6-IODOMETAMECONINE AND 3-IODOMETAHEMIPINIC ACID
6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar s...
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Veröffentlicht in: | Canadian journal of chemistry 1951-06, Vol.29 (6), p.482-489 |
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container_title | Canadian journal of chemistry |
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creator | McRae, J. A VanOrder, R. B Griffiths, F. H Habgood, Thelma Eskin |
description | 6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar steps from m-meconine with that from 2-bromoveratric acid and formaldehyde could not be confirmed. The former substance has the orientation ascribed to it by Rây and Robinson but the identity and orientation of the latter substance is left in doubt. Attempts to form a substituted diphenyl ether from dimethyl 3-iodo-m-hemipinate and the potassium salt of methyl vanillate failed. |
doi_str_mv | 10.1139/v51-057 |
format | Article |
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A ; VanOrder, R. B ; Griffiths, F. H ; Habgood, Thelma Eskin</creator><creatorcontrib>McRae, J. A ; VanOrder, R. B ; Griffiths, F. H ; Habgood, Thelma Eskin</creatorcontrib><description>6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar steps from m-meconine with that from 2-bromoveratric acid and formaldehyde could not be confirmed. The former substance has the orientation ascribed to it by Rây and Robinson but the identity and orientation of the latter substance is left in doubt. Attempts to form a substituted diphenyl ether from dimethyl 3-iodo-m-hemipinate and the potassium salt of methyl vanillate failed.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v51-057</identifier><identifier>PMID: 14848751</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><subject>Humans ; Noscapine - analogs & derivatives ; Old Medline</subject><ispartof>Canadian journal of chemistry, 1951-06, Vol.29 (6), p.482-489</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c411t-4c833eeabc089b9c7ec6b94e94f47e659752606a5b38be5a8f0f169c41698fef3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://cdnsciencepub.com/doi/pdf/10.1139/v51-057$$EPDF$$P50$$Gnrcresearch$$H</linktopdf><linktohtml>$$Uhttps://cdnsciencepub.com/doi/full/10.1139/v51-057$$EHTML$$P50$$Gnrcresearch$$H</linktohtml><link.rule.ids>314,780,784,2932,27924,27925,64428,65234</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14848751$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>McRae, J. A</creatorcontrib><creatorcontrib>VanOrder, R. B</creatorcontrib><creatorcontrib>Griffiths, F. H</creatorcontrib><creatorcontrib>Habgood, Thelma Eskin</creatorcontrib><title>6-IODOMETAMECONINE AND 3-IODOMETAHEMIPINIC ACID</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar steps from m-meconine with that from 2-bromoveratric acid and formaldehyde could not be confirmed. The former substance has the orientation ascribed to it by Rây and Robinson but the identity and orientation of the latter substance is left in doubt. Attempts to form a substituted diphenyl ether from dimethyl 3-iodo-m-hemipinate and the potassium salt of methyl vanillate failed.</description><subject>Humans</subject><subject>Noscapine - analogs & derivatives</subject><subject>Old Medline</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1951</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90F1LwzAUBuAgiptT_AeyKwWhLmmSNrksXXWBrfViXoc0O8HJvkw2wX9vZEWv9Cqc8JyXw4vQNcEPhFA5-uAkwTw_QX3CBE5oKskp6mOMRcIwS3voIoS3OOY45eeoFxETOSd9NMoS1YybWTUvZlXZ1KquhkU9HtKf70k1U8-qVuWwKNX4Ep05swpw1b0D9PJYzctJMm2eVFlME8sI2SfMCkoBTGuxkK20OdislQwkcyyHjMucpxnODG-paIEb4bAjmYzLmRQOHB2g22Puzm_fDxD2er0MFlYrs4HtIeh4P0sJERHeHaH12xA8OL3zy7Xxn5pg_d2Njt3o2E2UN13koV3D4td1ZURwfwQbbz0EMN6-_pN2-zfukN4tHP0Ckqh0Cw</recordid><startdate>19510601</startdate><enddate>19510601</enddate><creator>McRae, J. A</creator><creator>VanOrder, R. B</creator><creator>Griffiths, F. 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B</creatorcontrib><creatorcontrib>Griffiths, F. H</creatorcontrib><creatorcontrib>Habgood, Thelma Eskin</creatorcontrib><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>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>McRae, J. A</au><au>VanOrder, R. B</au><au>Griffiths, F. H</au><au>Habgood, Thelma Eskin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>6-IODOMETAMECONINE AND 3-IODOMETAHEMIPINIC ACID</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1951-06-01</date><risdate>1951</risdate><volume>29</volume><issue>6</issue><spage>482</spage><epage>489</epage><pages>482-489</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><abstract>6-Iodo-m-meconine has been prepared from m-meconine by several steps and oxidized to 3-iodo-m-hemipinic acid. The orientation of the iodo-m-meconine is based on its conversion to 4, 5, 6-trimethoxyphthalide. The identity reported by Rây and Robinson of the bromo-m-meconine made directly by similar steps from m-meconine with that from 2-bromoveratric acid and formaldehyde could not be confirmed. The former substance has the orientation ascribed to it by Rây and Robinson but the identity and orientation of the latter substance is left in doubt. Attempts to form a substituted diphenyl ether from dimethyl 3-iodo-m-hemipinate and the potassium salt of methyl vanillate failed.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><pmid>14848751</pmid><doi>10.1139/v51-057</doi><tpages>8</tpages></addata></record> |
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source | NRC Research Press; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
subjects | Humans Noscapine - analogs & derivatives Old Medline |
title | 6-IODOMETAMECONINE AND 3-IODOMETAHEMIPINIC ACID |
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