New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines
1-Chlorophthalazine (1) reacts with a 2-fold molar excess of ynamines 2a, b to give penta-substituted pyridine derivatives 3a, b by nitrogen-nitrogen bond cleavage of the pyridazine ring with release of hydrogen chloride. Similarly, other fused pyridazines having a chloro substituent α to nitrogen i...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1994/11/15, Vol.42(11), pp.2219-2224 |
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container_title | Chemical & pharmaceutical bulletin |
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creator | OISHI, Etuo IWAMOTO, Ken-ichi OKADA, Tomomi SUZUKI, Sumiko TANJI, Ken-ichi MIYASHITA, Akira HIGASHINO, Takeo |
description | 1-Chlorophthalazine (1) reacts with a 2-fold molar excess of ynamines 2a, b to give penta-substituted pyridine derivatives 3a, b by nitrogen-nitrogen bond cleavage of the pyridazine ring with release of hydrogen chloride. Similarly, other fused pyridazines having a chloro substituent α to nitrogen in the pyridazine ring, i.e., pyrido[3, 4-d]- (10a), pyrido[2, 3-d]- (10b), thiazolo[4, 5-d]- (10c, d), furo[2, 3-d]- (10e) and pyrrolo[2, 3-d]- (10f, g) pyridazine derivatives, gave the corresponding penta-substituted pyridines 11a-11k. |
doi_str_mv | 10.1248/cpb.42.2219 |
format | Article |
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Similarly, other fused pyridazines having a chloro substituent α to nitrogen in the pyridazine ring, i.e., pyrido[3, 4-d]- (10a), pyrido[2, 3-d]- (10b), thiazolo[4, 5-d]- (10c, d), furo[2, 3-d]- (10e) and pyrrolo[2, 3-d]- (10f, g) pyridazine derivatives, gave the corresponding penta-substituted pyridines 11a-11k.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.42.2219</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>bond cleavage ; Chemistry ; condensed pyridazine ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Organic chemistry ; phthalazine ; Preparations and properties ; ynamine</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1994/11/15, Vol.42(11), pp.2219-2224</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1995 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1994</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3624714$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>OISHI, Etuo</creatorcontrib><creatorcontrib>IWAMOTO, Ken-ichi</creatorcontrib><creatorcontrib>OKADA, Tomomi</creatorcontrib><creatorcontrib>SUZUKI, Sumiko</creatorcontrib><creatorcontrib>TANJI, Ken-ichi</creatorcontrib><creatorcontrib>MIYASHITA, Akira</creatorcontrib><creatorcontrib>HIGASHINO, Takeo</creatorcontrib><title>New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>1-Chlorophthalazine (1) reacts with a 2-fold molar excess of ynamines 2a, b to give penta-substituted pyridine derivatives 3a, b by nitrogen-nitrogen bond cleavage of the pyridazine ring with release of hydrogen chloride. Similarly, other fused pyridazines having a chloro substituent α to nitrogen in the pyridazine ring, i.e., pyrido[3, 4-d]- (10a), pyrido[2, 3-d]- (10b), thiazolo[4, 5-d]- (10c, d), furo[2, 3-d]- (10e) and pyrrolo[2, 3-d]- (10f, g) pyridazine derivatives, gave the corresponding penta-substituted pyridines 11a-11k.</description><subject>bond cleavage</subject><subject>Chemistry</subject><subject>condensed pyridazine</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Organic chemistry</subject><subject>phthalazine</subject><subject>Preparations and properties</subject><subject>ynamine</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><recordid>eNpFkE9Lw0AQxRdRsFZPfoGAXlN3Z3fz5yJoaVUo9aIHT8skmbUJaRJ3U0v99Ka06OUNM_PjDfMYuxZ8IkAld3mXTRRMAER6wkZCqjjUAPKUjTjnaQgykufswvuKc9A8liN2v6RtsAyXwWPbFMG0JvzGTwpaG8w3nobJqm5d2-1cWeBP2ZAPtmW_Cj4aXO-7S3ZmsfZ0daxj9j6fvU2fw8Xr08v0YRFWkkMfYmKJF2SBQOlBkzyjoki0RMUzLDIJFm0S2QySCIREW6RaAhEnTRnFSo7ZzcG3c-3XhnxvqnbjmuGkESriEOk0EgN1e6TQ51hbh01eetO5co1uZ2QEKhZ7s_kBq3w_PPu3R9eXeU1mSFGkOjEKjBBH3Uf6D6zQGWrkL_n0b2c</recordid><startdate>19941115</startdate><enddate>19941115</enddate><creator>OISHI, Etuo</creator><creator>IWAMOTO, Ken-ichi</creator><creator>OKADA, Tomomi</creator><creator>SUZUKI, Sumiko</creator><creator>TANJI, Ken-ichi</creator><creator>MIYASHITA, Akira</creator><creator>HIGASHINO, Takeo</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>19941115</creationdate><title>New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines</title><author>OISHI, Etuo ; IWAMOTO, Ken-ichi ; OKADA, Tomomi ; SUZUKI, Sumiko ; TANJI, Ken-ichi ; MIYASHITA, Akira ; HIGASHINO, Takeo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j302t-a8fe0def2e245f2e8cbedd853a40badb32faf86fb286213afd9532ee0e5ebe743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>bond cleavage</topic><topic>Chemistry</topic><topic>condensed pyridazine</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Organic chemistry</topic><topic>phthalazine</topic><topic>Preparations and properties</topic><topic>ynamine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>OISHI, Etuo</creatorcontrib><creatorcontrib>IWAMOTO, Ken-ichi</creatorcontrib><creatorcontrib>OKADA, Tomomi</creatorcontrib><creatorcontrib>SUZUKI, Sumiko</creatorcontrib><creatorcontrib>TANJI, Ken-ichi</creatorcontrib><creatorcontrib>MIYASHITA, Akira</creatorcontrib><creatorcontrib>HIGASHINO, Takeo</creatorcontrib><collection>Pascal-Francis</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>OISHI, Etuo</au><au>IWAMOTO, Ken-ichi</au><au>OKADA, Tomomi</au><au>SUZUKI, Sumiko</au><au>TANJI, Ken-ichi</au><au>MIYASHITA, Akira</au><au>HIGASHINO, Takeo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1994-11-15</date><risdate>1994</risdate><volume>42</volume><issue>11</issue><spage>2219</spage><epage>2224</epage><pages>2219-2224</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>1-Chlorophthalazine (1) reacts with a 2-fold molar excess of ynamines 2a, b to give penta-substituted pyridine derivatives 3a, b by nitrogen-nitrogen bond cleavage of the pyridazine ring with release of hydrogen chloride. Similarly, other fused pyridazines having a chloro substituent α to nitrogen in the pyridazine ring, i.e., pyrido[3, 4-d]- (10a), pyrido[2, 3-d]- (10b), thiazolo[4, 5-d]- (10c, d), furo[2, 3-d]- (10e) and pyrrolo[2, 3-d]- (10f, g) pyridazine derivatives, gave the corresponding penta-substituted pyridines 11a-11k.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.42.2219</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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source | J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
subjects | bond cleavage Chemistry condensed pyridazine Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Organic chemistry phthalazine Preparations and properties ynamine |
title | New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines |
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