Bromo-6-methoxy-8-aminoquinolines: Preparation and 13C-NMR Assignments
Preparation of all possible monobromo-6-methoxy-8-amino-quinolines is reported. These materials provided an opportunity to assess the effect of bromine substitution on 13C-NMR chemical shift patterns. An explanation of the isomerization of 5-bromo-6-methoxy-8-acetamidoquinoline to 7-bromo-6-methoxy-...
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| Veröffentlicht in: | Journal of pharmaceutical sciences 1984-12, Vol.73 (12), p.1854-1856 |
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| container_end_page | 1856 |
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| container_issue | 12 |
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| container_title | Journal of pharmaceutical sciences |
| container_volume | 73 |
| creator | McChesney, James D. Sarangan, S. Hufford, Charles D. |
| description | Preparation of all possible monobromo-6-methoxy-8-amino-quinolines is reported. These materials provided an opportunity to assess the effect of bromine substitution on 13C-NMR chemical shift patterns. An explanation of the isomerization of 5-bromo-6-methoxy-8-acetamidoquinoline to 7-bromo-6-methoxy-8-aminoquinoline during hydrolysis is presented. |
| doi_str_mv | 10.1002/jps.2600731256 |
| format | Article |
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These materials provided an opportunity to assess the effect of bromine substitution on 13C-NMR chemical shift patterns. An explanation of the isomerization of 5-bromo-6-methoxy-8-acetamidoquinoline to 7-bromo-6-methoxy-8-aminoquinoline during hydrolysis is presented.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600731256</identifier><identifier>PMID: 6527277</identifier><identifier>CODEN: JPMSAE</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>Aminoquinolines - chemical synthesis ; bromine substitution ; Bromine substitution-13C-NMR chemical shifts ; Bromine substitution—13C-NMR chemical shifts, bromo-aminoquinoline isomerization ; bromo-aminoquinoline isomerization ; Bromoaminoquinolines-13C-NMR chemical shifts ; Bromoaminoquinolines—13C-NMR chemical shifts, isomerization, bromine substitution ; Chemical Phenomena ; Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; isomerization ; Magnetic Resonance Spectroscopy ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of pharmaceutical sciences, 1984-12, Vol.73 (12), p.1854-1856</ispartof><rights>1984 Wiley‐Liss, Inc., A Wiley Company</rights><rights>Copyright © 1984 Wiley‐Liss, Inc., A Wiley Company</rights><rights>1985 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3036-2c1a92b843b72f826b73c1558d6640b2fb0b135a4ef25fa78a102391f19beab3</citedby><cites>FETCH-LOGICAL-c3036-2c1a92b843b72f826b73c1558d6640b2fb0b135a4ef25fa78a102391f19beab3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjps.2600731256$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjps.2600731256$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=9074049$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/6527277$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>McChesney, James D.</creatorcontrib><creatorcontrib>Sarangan, S.</creatorcontrib><creatorcontrib>Hufford, Charles D.</creatorcontrib><title>Bromo-6-methoxy-8-aminoquinolines: Preparation and 13C-NMR Assignments</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>Preparation of all possible monobromo-6-methoxy-8-amino-quinolines is reported. These materials provided an opportunity to assess the effect of bromine substitution on 13C-NMR chemical shift patterns. An explanation of the isomerization of 5-bromo-6-methoxy-8-acetamidoquinoline to 7-bromo-6-methoxy-8-aminoquinoline during hydrolysis is presented.