Interaction of 2-(1H-benzimidazol-2-yl)-thieno[2,3-b]pyridin-3-amines with ortho-Formylbenzoic Acids
We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyr...
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| Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-01, Vol.50 (10), p.1487-1495 |
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| container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
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| creator | Vasilin, V. K. Lukina, D. Yu Stroganova, T. A. Krapivin, G. D. |
| description | We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2-benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6-Di-hydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]-benzimidazol-6-yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methyl-isoindolo-[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4-(methoxymethyl)-2-methylpyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]- benzoic acid were studied by X-ray crystallography. |
| doi_str_mv | 10.1007/s10593-014-1615-z |
| format | Article |
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K. ; Lukina, D. Yu ; Stroganova, T. A. ; Krapivin, G. D.</creator><creatorcontrib>Vasilin, V. K. ; Lukina, D. Yu ; Stroganova, T. A. ; Krapivin, G. D.</creatorcontrib><description>We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2-benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6-Di-hydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]-benzimidazol-6-yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methyl-isoindolo-[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4-(methoxymethyl)-2-methylpyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]- benzoic acid were studied by X-ray crystallography.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-014-1615-z</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Amines ; Benzoic acid ; Chemistry ; Chemistry and Materials Science ; Crystals ; Organic acids ; Organic Chemistry ; Pharmacy ; Pyridine ; Structure</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2015-01, Vol.50 (10), p.1487-1495</ispartof><rights>Springer Science+Business Media New York 2014</rights><rights>COPYRIGHT 2015 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c340t-bbb972df9f959a0370472b9091ce2d3647acbe5806bbc21419cf8fdd47b601953</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/s10593-014-1615-z$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10593-014-1615-z$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Vasilin, V. K.</creatorcontrib><creatorcontrib>Lukina, D. Yu</creatorcontrib><creatorcontrib>Stroganova, T. A.</creatorcontrib><creatorcontrib>Krapivin, G. D.</creatorcontrib><title>Interaction of 2-(1H-benzimidazol-2-yl)-thieno[2,3-b]pyridin-3-amines with ortho-Formylbenzoic Acids</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2-benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6-Di-hydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]-benzimidazol-6-yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methyl-isoindolo-[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4-(methoxymethyl)-2-methylpyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]- benzoic acid were studied by X-ray crystallography.</description><subject>Amines</subject><subject>Benzoic acid</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Crystals</subject><subject>Organic acids</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Pyridine</subject><subject>Structure</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp9kEtrHDEQhEWIIRvbPyC3gVxiSDtqaWY0Oi7GLzD4Ep-MEaOXV2ZGMtIEs_vro2V9CQTTh6ab-gqqCPmG9BwpFb8K0k5yoNgC9tjB7hNZYSc4DLzjn8mKUiqBI2NfyNdSXuopcGhXxN7GxeXRLCHFJvmGwQ-8Ae3iLszBjrs0AYPtdAbLJriYHtlPDvrpdZuDDRE4jHOIrjRvYdk0KS-bBFcpz9tp75CCadYm2HJCjvw4FXf6vo_Jw9Xl74sbuLu_vr1Y34HhLV1Aay0Fs1562cmRckFbwbSkEo1jlvetGI123UB7rQ3DFqXxg7e2FbqnKDt-TL4ffJ_HyakQfVpqtDkUo9YtHcTA-w6r6vw_qjrWzcGk6Hyo_38APAAmp1Ky8-o1h3nMW4VU7dtXh_ZVbV_t21e7yrADU6o2PrusXtKfHGv6D6C_o16GcA</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Vasilin, V. K.</creator><creator>Lukina, D. Yu</creator><creator>Stroganova, T. A.</creator><creator>Krapivin, G. D.</creator><general>Springer US</general><general>Springer</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20150101</creationdate><title>Interaction of 2-(1H-benzimidazol-2-yl)-thieno[2,3-b]pyridin-3-amines with ortho-Formylbenzoic Acids</title><author>Vasilin, V. K. ; Lukina, D. Yu ; Stroganova, T. A. ; Krapivin, G. D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c340t-bbb972df9f959a0370472b9091ce2d3647acbe5806bbc21419cf8fdd47b601953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Amines</topic><topic>Benzoic acid</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Crystals</topic><topic>Organic acids</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Pyridine</topic><topic>Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vasilin, V. K.</creatorcontrib><creatorcontrib>Lukina, D. Yu</creatorcontrib><creatorcontrib>Stroganova, T. A.</creatorcontrib><creatorcontrib>Krapivin, G. D.</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vasilin, V. K.</au><au>Lukina, D. Yu</au><au>Stroganova, T. A.</au><au>Krapivin, G. D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Interaction of 2-(1H-benzimidazol-2-yl)-thieno[2,3-b]pyridin-3-amines with ortho-Formylbenzoic Acids</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2015-01-01</date><risdate>2015</risdate><volume>50</volume><issue>10</issue><spage>1487</spage><epage>1495</epage><pages>1487-1495</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2-benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6-Di-hydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]-benzimidazol-6-yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methyl-isoindolo-[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4-(methoxymethyl)-2-methylpyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]- benzoic acid were studied by X-ray crystallography.</abstract><cop>Boston</cop><pub>Springer US</pub><doi>10.1007/s10593-014-1615-z</doi><tpages>9</tpages></addata></record> |
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| subjects | Amines Benzoic acid Chemistry Chemistry and Materials Science Crystals Organic acids Organic Chemistry Pharmacy Pyridine Structure |
| title | Interaction of 2-(1H-benzimidazol-2-yl)-thieno[2,3-b]pyridin-3-amines with ortho-Formylbenzoic Acids |
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