Two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide by Mannich reaction under mild conditions with high yield
The effect of conditions on the regularities of the two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide (DBAMMA) via the Mannich reaction of methacrylamide, formaldehyde and dibutylamine in a heterophase aqueous system has been studied. The conditions of the synthesis of DBAMMA with...
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Veröffentlicht in: | Reaction chemistry & engineering 2020-09, Vol.5 (9), p.1791-1797 |
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container_title | Reaction chemistry & engineering |
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creator | Kazantsev, Oleg A. Arifullin, Ildar R. Savinova, Maria V. Sivokhin, Alexey P. Bol'shakova, Yevgeniya A. Shchegravina, Ekaterina S. |
description | The effect of conditions on the regularities of the two-stage one-pot synthesis of
N
-(dibutylaminomethyl)methacrylamide (DBAMMA)
via
the Mannich reaction of methacrylamide, formaldehyde and dibutylamine in a heterophase aqueous system has been studied. The conditions of the synthesis of DBAMMA with a 96% yield at 35 °C have been determined. This variant of the synthesis of hydrophobic amino-containing methacrylamide has good practical prospects because of the high yield of the target product achieved under mild conditions in aqueous medium with an equimolar ratio of the initial reagents, the absence of by-products and easy separation of the target monomer from the reaction mixture. |
doi_str_mv | 10.1039/D0RE00135J |
format | Article |
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N
-(dibutylaminomethyl)methacrylamide (DBAMMA)
via
the Mannich reaction of methacrylamide, formaldehyde and dibutylamine in a heterophase aqueous system has been studied. The conditions of the synthesis of DBAMMA with a 96% yield at 35 °C have been determined. This variant of the synthesis of hydrophobic amino-containing methacrylamide has good practical prospects because of the high yield of the target product achieved under mild conditions in aqueous medium with an equimolar ratio of the initial reagents, the absence of by-products and easy separation of the target monomer from the reaction mixture.</description><identifier>ISSN: 2058-9883</identifier><identifier>EISSN: 2058-9883</identifier><identifier>DOI: 10.1039/D0RE00135J</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Aqueous solutions ; Methacrylamide ; Reagents</subject><ispartof>Reaction chemistry & engineering, 2020-09, Vol.5 (9), p.1791-1797</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c174t-ebce131fb9694713acf3e56fcc571d7afdbbb2051105f222709ee68b451a8e033</citedby><cites>FETCH-LOGICAL-c174t-ebce131fb9694713acf3e56fcc571d7afdbbb2051105f222709ee68b451a8e033</cites><orcidid>0000-0002-8918-8892 ; 0000-0002-0154-2552</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Kazantsev, Oleg A.</creatorcontrib><creatorcontrib>Arifullin, Ildar R.</creatorcontrib><creatorcontrib>Savinova, Maria V.</creatorcontrib><creatorcontrib>Sivokhin, Alexey P.</creatorcontrib><creatorcontrib>Bol'shakova, Yevgeniya A.</creatorcontrib><creatorcontrib>Shchegravina, Ekaterina S.</creatorcontrib><title>Two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide by Mannich reaction under mild conditions with high yield</title><title>Reaction chemistry & engineering</title><description>The effect of conditions on the regularities of the two-stage one-pot synthesis of
N
-(dibutylaminomethyl)methacrylamide (DBAMMA)
via
