Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives
We report synthesis of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide ([TPPHSP]Br) as a reusable green Brønsted-acidic ionic liquid catalyst and its application for synthesis of 5-arylidene barbituric acids and pyrano[2,3- d ]pyrimidine derivatives by condensation reaction between aromatic...
Gespeichert in:
| Veröffentlicht in: | Research on chemical intermediates 2019-06, Vol.45 (6), p.3395-3408 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 3408 |
|---|---|
| container_issue | 6 |
| container_start_page | 3395 |
| container_title | Research on chemical intermediates |
| container_volume | 45 |
| creator | Karami, Samira Momeni, Ahmad Reza Albadi, Jalal |
| description | We report synthesis of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide ([TPPHSP]Br) as a reusable green Brønsted-acidic ionic liquid catalyst and its application for synthesis of 5-arylidene barbituric acids and pyrano[2,3-
d
]pyrimidine derivatives by condensation reaction between aromatic aldehydes and barbituric acid or aromatic aldehydes, malononitrile, and barbituric acid in EtOH–H
2
O in reflux condition with good to excellent yield. The [TPPHSP]Br IL catalyst was characterized by Fourier-transform infrared (FT-IR) spectroscopy,
1
H and
13
C nuclear magnetic resonance (NMR), and thermogravimetric (TG) analysis and showed good catalytic activity and reusability. |
| doi_str_mv | 10.1007/s11164-019-03798-0 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2222699587</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2222699587</sourcerecordid><originalsourceid>FETCH-LOGICAL-c356t-6554542542c4f846534d7112689891a889fd740ae5a59bf72c3eaaa7e08116f13</originalsourceid><addsrcrecordid>eNp9UUtrFTEUDmLB69U_4CrgRsFoMjPJZJZSfBQKumhXIkPu5KQ3ZZqkSaYyv7N_yNOO0J0hDw58j5PzEfJG8I-C8_5TEUKojnExMN72g2b8GdkJqTSTqpfPyY4PTcOUUPoFeVnKNedCas135P5nhmSyqT4GaoKlJqXZT1sdHa3ZpyOEdX6XckzrzFp2XG2OVxBoWWZnKrxPx1jwBL_c0EOON94CNYUG-EPBOT95CJWinp_o7G8Xbynqm3ktlbqYaVlDPULx5cFPMpPXGRUC0IPJB1-XjDwzeVse-0trNiH-aj60zP7GwqOdR7CF7O-w7Tsor8iJM3OB1__ePbn8-uXi9Ds7__Ht7PTzOZtaqSpTUnaya3BPndOdkm1neyEapQc9CKP14GzfcQPSyOHg-mZqwRjTA9c4bCfaPXm76eJobhcodbyOSw5oOTa41DBI3SOq2VBTjqVkcGPCpvGXo-DjQ3jjFt6I4Y2P4eG9J-1GKggOV5CfpP_D-gtaIKJE</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2222699587</pqid></control><display><type>article</type><title>Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives</title><source>SpringerNature Journals</source><creator>Karami, Samira ; Momeni, Ahmad Reza ; Albadi, Jalal</creator><creatorcontrib>Karami, Samira ; Momeni, Ahmad Reza ; Albadi, Jalal</creatorcontrib><description>We report synthesis of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide ([TPPHSP]Br) as a reusable green Brønsted-acidic ionic liquid catalyst and its application for synthesis of 5-arylidene barbituric acids and pyrano[2,3-
d
]pyrimidine derivatives by condensation reaction between aromatic aldehydes and barbituric acid or aromatic aldehydes, malononitrile, and barbituric acid in EtOH–H
2
O in reflux condition with good to excellent yield. The [TPPHSP]Br IL catalyst was characterized by Fourier-transform infrared (FT-IR) spectroscopy,
1
H and
13
C nuclear magnetic resonance (NMR), and thermogravimetric (TG) analysis and showed good catalytic activity and reusability.</description><identifier>ISSN: 0922-6168</identifier><identifier>EISSN: 1568-5675</identifier><identifier>DOI: 10.1007/s11164-019-03798-0</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>Aldehydes ; Catalysis ; Catalysts ; Catalytic activity ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Derivatives ; Fourier transforms ; Infrared spectroscopy ; Inorganic Chemistry ; Ionic liquids ; Ions ; Malononitrile ; NMR ; Nuclear magnetic resonance ; Physical Chemistry</subject><ispartof>Research on chemical intermediates, 2019-06, Vol.45 (6), p.3395-3408</ispartof><rights>Springer Nature B.V. 2019</rights><rights>Copyright Springer Nature B.V. 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c356t-6554542542c4f846534d7112689891a889fd740ae5a59bf72c3eaaa7e08116f13</citedby><cites>FETCH-LOGICAL-c356t-6554542542c4f846534d7112689891a889fd740ae5a59bf72c3eaaa7e08116f13</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11164-019-03798-0$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11164-019-03798-0$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Karami, Samira</creatorcontrib><creatorcontrib>Momeni, Ahmad Reza</creatorcontrib><creatorcontrib>Albadi, Jalal</creatorcontrib><title>Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives</title><title>Research on chemical intermediates</title><addtitle>Res Chem Intermed</addtitle><description>We report synthesis of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide ([TPPHSP]Br) as a reusable green Brønsted-acidic ionic liquid catalyst and its application for synthesis of 5-arylidene barbituric acids and pyrano[2,3-
d
]pyrimidine derivatives by condensation reaction between aromatic aldehydes and barbituric acid or aromatic aldehydes, malononitrile, and barbituric acid in EtOH–H
2
