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Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules
In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-p...
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Published in: | Synthetic communications 2023-05, Vol.53 (10), p.696-707 |
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container_title | Synthetic communications |
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creator | Abdelwahab, Reham E. Abdelhamid, Ismail A. Elwahy, Ahmed H. M. Abdelmoniem, Amr M. |
description | In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide with dimedone, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one at reflux. The tri-substituted methanes (TRSMs) were synthesized through the reaction of the appropriate aldehyde with 6-aminothiouracil and 4-hydroxycoumarin. The structures of novel compounds were confirmed based on spectral data. |
doi_str_mv | 10.1080/00397911.2023.2190462 |
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M. ; Abdelmoniem, Amr M.</creator><creatorcontrib>Abdelwahab, Reham E. ; Abdelhamid, Ismail A. ; Elwahy, Ahmed H. M. ; Abdelmoniem, Amr M.</creatorcontrib><description>In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide with dimedone, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one at reflux. The tri-substituted methanes (TRSMs) were synthesized through the reaction of the appropriate aldehyde with 6-aminothiouracil and 4-hydroxycoumarin. The structures of novel compounds were confirmed based on spectral data.</description><identifier>ISSN: 0039-7911</identifier><identifier>EISSN: 1532-2432</identifier><identifier>DOI: 10.1080/00397911.2023.2190462</identifier><language>eng</language><publisher>Philadelphia: Taylor & Francis</publisher><subject>2-(4-(4-Formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide ; 4-hydroxycoumarin ; 5-methyl-2,4-dihydro-3H-pyrazol-3-one ; Aldehydes ; Chemical synthesis ; dimedone ; fused 1,4-dihydropyridines ; Pyridines ; Substitutes ; tri-substituted methanes (TRSMs)</subject><ispartof>Synthetic communications, 2023-05, Vol.53 (10), p.696-707</ispartof><rights>2023 Taylor & Francis Group, LLC 2023</rights><rights>2023 Taylor & Francis Group, LLC</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c338t-387d1768fbfbd1dec27d316675f17093a477a51dfca9442bce74b81229a1f0ef3</citedby><cites>FETCH-LOGICAL-c338t-387d1768fbfbd1dec27d316675f17093a477a51dfca9442bce74b81229a1f0ef3</cites><orcidid>0000-0002-3992-9488 ; 0000-0003-1220-8370 ; 0000-0002-9243-7589</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Abdelwahab, Reham E.</creatorcontrib><creatorcontrib>Abdelhamid, Ismail A.</creatorcontrib><creatorcontrib>Elwahy, Ahmed H. M.</creatorcontrib><creatorcontrib>Abdelmoniem, Amr M.</creatorcontrib><title>Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules</title><title>Synthetic communications</title><description>In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide with dimedone, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one at reflux. The tri-substituted methanes (TRSMs) were synthesized through the reaction of the appropriate aldehyde with 6-aminothiouracil and 4-hydroxycoumarin. The structures of novel compounds were confirmed based on spectral data.</description><subject>2-(4-(4-Formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide</subject><subject>4-hydroxycoumarin</subject><subject>5-methyl-2,4-dihydro-3H-pyrazol-3-one</subject><subject>Aldehydes</subject><subject>Chemical synthesis</subject><subject>dimedone</subject><subject>fused 1,4-dihydropyridines</subject><subject>Pyridines</subject><subject>Substitutes</subject><subject>tri-substituted methanes (TRSMs)</subject><issn>0039-7911</issn><issn>1532-2432</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kV-L1DAUxYsoOK5-BCHgw87AZMyftml9WlnUFVYFd30SCWlyY7O0zZikav2QfiZbpvro04Vzf-fcCyfLnlJyoKQizwnhtagpPTDC-IHRmuQlu5dtaMEZZjln97PNwuAFepg9ivGOEFqIqt5kv2-mIbUQXUTeosF_hw4pHZxxA8Q9SpCCaicTvHHHKahfvvPoM9_nuHmRn-_5OYYvs_4PDw7HsYnJpTGBQT2kVs0btL39ePMu7lADKrjhK2J4m-MtxccWhqnD9Aqv6Zjjqdstsv857fD7lVAakuqdATQOLiEV11fbqZmPo953oMcO4uPsgVVdhCfrPMs-vX51e3mFrz-8eXv58hprzquEeSUMFWVlG9sYakAzYTgtS1FYKkjNVS6EKqixWtV5zhoNIm8qylitqCVg-Vn27JR7DP7bCDHJOz-GYT4pWUVYWcxR1UwVJ0oHH2MAK4_B9SpMkhK5VCf_VieX6uRa3ey7OPncYH3o1Q8fOiOTmjofbFCDdlHy_0f8AV2fogk</recordid><startdate>20230519</startdate><enddate>20230519</enddate><creator>Abdelwahab, Reham E.