Pyrimidine Derivatives. X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes
Several new tricyclic hetero compounds possessing a pyrimidine ring were formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bromopropyl, and 2-bromopropyl)-6-bromomethyl-3-methyl-2, 4(1H, 3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives : namely, 5-bromo-(and-5-nitro)-9-i...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1993/09/15, Vol.41(9), pp.1485-1490 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | KINOSHITA, Toshio WATANABE, Yukihiro TAKAISHI, Yumiko OKUNAKA, Tomoko NAKAO, Setsuko FURUKAWA, Sunao |
| description | Several new tricyclic hetero compounds possessing a pyrimidine ring were formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bromopropyl, and 2-bromopropyl)-6-bromomethyl-3-methyl-2, 4(1H, 3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives : namely, 5-bromo-(and-5-nitro)-9-imino-3-methyl-(and 3, 11-dimethyl)-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecanes (2a-4a, 2c, and 8a-10a) and 5-bromo-(and 5-nitro)-9-imino-3-methyl-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.4.0.06, 10]tridecanes (2b-4b and 8b-10b). A new ring transformation reaction was found : compound 8b was converted to 7-acetylimino-3-methyl-2, 4-dioxo-6, 1, 3, 8-thiatriazatricyclo-[4.4.0.15, 8]dodec-5(12)-ene (11) by reaction with acetic anhydride. |
| doi_str_mv | 10.1248/cpb.41.1485 |
| format | Article |
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X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes</title><source>J-STAGE Free</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>Free Full-Text Journals in Chemistry</source><creator>KINOSHITA, Toshio ; WATANABE, Yukihiro ; TAKAISHI, Yumiko ; OKUNAKA, Tomoko ; NAKAO, Setsuko ; FURUKAWA, Sunao</creator><creatorcontrib>KINOSHITA, Toshio ; WATANABE, Yukihiro ; TAKAISHI, Yumiko ; OKUNAKA, Tomoko ; NAKAO, Setsuko ; FURUKAWA, Sunao</creatorcontrib><description>Several new tricyclic hetero compounds possessing a pyrimidine ring were formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bromopropyl, and 2-bromopropyl)-6-bromomethyl-3-methyl-2, 4(1H, 3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives : namely, 5-bromo-(and-5-nitro)-9-imino-3-methyl-(and 3, 11-dimethyl)-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecanes (2a-4a, 2c, and 8a-10a) and 5-bromo-(and 5-nitro)-9-imino-3-methyl-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.4.0.06, 10]tridecanes (2b-4b and 8b-10b). A new ring transformation reaction was found : compound 8b was converted to 7-acetylimino-3-methyl-2, 4-dioxo-6, 1, 3, 8-thiatriazatricyclo-[4.4.0.15, 8]dodec-5(12)-ene (11) by reaction with acetic anhydride.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.41.1485</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>1-bromoalkyl-6-bromomethylpyrimidinedione ; 8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecane ; Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; intramolecular Michael-type addition ; Organic chemistry ; Preparations and properties ; thiourea</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1993/09/15, Vol.41(9), pp.1485-1490</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1994 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5005-ca27afdcb0f7667d326a071a7210fd03729d01d32f7d29d7fbbf9f9dc8ef97673</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,778,782,1879,4012,27910,27911,27912</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3937669$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>KINOSHITA, Toshio</creatorcontrib><creatorcontrib>WATANABE, Yukihiro</creatorcontrib><creatorcontrib>TAKAISHI, Yumiko</creatorcontrib><creatorcontrib>OKUNAKA, Tomoko</creatorcontrib><creatorcontrib>NAKAO, Setsuko</creatorcontrib><creatorcontrib>FURUKAWA, Sunao</creatorcontrib><title>Pyrimidine Derivatives. X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Several new tricyclic hetero compounds possessing a pyrimidine ring were formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bromopropyl, and 2-bromopropyl)-6-bromomethyl-3-methyl-2, 4(1H, 3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives : namely, 5-bromo-(and-5-nitro)-9-imino-3-methyl-(and 3, 11-dimethyl)-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecanes (2a-4a, 2c, and 8a-10a) and 5-bromo-(and 5-nitro)-9-imino-3-methyl-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.4.0.06, 10]tridecanes (2b-4b and 8b-10b). A new ring transformation reaction was found : compound 8b was converted to 7-acetylimino-3-methyl-2, 4-dioxo-6, 1, 3, 8-thiatriazatricyclo-[4.4.0.15, 8]dodec-5(12)-ene (11) by reaction with acetic anhydride.