</description><subject>Aminoquinolines - chemical synthesis</subject><subject>bromine substitution</subject><subject>Bromine substitution-13C-NMR chemical shifts</subject><subject>Bromine substitution—13C-NMR chemical shifts, bromo-aminoquinoline isomerization</subject><subject>bromo-aminoquinoline isomerization</subject><subject>Bromoaminoquinolines-13C-NMR chemical shifts</subject><subject>Bromoaminoquinolines—13C-NMR chemical shifts, isomerization, bromine substitution</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>isomerization</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1984</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1vEzEQhi0EKqFw5YaUA-Lm1B9re82tRKRQtSWCSj1atncWXHa9wd7Q5t_XaKMgDhWX8WGed2b8IPSakgUlhJ3cbvKCSUIUp0zIJ2hGBSNYEqqeolkBGOai0s_Ri5xvCSGSCHGEjqRgiik1Q6sPaegHLHEP44_hfodrbPsQh1_bUroQIb-frxNsbLJjGOLcxmZO-RJfXX6dn-Ycvsce4phfomet7TK82r_H6Hr18Xr5CV98Ofu8PL3AnhMuMfPUaubqijvF2ppJp7inQtSNlBVxrHXEUS5sBS0TrVW1pYRxTVuqHVjHj9G7aewmlQshj6YP2UPX2QjDNhslas2ElgVcTKBPQ84JWrNJobdpZygxf7yZ4s389VYCb_aTt66H5oDvRZX-233fZm-7NtnoQz5gmqiKVLpgesLuQge7_yw15-tv_5yAp2zII9wfsjb9NFJxJczN1ZmhN6KSaq3NqvD1xEMR_jtAMtkHiB6akMCPphnCY799AAUAphM</recordid><startdate>198412</startdate><enddate>198412</enddate><creator>McChesney, James D.</creator><creator>Sarangan, S.</creator><creator>Hufford, Charles D.</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>American Pharmaceutical Association</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>198412</creationdate><title>Bromo-6-methoxy-8-aminoquinolines: Preparation and 13C-NMR Assignments</title><author>McChesney, James D. ; Sarangan, S. ; Hufford, Charles D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3036-2c1a92b843b72f826b73c1558d6640b2fb0b135a4ef25fa78a102391f19beab3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1984</creationdate><topic>Aminoquinolines - chemical synthesis</topic><topic>bromine substitution</topic><topic>Bromine substitution-13C-NMR chemical shifts</topic><topic>Bromine substitution—13C-NMR chemical shifts, bromo-aminoquinoline isomerization</topic><topic>bromo-aminoquinoline isomerization</topic><topic>Bromoaminoquinolines-13C-NMR chemical shifts</topic><topic>Bromoaminoquinolines—13C-NMR chemical shifts, isomerization, bromine substitution</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>isomerization</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>McChesney, James D.</creatorcontrib><creatorcontrib>Sarangan, S.</creatorcontrib><creatorcontrib>Hufford, Charles D.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>McChesney, James D.</au><au>Sarangan, S.</au><au>Hufford, Charles D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bromo-6-methoxy-8-aminoquinolines: Preparation and 13C-NMR Assignments</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1984-12</date><risdate>1984</risdate><volume>73</volume><issue>12</issue><spage>1854</spage><epage>1856</epage><pages>1854-1856</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><coden>JPMSAE</coden><abstract>Preparation of all possible monobromo-6-methoxy-8-amino-quinolines is reported. These materials provided an opportunity to assess the effect of bromine substitution on 13C-NMR chemical shift patterns. An explanation of the isomerization of 5-bromo-6-methoxy-8-acetamidoquinoline to 7-bromo-6-methoxy-8-aminoquinoline during hydrolysis is presented.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>6527277</pmid><doi>10.1002/jps.2600731256</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3549 |
| ispartof | Journal of pharmaceutical sciences, 1984-12, Vol.73 (12), p.1854-1856 |
| issn | 0022-3549 1520-6017 |
| language | eng |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
| subjects | Aminoquinolines - chemical synthesis bromine substitution Bromine substitution-13C-NMR chemical shifts Bromine substitution—13C-NMR chemical shifts, bromo-aminoquinoline isomerization bromo-aminoquinoline isomerization Bromoaminoquinolines-13C-NMR chemical shifts Bromoaminoquinolines—13C-NMR chemical shifts, isomerization, bromine substitution Chemical Phenomena Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives isomerization Magnetic Resonance Spectroscopy Organic chemistry Preparations and properties |
| title | Bromo-6-methoxy-8-aminoquinolines: Preparation and 13C-NMR Assignments |
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