Syntheses of Aminoalkylguanidine Derivatives
The hydrochlorides of N1-benzyl-2-methyl-1, 2-propanediamine (I) and 5-amino-1, 3-dibenzyl-5-methylhexahydropyrimidine (II) were debenzylated by the catalytic hydrogenation under pressure. 2-Methyl-1, 2-propanediamine (III) which obtained from I, was derived to monoguanidine compound. The structure...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1967/07/25, Vol.15(7), pp.936-943 |
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creator | Tsuji, Tadakazu Momona, Hiroko Ueda, Takeo |
description | The hydrochlorides of N1-benzyl-2-methyl-1, 2-propanediamine (I) and 5-amino-1, 3-dibenzyl-5-methylhexahydropyrimidine (II) were debenzylated by the catalytic hydrogenation under pressure. 2-Methyl-1, 2-propanediamine (III) which obtained from I, was derived to monoguanidine compound. The structure of this compound was concluded to be (2-amino-2-methylpropyl) guanidine from the comparison of the infrared spectra of related compounds. 2-Methyl-1, 2, 3-propanetriamine obtained from II, its starting material II, and other ethylenediamine derivatives were also guanidilated by the action of S-methylisothiourea sulfate. |
doi_str_mv | 10.1248/cpb.15.936 |
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The structure of this compound was concluded to be (2-amino-2-methylpropyl) guanidine from the comparison of the infrared spectra of related compounds. 2-Methyl-1, 2, 3-propanetriamine obtained from II, its starting material II, and other ethylenediamine derivatives were also guanidilated by the action of S-methylisothiourea sulfate.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.15.936</identifier><identifier>PMID: 5583155</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Amines ; Guanidines - chemical synthesis</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1967/07/25, Vol.15(7), pp.936-943</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 1967</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c507t-867c4b5fbd6b35faf85dec1bc45446a76b93adf37c6f4480936c8c55798e72323</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/5583155$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tsuji, Tadakazu</creatorcontrib><creatorcontrib>Momona, Hiroko</creatorcontrib><creatorcontrib>Ueda, Takeo</creatorcontrib><title>Syntheses of Aminoalkylguanidine Derivatives</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>The hydrochlorides of N1-benzyl-2-methyl-1, 2-propanediamine (I) and 5-amino-1, 3-dibenzyl-5-methylhexahydropyrimidine (II) were debenzylated by the catalytic hydrogenation under pressure. 2-Methyl-1, 2-propanediamine (III) which obtained from I, was derived to monoguanidine compound. The structure of this compound was concluded to be (2-amino-2-methylpropyl) guanidine from the comparison of the infrared spectra of related compounds. 2-Methyl-1, 2, 3-propanetriamine obtained from II, its starting material II, and other ethylenediamine derivatives were also guanidilated by the action of S-methylisothiourea sulfate.</description><subject>Amines</subject><subject>Guanidines - chemical synthesis</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1967</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkM1LwzAYxoMoc35cvAsDwYPYmTR5k_Q45icMPKjnkKbJ1tm1M2kH--_N6JjgJTk8v_fHw4PQFcFjkjL5YNb5mMA4o_wIDQllIoE0pcdoiDHOkpRyeorOQlhinAIWdIAGAJISgCG6_9jW7cIGG0aNG01WZd3o6ntbzTtdl0VZ29Gj9eVGt-XGhgt04nQV7OX-P0dfz0-f09dk9v7yNp3MEhP1bSK5MCwHlxc8p-C0k1BYQ3LDgDGuBc8zqgtHheGOMYljbyMNgMikFSlN6Tm67b1r3_x0NrRqVQZjq0rXtumCkoyLeAcRvPkHLpvO17GbIgwyQXDGRKTuesr4JgRvnVr7cqX9VhGsdgOqOKAioGKRCF_vlV2-ssUB3S8W82mfL0Or5_aQa9-WprI7FclA7nSif6L1L11or2xNfwGB94H9</recordid><startdate>19670101</startdate><enddate>19670101</enddate><creator>Tsuji, Tadakazu</creator><creator>Momona, Hiroko</creator><creator>Ueda, Takeo</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>19670101</creationdate><title>Syntheses of Aminoalkylguanidine Derivatives</title><author>Tsuji, Tadakazu ; Momona, Hiroko ; Ueda, Takeo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c507t-867c4b5fbd6b35faf85dec1bc45446a76b93adf37c6f4480936c8c55798e72323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1967</creationdate><topic>Amines</topic><topic>Guanidines - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tsuji, Tadakazu</creatorcontrib><creatorcontrib>Momona, Hiroko</creatorcontrib><creatorcontrib>Ueda, Takeo</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tsuji, Tadakazu</au><au>Momona, Hiroko</au><au>Ueda, Takeo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses of Aminoalkylguanidine Derivatives</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1967-01-01</date><risdate>1967</risdate><volume>15</volume><issue>7</issue><spage>936</spage><epage>943</epage><pages>936-943</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>The hydrochlorides of N1-benzyl-2-methyl-1, 2-propanediamine (I) and 5-amino-1, 3-dibenzyl-5-methylhexahydropyrimidine (II) were debenzylated by the catalytic hydrogenation under pressure. 2-Methyl-1, 2-propanediamine (III) which obtained from I, was derived to monoguanidine compound. The structure of this compound was concluded to be (2-amino-2-methylpropyl) guanidine from the comparison of the infrared spectra of related compounds. 2-Methyl-1, 2, 3-propanetriamine obtained from II, its starting material II, and other ethylenediamine derivatives were also guanidilated by the action of S-methylisothiourea sulfate.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>5583155</pmid><doi>10.1248/cpb.15.936</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Amines Guanidines - chemical synthesis |
title | Syntheses of Aminoalkylguanidine Derivatives |
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