the Mannich reaction of methacrylamide, formaldehyde and dibutylamine in a heterophase aqueous system has been studied. The conditions of the synthesis of DBAMMA with a 96% yield at 35 °C have been determined. This variant of the synthesis of hydrophobic amino-containing methacrylamide has good practical prospects because of the high yield of the target product achieved under mild conditions in aqueous medium with an equimolar ratio of the initial reagents, the absence of by-products and easy separation of the target monomer from the reaction mixture.</description><subject>Aqueous solutions</subject><subject>Methacrylamide</subject><subject>Reagents</subject><issn>2058-9883</issn><issn>2058-9883</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpNkF1LwzAYhYsoOOZu_AUBb1SoJk3btJcy5xd-gMzrkiZv1ow2mUnK6I2_3c4JenVeDg_v4ZwoOiX4imBaXt_i9wXGhGZPB9EkwVkRl0VBD__dx9HM-zUeoRxjWrBJ9LXc2tgHvgJkDcQbG5AfTGjAa4-sQq8oPpe67sPQ8k4b20FohvZiJ1y4H1MCqgf0wo3RokEOuAjaGtQbCQ51upVIWCP1zvRoq0ODGr1q0KChlSfRkeKth9mvTqOPu8Vy_hA_v90_zm-eY0FYGmKoBRBKVF3mZcoI5UJRyHIlRMaIZFzJuq7HloTgTCVJwnAJkBd1mhFeAKZ0Gp3t_26c_ezBh2pte2fGyCpJac5YwvJ0pC73lHDWeweq2jjdcTdUBFe7iau_iek30nZwBQ</recordid><startdate>20200901</startdate><enddate>20200901</enddate><creator>Kazantsev, Oleg A.</creator><creator>Arifullin, Ildar R.</creator><creator>Savinova, Maria V.</creator><creator>Sivokhin, Alexey P.</creator><creator>Bol'shakova, Yevgeniya A.</creator><creator>Shchegravina, Ekaterina S.</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-8918-8892</orcidid><orcidid>https://orcid.org/0000-0002-0154-2552</orcidid></search><sort><creationdate>20200901</creationdate><title>Two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide by Mannich reaction under mild conditions with high yield</title><author>Kazantsev, Oleg A. ; Arifullin, Ildar R. ; Savinova, Maria V. ; Sivokhin, Alexey P. ; Bol'shakova, Yevgeniya A. ; Shchegravina, Ekaterina S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c174t-ebce131fb9694713acf3e56fcc571d7afdbbb2051105f222709ee68b451a8e033</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aqueous solutions</topic><topic>Methacrylamide</topic><topic>Reagents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kazantsev, Oleg A.</creatorcontrib><creatorcontrib>Arifullin, Ildar R.</creatorcontrib><creatorcontrib>Savinova, Maria V.</creatorcontrib><creatorcontrib>Sivokhin, Alexey P.</creatorcontrib><creatorcontrib>Bol'shakova, Yevgeniya A.</creatorcontrib><creatorcontrib>Shchegravina, Ekaterina S.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Reaction chemistry & engineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kazantsev, Oleg A.</au><au>Arifullin, Ildar R.</au><au>Savinova, Maria V.</au><au>Sivokhin, Alexey P.</au><au>Bol'shakova, Yevgeniya A.</au><au>Shchegravina, Ekaterina S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide by Mannich reaction under mild conditions with high yield</atitle><jtitle>Reaction chemistry & engineering</jtitle><date>2020-09-01</date><risdate>2020</risdate><volume>5</volume><issue>9</issue><spage>1791</spage><epage>1797</epage><pages>1791-1797</pages><issn>2058-9883</issn><eissn>2058-9883</eissn><abstract>The effect of conditions on the regularities of the two-stage one-pot synthesis of
N
-(dibutylaminomethyl)methacrylamide (DBAMMA)
via
the Mannich reaction of methacrylamide, formaldehyde and dibutylamine in a heterophase aqueous system has been studied. The conditions of the synthesis of DBAMMA with a 96% yield at 35 °C have been determined. This variant of the synthesis of hydrophobic amino-containing methacrylamide has good practical prospects because of the high yield of the target product achieved under mild conditions in aqueous medium with an equimolar ratio of the initial reagents, the absence of by-products and easy separation of the target monomer from the reaction mixture.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D0RE00135J</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-8918-8892</orcidid><orcidid>https://orcid.org/0000-0002-0154-2552</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008- |
subjects | Aqueous solutions Methacrylamide Reagents |
title | Two-stage one-pot synthesis of N -(dibutylaminomethyl)methacrylamide by Mannich reaction under mild conditions with high yield |
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