</creator><creator>Abdelhamid, Ismail A.</creator><creator>Elwahy, Ahmed H. M.</creator><creator>Abdelmoniem, Amr M.</creator><general>Taylor & Francis</general><general>Taylor & Francis Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-3992-9488</orcidid><orcidid>https://orcid.org/0000-0003-1220-8370</orcidid><orcidid>https://orcid.org/0000-0002-9243-7589</orcidid></search><sort><creationdate>20230519</creationdate><title>Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules</title><author>Abdelwahab, Reham E. ; Abdelhamid, Ismail A. ; Elwahy, Ahmed H. M. ; Abdelmoniem, Amr M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c338t-387d1768fbfbd1dec27d316675f17093a477a51dfca9442bce74b81229a1f0ef3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>2-(4-(4-Formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide</topic><topic>4-hydroxycoumarin</topic><topic>5-methyl-2,4-dihydro-3H-pyrazol-3-one</topic><topic>Aldehydes</topic><topic>Chemical synthesis</topic><topic>dimedone</topic><topic>fused 1,4-dihydropyridines</topic><topic>Pyridines</topic><topic>Substitutes</topic><topic>tri-substituted methanes (TRSMs)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Abdelwahab, Reham E.</creatorcontrib><creatorcontrib>Abdelhamid, Ismail A.</creatorcontrib><creatorcontrib>Elwahy, Ahmed H. M.</creatorcontrib><creatorcontrib>Abdelmoniem, Amr M.</creatorcontrib><collection>CrossRef</collection><jtitle>Synthetic communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Abdelwahab, Reham E.</au><au>Abdelhamid, Ismail A.</au><au>Elwahy, Ahmed H. M.</au><au>Abdelmoniem, Amr M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules</atitle><jtitle>Synthetic communications</jtitle><date>2023-05-19</date><risdate>2023</risdate><volume>53</volume><issue>10</issue><spage>696</spage><epage>707</epage><pages>696-707</pages><issn>0039-7911</issn><eissn>1532-2432</eissn><abstract>In this study novel 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide hybrids with fused 1,4-dihydropyridines such as acridines and tetrahydrodipyrazolo[3,4-b:4',3'-e]pyridines were successfully and efficiently prepared through a one-pot multi-component reaction of 2-(4-(4-formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide with dimedone, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one at reflux. The tri-substituted methanes (TRSMs) were synthesized through the reaction of the appropriate aldehyde with 6-aminothiouracil and 4-hydroxycoumarin. The structures of novel compounds were confirmed based on spectral data.</abstract><cop>Philadelphia</cop><pub>Taylor & Francis</pub><doi>10.1080/00397911.2023.2190462</doi><tpages>12</tpages><orcidid>https://orcid.org/0000-0002-3992-9488</orcidid><orcidid>https://orcid.org/0000-0003-1220-8370</orcidid><orcidid>https://orcid.org/0000-0002-9243-7589</orcidid></addata></record> |
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subjects | 2-(4-(4-Formyl-1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-arylacetamide 4-hydroxycoumarin 5-methyl-2,4-dihydro-3H-pyrazol-3-one Aldehydes Chemical synthesis dimedone fused 1,4-dihydropyridines Pyridines Substitutes tri-substituted methanes (TRSMs) |
title | Synthesis of novel acridines, tetrahydrodipyrazolo [3,4-b:4',3'-e]pyridines, tri-substituted methanes (TRSMs) bearing 2-(4-(1-phenyl-1H-pyrazol-3-yl)phenoxy)-N-phenylacetamide unit as novel hybrid molecules |
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