Loading…
Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides
Electrochemical oxidation of ( Е )-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2 Е ,2′ E )-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism...
Saved in:
| Published in: | Russian journal of general chemistry 2022-11, Vol.92 (11), p.2235-2245 |
|---|---|
| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3 |
| container_end_page | 2245 |
| container_issue | 11 |
| container_start_page | 2235 |
| container_title | Russian journal of general chemistry |
| container_volume | 92 |
| creator | Osminin, V. I. Mironenko, A. A. Dahno, P. G. Nazarenko, M. A. Oflidi, A. I. Dotsenko, V. V. Strelkov, V. D. Aksenov, N. A. Aksenova, I. V. |
| description | Electrochemical oxidation of (
Е
)-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2
Е
,2′
E
)-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism has been discussed. In laboratory experiments, (2
E
,2′
E
)-2,2′-(1,2,4-thiadiazol-3,5-diyl)bis[3-(4-methoxyphenyl)acrylonitrile] has revealed pronounced antidote effect against herbicide 2,4-D on sunflower seedlings and no pronounced growth-regulating properties. |
| doi_str_mv | 10.1134/S1070363222110068 |
| format | article |
| fullrecord | <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_2754060572</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A730004128</galeid><sourcerecordid>A730004128</sourcerecordid><originalsourceid>FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3</originalsourceid><addsrcrecordid>eNp1kMtKAzEUhoMoWKsP4K7gOnqSzGQy7kqpFyh0oa5DJpc2ZTqpyRTs25thBBciZ5Fz-b8_yUHolsA9Iax4eCNQAeOMUkoIABdnaEI4CMxYCec5z2M8zC_RVUo7gEFEJ-hx2Vrdx6C3du-1amfrL29U70M3C27G8DyeWkyxPqku9FsflM4NtffGpmt04VSb7M3POUUfT8v3xQterZ9fF_MV1lSUPTYV4aIwXNO6LIA65ZiruWEFqZ1omqJkueClsYqWTc0bQ2pVC8MEr41S1LEpuht9DzF8Hm3q5S4cY5evlLTKlhzKimbV_ajaqNZK37nQR6VzmOFjobPO5_68YgBQECoyQEZAx5BStE4eot-reJIE5LBT-WenmaEjk7K229j4-5T_oW8qNHZb</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2754060572</pqid></control><display><type>article</type><title>Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides</title><source>Springer Link</source><creator>Osminin, V. I. ; Mironenko, A. A. ; Dahno, P. G. ; Nazarenko, M. A. ; Oflidi, A. I. ; Dotsenko, V. V. ; Strelkov, V. D. ; Aksenov, N. A. ; Aksenova, I. V.</creator><creatorcontrib>Osminin, V. I. ; Mironenko, A. A. ; Dahno, P. G. ; Nazarenko, M. A. ; Oflidi, A. I. ; Dotsenko, V. V. ; Strelkov, V. D. ; Aksenov, N. A. ; Aksenova, I. V.</creatorcontrib><description>Electrochemical oxidation of (
Е
)-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2
Е
,2′
E
)-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism has been discussed. In laboratory experiments, (2
E
,2′
E
)-2,2′-(1,2,4-thiadiazol-3,5-diyl)bis[3-(4-methoxyphenyl)acrylonitrile] has revealed pronounced antidote effect against herbicide 2,4-D on sunflower seedlings and no pronounced growth-regulating properties.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363222110068</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Acrylonitrile ; Aromatic compounds ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Electrochemical oxidation ; Herbicides ; Oxidation-reduction reaction ; Reaction mechanisms ; Thiadiazoles</subject><ispartof>Russian journal of general chemistry, 2022-11, Vol.92 (11), p.2235-2245</ispartof><rights>Pleiades Publishing, Ltd. 2022</rights><rights>COPYRIGHT 2022 Springer</rights><rights>Pleiades Publishing, Ltd. 2022.