc591483b8abca08c8e30785ae1e0a0a8638e910ad33642832573</citedby><cites>FETCH-LOGICAL-c373t-460fee1d6032bc591483b8abca08c8e30785ae1e0a0a8638e910ad33642832573</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Davoodnia, Abolghasem</creatorcontrib><creatorcontrib>Heravi, Majid M.</creatorcontrib><creatorcontrib>Safavi-Rad, Zahra</creatorcontrib><creatorcontrib>Tavakoli-Hoseini, Niloofar</creatorcontrib><title>Green, One-Pot, Solvent-Free Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using a Brønsted Acidic Ionic Liquid as Novel and Reusable Catalyst</title><title>Synthetic communications</title><description>3-Methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH
2
)
4
SO
3
HMIM][HSO
4
], a Brønsted acidic ionic liquid, has been used as an efficient, green, and reusable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles using benzil, an aromatic aldehyde, and a primary amine in the presence of ammonium acetate under solvent-free conditions. The catalyst could be recycled and reused several times without noticeably decreasing the catalytic activity.</description><subject>Brønsted acidic ionic liquids</subject><subject>multicomponent reactions</subject><subject>one-pot synthesis</subject><subject>solvent-free conditions</subject><subject>tetrasubstituted imidazole</subject><issn>0039-7911</issn><issn>1532-2432</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqFkMFu1DAQhi1EJZaWB-BmcU6oHceJI_XSrmi70opWtD1Hk2QCrrJ263EKy2PwNNx5Mbza3irEZUaa-b_5NT9j76X4KIURx0Kopm6kaIQqTFPU8hVbSK2KvChV8Zotdvs8CeQb9pboXgipa9Ms2K-LgOgyfuUwv_Yx4zd-ekIX8_M05zdbF78hWeJ-5DIrsjLT-S3GADR3FG2cIw58tbED_PQTEr8j675y4Gfhz29Hu-Vpbwfb85V3qa7t42wHDsQ_-yecOLiBf8GZoJuQLyHCtKV4xA5GmAjfPfdDdnf-6XZ5ma-vLlbL03Xeq1rFvKzEiCiHKn3c9bqRpVGdga4HYXqDStRGA0oUIMBUymBKBwalqrIwqtC1OmQf9ncfgn-ckWJ77-fgkmVrdKXKSmmdRHIv6oMnCji2D8FuIGxbKdpd8u2L5BNT7xnrRh828N2HaWgjbCcfxgCut_SSauOPmMiT_5Lq38Z_AXGHmxA</recordid><startdate>20100805</startdate><enddate>20100805</enddate><creator>Davoodnia, Abolghasem</creator><creator>Heravi, Majid M.</creator><creator>Safavi-Rad, Zahra</creator><creator>Tavakoli-Hoseini, Niloofar</creator><general>Taylor & Francis Group</general><general>Taylor & Francis Ltd</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20100805</creationdate><title>Green, One-Pot, Solvent-Free Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using a Brønsted Acidic Ionic Liquid as Novel and Reusable Catalyst</title><author>Davoodnia, Abolghasem ; Heravi, Majid M. ; Safavi-Rad, Zahra ; Tavakoli-Hoseini, Niloofar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c373t-460fee1d6032bc591483b8abca08c8e30785ae1e0a0a8638e910ad33642832573</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Brønsted acidic ionic liquids</topic><topic>multicomponent reactions</topic><topic>one-pot synthesis</topic><topic>solvent-free conditions</topic><topic>tetrasubstituted imidazole</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Davoodnia, Abolghasem</creatorcontrib><creatorcontrib>Heravi, Majid M.</creatorcontrib><creatorcontrib>Safavi-Rad, Zahra</creatorcontrib><creatorcontrib>Tavakoli-Hoseini, Niloofar</creatorcontrib><collection>CrossRef</collection><jtitle>Synthetic communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Davoodnia, Abolghasem</au><au>Heravi, Majid M.</au><au>Safavi-Rad, Zahra</au><au>Tavakoli-Hoseini, Niloofar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Green, One-Pot, Solvent-Free Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using a Brønsted Acidic Ionic Liquid as Novel and Reusable Catalyst</atitle><jtitle>Synthetic communications</jtitle><date>2010-08-05</date><risdate>2010</risdate><volume>40</volume><issue>17</issue><spage>2588</spage><epage>2597</epage><pages>2588-2597</pages><issn>0039-7911</issn><eissn>1532-2432</eissn><abstract>3-Methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate [(CH
2
)
4
SO
3
HMIM][HSO
4
], a Brønsted acidic ionic liquid, has been used as an efficient, green, and reusable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles using benzil, an aromatic aldehyde, and a primary amine in the presence of ammonium acetate under solvent-free conditions. The catalyst could be recycled and reused several times without noticeably decreasing the catalytic activity.</abstract><cop>Philadelphia</cop><pub>Taylor & Francis Group</pub><doi>10.1080/00397910903289271</doi><tpages>10</tpages></addata></record> |
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language | eng |
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source | Taylor and Francis Science and Technology Collection |
subjects | Brønsted acidic ionic liquids multicomponent reactions one-pot synthesis solvent-free conditions tetrasubstituted imidazole |
title | Green, One-Pot, Solvent-Free Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Using a Brønsted Acidic Ionic Liquid as Novel and Reusable Catalyst |
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