Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles
Oxidative chlorination of 1-aryl-4-benzylsulfanyl-1 H -imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1 H -imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding N , N -disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reacti...
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| Veröffentlicht in: | Russian journal of organic chemistry 2017-10, Vol.53 (10), p.1548-1555 |
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| container_title | Russian journal of organic chemistry |
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| creator | Grozav, A. N. Chornous, V. A. Dorokhov, V. I. Vovk, M. V. |
| description | Oxidative chlorination of 1-aryl-4-benzylsulfanyl-1
H
-imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding
N
,
N
-disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reaction of 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides with sodium azide, followed by reduction of the resulting sulfonyl azides, led to the formation of
N
-unsubstituted 5-formylimidazole-4-sulfonamides, and the reaction with alcohols, to 5-formylimidazole-4-sulfonic acids. |
| doi_str_mv | 10.1134/S1070428017100104 |
| format | Article |
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H
-imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding
N
,
N
-disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reaction of 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides with sodium azide, followed by reduction of the resulting sulfonyl azides, led to the formation of
N
-unsubstituted 5-formylimidazole-4-sulfonamides, and the reaction with alcohols, to 5-formylimidazole-4-sulfonic acids.</description><identifier>ISSN: 1070-4280</identifier><identifier>EISSN: 1608-3393</identifier><identifier>DOI: 10.1134/S1070428017100104</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Alcohols ; Amines ; Aromatic compounds ; Chemistry ; Chemistry and Materials Science ; Chlorides ; Imidazole ; Organic Chemistry ; Phenols ; Sulfonates</subject><ispartof>Russian journal of organic chemistry, 2017-10, Vol.53 (10), p.1548-1555</ispartof><rights>Pleiades Publishing, Ltd. 2017</rights><rights>Copyright Springer Science & Business Media 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2314-35ff0eeec9e9e1c0b206aa488d1c74692b4465834d48b28b983104ae4a8d1f693</citedby><cites>FETCH-LOGICAL-c2314-35ff0eeec9e9e1c0b206aa488d1c74692b4465834d48b28b983104ae4a8d1f693</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070428017100104$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070428017100104$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Grozav, A. N.</creatorcontrib><creatorcontrib>Chornous, V. A.</creatorcontrib><creatorcontrib>Dorokhov, V. I.</creatorcontrib><creatorcontrib>Vovk, M. V.</creatorcontrib><title>Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles</title><title>Russian journal of organic chemistry</title><addtitle>Russ J Org Chem</addtitle><description>Oxidative chlorination of 1-aryl-4-benzylsulfanyl-1
H
-imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding
N
,
N
-disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reaction of 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides with sodium azide, followed by reduction of the resulting sulfonyl azides, led to the formation of
N
-unsubstituted 5-formylimidazole-4-sulfonamides, and the reaction with alcohols, to 5-formylimidazole-4-sulfonic acids.</description><subject>Alcohols</subject><subject>Amines</subject><subject>Aromatic compounds</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chlorides</subject><subject>Imidazole</subject><subject>Organic Chemistry</subject><subject>Phenols</subject><subject>Sulfonates</subject><issn>1070-4280</issn><issn>1608-3393</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kE9LAzEQxYMoWKsfwFvBc-rMZppNvJWitlBQ8A_eluw2kS3bTU26h_XTm1JBQTzNg_m9x8xj7BJhjCjo-gkhB8oUYI4ACHTEBihBcSG0OE46rfl-f8rOYlwDACGJAZs--qZ3XVvtat-aZlRv6pX59I2NN6O3xet4RDx2jfNt3_AJdz5sksA5_-HO2YkzTbQX33PIXu5un2dzvny4X8ymS15lAomLiXNgra201RYrKDOQxpBSK6xykjorieRECVqRKjNVaiXSF8aSSYSTWgzZ1SF3G_xHZ-OuWPsupJtjgVrmKr0u80ThgaqCjzFYV2xDvTGhLxCKfVPFn6aSJzt4YmLbdxt-Jf9r-gLeZmgm</recordid><startdate>20171001</startdate><enddate>20171001</enddate><creator>Grozav, A. N.</creator><creator>Chornous, V. A.</creator><creator>Dorokhov, V. I.</creator><creator>Vovk, M. V.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20171001</creationdate><title>Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles</title><author>Grozav, A. N. ; Chornous, V. A. ; Dorokhov, V. I. ; Vovk, M. V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2314-35ff0eeec9e9e1c0b206aa488d1c74692b4465834d48b28b983104ae4a8d1f693</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Alcohols</topic><topic>Amines</topic><topic>Aromatic compounds</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chlorides</topic><topic>Imidazole</topic><topic>Organic Chemistry</topic><topic>Phenols</topic><topic>Sulfonates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Grozav, A. N.</creatorcontrib><creatorcontrib>Chornous, V. A.</creatorcontrib><creatorcontrib>Dorokhov, V. I.</creatorcontrib><creatorcontrib>Vovk, M. V.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Grozav, A. N.</au><au>Chornous, V. A.</au><au>Dorokhov, V. I.</au><au>Vovk, M. V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles</atitle><jtitle>Russian journal of organic chemistry</jtitle><stitle>Russ J Org Chem</stitle><date>2017-10-01</date><risdate>2017</risdate><volume>53</volume><issue>10</issue><spage>1548</spage><epage>1555</epage><pages>1548-1555</pages><issn>1070-4280</issn><eissn>1608-3393</eissn><abstract>Oxidative chlorination of 1-aryl-4-benzylsulfanyl-1
H
-imidazole-5-carbaldehydes gave 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides which reacted with secondary amines and phenols to produce the corresponding
N
,
N
-disubstituted 5-formylimidazole-4-sulfonamides and aryl sulfonates. The reaction of 1-aryl-5-formyl-1
H
-imidazole-4-sulfonyl chlorides with sodium azide, followed by reduction of the resulting sulfonyl azides, led to the formation of
N
-unsubstituted 5-formylimidazole-4-sulfonamides, and the reaction with alcohols, to 5-formylimidazole-4-sulfonic acids.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070428017100104</doi><tpages>8</tpages></addata></record> |
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| subjects | Alcohols Amines Aromatic compounds Chemistry Chemistry and Materials Science Chlorides Imidazole Organic Chemistry Phenols Sulfonates |
| title | Polyfunctional imidazoles: XIV. 4-sulfonyl-5-formyl-1H-imidazoles |
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