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3</citedby><cites>FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3</cites><orcidid>0000-0002-7125-9066 ; 0000-0002-0682-4815 ; 0000-0003-4850-5262 ; 0000-0002-3397-2434 ; 0000-0001-7163-0497 ; 0000-0002-1436-4572 ; 0000-0002-8083-1407 ; 0000-0002-6206-8057 ; 0000-0002-5581-0241</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Osminin, V. I.</creatorcontrib><creatorcontrib>Mironenko, A. A.</creatorcontrib><creatorcontrib>Dahno, P. G.</creatorcontrib><creatorcontrib>Nazarenko, M. A.</creatorcontrib><creatorcontrib>Oflidi, A. I.</creatorcontrib><creatorcontrib>Dotsenko, V. V.</creatorcontrib><creatorcontrib>Strelkov, V. D.</creatorcontrib><creatorcontrib>Aksenov, N. A.</creatorcontrib><creatorcontrib>Aksenova, I. V.</creatorcontrib><title>Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>Electrochemical oxidation of (
Е
)-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2
Е
,2′
E
)-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism has been discussed. In laboratory experiments, (2
E
,2′
E
)-2,2′-(1,2,4-thiadiazol-3,5-diyl)bis[3-(4-methoxyphenyl)acrylonitrile] has revealed pronounced antidote effect against herbicide 2,4-D on sunflower seedlings and no pronounced growth-regulating properties.</description><subject>Acrylonitrile</subject><subject>Aromatic compounds</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Electrochemical oxidation</subject><subject>Herbicides</subject><subject>Oxidation-reduction reaction</subject><subject>Reaction mechanisms</subject><subject>Thiadiazoles</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp1kMtKAzEUhoMoWKsP4K7gOnqSzGQy7kqpFyh0oa5DJpc2ZTqpyRTs25thBBciZ5Fz-b8_yUHolsA9Iax4eCNQAeOMUkoIABdnaEI4CMxYCec5z2M8zC_RVUo7gEFEJ-hx2Vrdx6C3du-1amfrL29U70M3C27G8DyeWkyxPqku9FsflM4NtffGpmt04VSb7M3POUUfT8v3xQterZ9fF_MV1lSUPTYV4aIwXNO6LIA65ZiruWEFqZ1omqJkueClsYqWTc0bQ2pVC8MEr41S1LEpuht9DzF8Hm3q5S4cY5evlLTKlhzKimbV_ajaqNZK37nQR6VzmOFjobPO5_68YgBQECoyQEZAx5BStE4eot-reJIE5LBT-WenmaEjk7K229j4-5T_oW8qNHZb</recordid><startdate>20221101</startdate><enddate>20221101</enddate><creator>Osminin, V. I.</creator><creator>Mironenko, A. A.</creator><creator>Dahno, P. G.</creator><creator>Nazarenko, M. A.</creator><creator>Oflidi, A. I.</creator><creator>Dotsenko, V. V.</creator><creator>Strelkov, V. D.</creator><creator>Aksenov, N. A.</creator><creator>Aksenova, I. V.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-7125-9066</orcidid><orcidid>https://orcid.org/0000-0002-0682-4815</orcidid><orcidid>https://orcid.org/0000-0003-4850-5262</orcidid><orcidid>https://orcid.org/0000-0002-3397-2434</orcidid><orcidid>https://orcid.org/0000-0001-7163-0497</orcidid><orcidid>https://orcid.org/0000-0002-1436-4572</orcidid><orcidid>https://orcid.org/0000-0002-8083-1407</orcidid><orcidid>https://orcid.org/0000-0002-6206-8057</orcidid><orcidid>https://orcid.org/0000-0002-5581-0241</orcidid></search><sort><creationdate>20221101</creationdate><title>Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides</title><author>Osminin, V. I. ; Mironenko, A. A. ; Dahno, P. G. ; Nazarenko, M. A. ; Oflidi, A. I. ; Dotsenko, V. V. ; Strelkov, V. D. ; Aksenov, N. A. ; Aksenova, I. V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acrylonitrile</topic><topic>Aromatic compounds</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Electrochemical oxidation</topic><topic>Herbicides</topic><topic>Oxidation-reduction reaction</topic><topic>Reaction mechanisms</topic><topic>Thiadiazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Osminin, V. I.