O in reflux condition with good to excellent yield. The [TPPHSP]Br IL catalyst was characterized by Fourier-transform infrared (FT-IR) spectroscopy,
1
H and
13
C nuclear magnetic resonance (NMR), and thermogravimetric (TG) analysis and showed good catalytic activity and reusability.</description><subject>Aldehydes</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Derivatives</subject><subject>Fourier transforms</subject><subject>Infrared spectroscopy</subject><subject>Inorganic Chemistry</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Malononitrile</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Physical Chemistry</subject><issn>0922-6168</issn><issn>1568-5675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9UUtrFTEUDmLB69U_4CrgRsFoMjPJZJZSfBQKumhXIkPu5KQ3ZZqkSaYyv7N_yNOO0J0hDw58j5PzEfJG8I-C8_5TEUKojnExMN72g2b8GdkJqTSTqpfPyY4PTcOUUPoFeVnKNedCas135P5nhmSyqT4GaoKlJqXZT1sdHa3ZpyOEdX6XckzrzFp2XG2OVxBoWWZnKrxPx1jwBL_c0EOON94CNYUG-EPBOT95CJWinp_o7G8Xbynqm3ktlbqYaVlDPULx5cFPMpPXGRUC0IPJB1-XjDwzeVse-0trNiH-aj60zP7GwqOdR7CF7O-w7Tsor8iJM3OB1__ePbn8-uXi9Ds7__Ht7PTzOZtaqSpTUnaya3BPndOdkm1neyEapQc9CKP14GzfcQPSyOHg-mZqwRjTA9c4bCfaPXm76eJobhcodbyOSw5oOTa41DBI3SOq2VBTjqVkcGPCpvGXo-DjQ3jjFt6I4Y2P4eG9J-1GKggOV5CfpP_D-gtaIKJE</recordid><startdate>20190615</startdate><enddate>20190615</enddate><creator>Karami, Samira</creator><creator>Momeni, Ahmad Reza</creator><creator>Albadi, Jalal</creator><general>Springer Netherlands</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20190615</creationdate><title>Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives</title><author>Karami, Samira ; Momeni, Ahmad Reza ; Albadi, Jalal</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c356t-6554542542c4f846534d7112689891a889fd740ae5a59bf72c3eaaa7e08116f13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Aldehydes</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Derivatives</topic><topic>Fourier transforms</topic><topic>Infrared spectroscopy</topic><topic>Inorganic Chemistry</topic><topic>Ionic liquids</topic><topic>Ions</topic><topic>Malononitrile</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Physical Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karami, Samira</creatorcontrib><creatorcontrib>Momeni, Ahmad Reza</creatorcontrib><creatorcontrib>Albadi, Jalal</creatorcontrib><collection>CrossRef</collection><jtitle>Research on chemical intermediates</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Karami, Samira</au><au>Momeni, Ahmad Reza</au><au>Albadi, Jalal</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives</atitle><jtitle>Research on chemical intermediates</jtitle><stitle>Res Chem Intermed</stitle><date>2019-06-15</date><risdate>2019</risdate><volume>45</volume><issue>6</issue><spage>3395</spage><epage>3408</epage><pages>3395-3408</pages><issn>0922-6168</issn><eissn>1568-5675</eissn><abstract>We report synthesis of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide ([TPPHSP]Br) as a reusable green Brønsted-acidic ionic liquid catalyst and its application for synthesis of 5-arylidene barbituric acids and pyrano[2,3-
d
]pyrimidine derivatives by condensation reaction between aromatic aldehydes and barbituric acid or aromatic aldehydes, malononitrile, and barbituric acid in EtOH–H
2
O in reflux condition with good to excellent yield. The [TPPHSP]Br IL catalyst was characterized by Fourier-transform infrared (FT-IR) spectroscopy,
1
H and
13
C nuclear magnetic resonance (NMR), and thermogravimetric (TG) analysis and showed good catalytic activity and reusability.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><doi>10.1007/s11164-019-03798-0</doi><tpages>14</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0922-6168 |
| ispartof | Research on chemical intermediates, 2019-06, Vol.45 (6), p.3395-3408 |
| issn | 0922-6168 1568-5675 |
| language | eng |
| recordid | cdi_proquest_journals_2222699587 |
| source | SpringerNature Journals |
| subjects | Aldehydes Catalysis Catalysts Catalytic activity Chemical synthesis Chemistry Chemistry and Materials Science Derivatives Fourier transforms Infrared spectroscopy Inorganic Chemistry Ionic liquids Ions Malononitrile NMR Nuclear magnetic resonance Physical Chemistry |
| title | Preparation and application of triphenyl(propyl-3-hydrogen sulfate)phosphonium bromide as new efficient ionic liquid catalyst for synthesis of 5-arylidene barbituric acids and pyrano[2,3-d]pyrimidine derivatives |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T20%3A00%3A15IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Preparation%20and%20application%20of%20triphenyl(propyl-3-hydrogen%20sulfate)phosphonium%20bromide%20as%20new%20efficient%20ionic%20liquid%20catalyst%20for%20synthesis%20of%205-arylidene%20barbituric%20acids%20and%20pyrano%5B2,3-d%5Dpyrimidine%20derivatives&rft.jtitle=Research%20on%20chemical%20intermediates&rft.au=Karami,%20Samira&rft.date=2019-06-15&rft.volume=45&rft.issue=6&rft.spage=3395&rft.epage=3408&rft.pages=3395-3408&rft.issn=0922-6168&rft.eissn=1568-5675&rft_id=info:doi/10.1007/s11164-019-03798-0&rft_dat=%3Cproquest_cross%3E2222699587%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2222699587&rft_id=info:pmid/&rfr_iscdi=true |