</description><subject>1-bromoalkyl-6-bromomethylpyrimidinedione</subject><subject>8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecane</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>intramolecular Michael-type addition</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>thiourea</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><recordid>eNqFkV1rFDEUhoNYcG298g_kQryxM83HzGTinWzVFooWXUEQCdl8dFNmJ9uc2cr6R_07JuzSeufNSTjv-z4czkHoJSU1ZU1_ZjbLuqE1bfr2CZpR3oiqZYw_RTNCiKwY7_gz9BzglhDWEsFn6M_1LoV1sGF0-NylcK-ncO-gxt9r_HU3TisHAXD0-JP7hRcpmJ0ZgsEXbnIp4nlcb-J2tICvI4ADCOMN1vgf5pfSeYv7U0xPMc-VVItV0FMK-nephRd_NDWvSU26ov-sbLTO6NEB1qP9f7R5jObuIXqCjrwewL04vMfo24f3i_lFdfX54-X83VVlWkLaymgmtLdmSbzoOmE56zQRVAtGibeECyYtobnthc1f4ZdLL720pndeik7wY_R6z92keLd1MKl1AOOGIQ8Rt6Bo1wvWdjQb3-yNJuVVJefVJi9Jp52iRJXjqXw81VBVjpfdrw5YDUYPPunRBHiIcMnzuDLbzve2W5j0jXvQdZqCGVxBUtn2BSv3pdAf5ZVOyo38L8Pjr0Y</recordid><startdate>1993</startdate><enddate>1993</enddate><creator>KINOSHITA, Toshio</creator><creator>WATANABE, Yukihiro</creator><creator>TAKAISHI, Yumiko</creator><creator>OKUNAKA, Tomoko</creator><creator>NAKAO, Setsuko</creator><creator>FURUKAWA, Sunao</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope></search><sort><creationdate>1993</creationdate><title>Pyrimidine Derivatives. X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes</title><author>KINOSHITA, Toshio ; WATANABE, Yukihiro ; TAKAISHI, Yumiko ; OKUNAKA, Tomoko ; NAKAO, Setsuko ; FURUKAWA, Sunao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5005-ca27afdcb0f7667d326a071a7210fd03729d01d32f7d29d7fbbf9f9dc8ef97673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>1-bromoalkyl-6-bromomethylpyrimidinedione</topic><topic>8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecane</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>intramolecular Michael-type addition</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>thiourea</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KINOSHITA, Toshio</creatorcontrib><creatorcontrib>WATANABE, Yukihiro</creatorcontrib><creatorcontrib>TAKAISHI, Yumiko</creatorcontrib><creatorcontrib>OKUNAKA, Tomoko</creatorcontrib><creatorcontrib>NAKAO, Setsuko</creatorcontrib><creatorcontrib>FURUKAWA, Sunao</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KINOSHITA, Toshio</au><au>WATANABE, Yukihiro</au><au>TAKAISHI, Yumiko</au><au>OKUNAKA, Tomoko</au><au>NAKAO, Setsuko</au><au>FURUKAWA, Sunao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pyrimidine Derivatives. X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1993</date><risdate>1993</risdate><volume>41</volume><issue>9</issue><spage>1485</spage><epage>1490</epage><pages>1485-1490</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Several new tricyclic hetero compounds possessing a pyrimidine ring were formed by reaction of 5-bromo- (and 5-nitro)-1-(2-bromoethyl, 3-bromopropyl, and 2-bromopropyl)-6-bromomethyl-3-methyl-2, 4(1H, 3H)-pyrimidinediones (1a-c and 7a, b) with thiourea derivatives : namely, 5-bromo-(and-5-nitro)-9-imino-3-methyl-(and 3, 11-dimethyl)-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecanes (2a-4a, 2c, and 8a-10a) and 5-bromo-(and 5-nitro)-9-imino-3-methyl-2, 4-dioxo-8, 1, 3, 10-thiatriazatricyclo[4.4.0.06, 10]tridecanes (2b-4b and 8b-10b). A new ring transformation reaction was found : compound 8b was converted to 7-acetylimino-3-methyl-2, 4-dioxo-6, 1, 3, 8-thiatriazatricyclo-[4.4.0.15, 8]dodec-5(12)-ene (11) by reaction with acetic anhydride.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.41.1485</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1993/09/15, Vol.41(9), pp.1485-1490 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | J-STAGE Free; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | 1-bromoalkyl-6-bromomethylpyrimidinedione 8, 1, 3, 10-thiatriazatricyclo[4.3.0.06, 10]dodecane Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms intramolecular Michael-type addition Organic chemistry Preparations and properties thiourea |
| title | Pyrimidine Derivatives. X. Synthesis of New Tricyclic Hetero Compounds Possessing a Pyrimidine Ring : 8, 1, 3, 10-Thiatriazatricyclo[4.3.0.06, 10]-dodecanes and 8, 1, 3, 10-Thiatriazatricyclo[4.4.0.06, 10]tridecanes |
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