</creatorcontrib><creatorcontrib>Mironenko, A. A.</creatorcontrib><creatorcontrib>Dahno, P. G.</creatorcontrib><creatorcontrib>Nazarenko, M. A.</creatorcontrib><creatorcontrib>Oflidi, A. I.</creatorcontrib><creatorcontrib>Dotsenko, V. V.</creatorcontrib><creatorcontrib>Strelkov, V. D.</creatorcontrib><creatorcontrib>Aksenov, N. A.</creatorcontrib><creatorcontrib>Aksenova, I. V.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Osminin, V. I.</au><au>Mironenko, A. A.</au><au>Dahno, P. G.</au><au>Nazarenko, M. A.</au><au>Oflidi, A. I.</au><au>Dotsenko, V. V.</au><au>Strelkov, V. D.</au><au>Aksenov, N. A.</au><au>Aksenova, I. V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2022-11-01</date><risdate>2022</risdate><volume>92</volume><issue>11</issue><spage>2235</spage><epage>2245</epage><pages>2235-2245</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>Electrochemical oxidation of (
Е
)-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2
Е
,2′
E
)-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism has been discussed. In laboratory experiments, (2
E
,2′
E
)-2,2′-(1,2,4-thiadiazol-3,5-diyl)bis[3-(4-methoxyphenyl)acrylonitrile] has revealed pronounced antidote effect against herbicide 2,4-D on sunflower seedlings and no pronounced growth-regulating properties.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363222110068</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-7125-9066</orcidid><orcidid>https://orcid.org/0000-0002-0682-4815</orcidid><orcidid>https://orcid.org/0000-0003-4850-5262</orcidid><orcidid>https://orcid.org/0000-0002-3397-2434</orcidid><orcidid>https://orcid.org/0000-0001-7163-0497</orcidid><orcidid>https://orcid.org/0000-0002-1436-4572</orcidid><orcidid>https://orcid.org/0000-0002-8083-1407</orcidid><orcidid>https://orcid.org/0000-0002-6206-8057</orcidid><orcidid>https://orcid.org/0000-0002-5581-0241</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-3632 |
| ispartof | Russian journal of general chemistry, 2022-11, Vol.92 (11), p.2235-2245 |
| issn | 1070-3632 1608-3350 |
| language | eng |
| recordid | cdi_proquest_journals_2754060572 |
| source | Springer Link |
| subjects | Acrylonitrile Aromatic compounds Chemistry Chemistry and Materials Science Chemistry/Food Science Electrochemical oxidation Herbicides Oxidation-reduction reaction Reaction mechanisms Thiadiazoles |
| title | Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T23%3A55%3A52IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_proqu&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Electrochemical%20Oxidation%20of%203-Aryl-2-cyanothioacrylamides&rft.jtitle=Russian%20journal%20of%20general%20chemistry&rft.au=Osminin,%20V.%20I.&rft.date=2022-11-01&rft.volume=92&rft.issue=11&rft.spage=2235&rft.epage=2245&rft.pages=2235-2245&rft.issn=1070-3632&rft.eissn=1608-3350&rft_id=info:doi/10.1134/S1070363222110068&rft_dat=%3Cgale_proqu%3EA730004128%3C/gale_proqu%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c285t-d71684d6c295402faf3f96d3419f8bb4536d365dea25b96bd19a98d3869daa2f3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2754060572&rft_id=info:pmid/&rft_galeid=A730004128&rfr_iscdi=true |