Loading…
Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium
The thiazole ring system is one of the most important heterocycles in nature, as it represents an important structural motif of many biological compounds, including vitamin B 1 (Thiamin), carboxylase and penicillin. There is, therefore, an urgent need to design rapid, efficient and environmentally b...
Saved in:
| Published in: | Environmental chemistry letters 2017-09, Vol.15 (3), p.475-479 |
|---|---|
| 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-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183 |
| container_end_page | 479 |
| container_issue | 3 |
| container_start_page | 475 |
| container_title | Environmental chemistry letters |
| container_volume | 15 |
| creator | Wagare, Devendra S. Netankar, Prashant D. Shaikh, Mujahed Farooqui, Mazahar Durrani, Ayesha |
| description | The thiazole ring system is one of the most important heterocycles in nature, as it represents an important structural motif of many biological compounds, including vitamin B
1
(Thiamin), carboxylase and penicillin. There is, therefore, an urgent need to design rapid, efficient and environmentally benign protocols for the synthesis of thiazoles. Herein, we have developed a one-pot protocol for the synthesis of 4-aryl-2-aminothiazoles from the reaction of aromatic ketones, NBS (
N
-Bromosuccinimide) and thioureas under microwave irradiation at 80–85 °C in PEG (polyethylene glycol)-400 and water as a green reaction medium. The products were obtained in 84–89% yields in 28–32 min. The method has several advantages such as use of green solvent, easy work-up, excellent yield and avoiding use of lachrymatric α-haloketones. |
| doi_str_mv | 10.1007/s10311-017-0619-1 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1929680266</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1929680266</sourcerecordid><originalsourceid>FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183</originalsourceid><addsrcrecordid>eNp1kEFPwzAMhSMEEmPwA7hF4hywky1pj2gChjSJC5yjtE22TG0zmhZUfj2ZihAXTras92x_j5BrhFsEUHcRQSAyQMVAYs7whMxQIjAhJZ7-9ktxTi5i3ANwrjifkWLtt7t6pNY5X3rb9rTxZRc-zYdlJkYfe1vR0Fp2CD2NY9vvbBrS4OiCmW6sGWem8W3od958hdpG6ltq3gcbhkgbW_mhuSRnztTRXv3UOXl7fHhdrdnm5el5db9hpUDZM1mCKrOyWhYuq5TLiyJfKCMKkAqzogIBCrJEUOa4AGEM5JWFyiVukxUSMzEnN9PeQxfSA7HX-zB0bTqpMee5zIBLmVQ4qRJljJ11-tD5JqFoBH2MUk9R6hSlPkapMXn45IlJ225t92fzv6ZvsLV28A</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1929680266</pqid></control><display><type>article</type><title>Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium</title><source>Springer Nature</source><creator>Wagare, Devendra S. ; Netankar, Prashant D. ; Shaikh, Mujahed ; Farooqui, Mazahar ; Durrani, Ayesha</creator><creatorcontrib>Wagare, Devendra S. ; Netankar, Prashant D. ; Shaikh, Mujahed ; Farooqui, Mazahar ; Durrani, Ayesha</creatorcontrib><description>The thiazole ring system is one of the most important heterocycles in nature, as it represents an important structural motif of many biological compounds, including vitamin B
1
(Thiamin), carboxylase and penicillin. There is, therefore, an urgent need to design rapid, efficient and environmentally benign protocols for the synthesis of thiazoles. Herein, we have developed a one-pot protocol for the synthesis of 4-aryl-2-aminothiazoles from the reaction of aromatic ketones, NBS (
N
-Bromosuccinimide) and thioureas under microwave irradiation at 80–85 °C in PEG (polyethylene glycol)-400 and water as a green reaction medium. The products were obtained in 84–89% yields in 28–32 min. The method has several advantages such as use of green solvent, easy work-up, excellent yield and avoiding use of lachrymatric α-haloketones.</description><identifier>ISSN: 1610-3653</identifier><identifier>EISSN: 1610-3661</identifier><identifier>DOI: 10.1007/s10311-017-0619-1</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Analytical Chemistry ; Aqueous chemistry ; Aromatic compounds ; Benign ; Chemical compounds ; Chemical synthesis ; Earth and Environmental Science ; Ecotoxicology ; Environment ; Environmental Chemistry ; Geochemistry ; Irradiation ; Ketones ; Microwave communications ; N-Bromosuccinimide ; Original Paper ; Penicillin ; Pollution ; Polyethylene glycol ; Polyethylenes ; Solvents ; Thiamine ; Thiazoles ; Thioureas ; Vitamin B1 ; Vitamins ; Yields</subject><ispartof>Environmental chemistry letters, 2017-09, Vol.15 (3), p.475-479</ispartof><rights>Springer International Publishing Switzerland 2017</rights><rights>Environmental Chemistry Letters is a copyright of Springer, 2017.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183</citedby><cites>FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183</cites><orcidid>0000-0002-7138-5425</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>Wagare, Devendra S.</creatorcontrib><creatorcontrib>Netankar, Prashant D.</creatorcontrib><creatorcontrib>Shaikh, Mujahed</creatorcontrib><creatorcontrib>Farooqui, Mazahar</creatorcontrib><creatorcontrib>Durrani, Ayesha</creatorcontrib><title>Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium</title><title>Environmental chemistry letters</title><addtitle>Environ Chem Lett</addtitle><description>The thiazole ring system is one of the most important heterocycles in nature, as it represents an important structural motif of many biological compounds, including vitamin B
1
(Thiamin), carboxylase and penicillin. There is, therefore, an urgent need to design rapid, efficient and environmentally benign protocols for the synthesis of thiazoles. Herein, we have developed a one-pot protocol for the synthesis of 4-aryl-2-aminothiazoles from the reaction of aromatic ketones, NBS (
N
-Bromosuccinimide) and thioureas under microwave irradiation at 80–85 °C in PEG (polyethylene glycol)-400 and water as a green reaction medium. The products were obtained in 84–89% yields in 28–32 min. The method has several advantages such as use of green solvent, easy work-up, excellent yield and avoiding use of lachrymatric α-haloketones.</description><subject>Analytical Chemistry</subject><subject>Aqueous chemistry</subject><subject>Aromatic compounds</subject><subject>Benign</subject><subject>Chemical compounds</subject><subject>Chemical synthesis</subject><subject>Earth and Environmental Science</subject><subject>Ecotoxicology</subject><subject>Environment</subject><subject>Environmental Chemistry</subject><subject>Geochemistry</subject><subject>Irradiation</subject><subject>Ketones</subject><subject>Microwave communications</subject><subject>N-Bromosuccinimide</subject><subject>Original Paper</subject><subject>Penicillin</subject><subject>Pollution</subject><subject>Polyethylene glycol</subject><subject>Polyethylenes</subject><subject>Solvents</subject><subject>Thiamine</subject><subject>Thiazoles</subject><subject>Thioureas</subject><subject>Vitamin B1</subject><subject>Vitamins</subject><subject>Yields</subject><issn>1610-3653</issn><issn>1610-3661</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kEFPwzAMhSMEEmPwA7hF4hywky1pj2gChjSJC5yjtE22TG0zmhZUfj2ZihAXTras92x_j5BrhFsEUHcRQSAyQMVAYs7whMxQIjAhJZ7-9ktxTi5i3ANwrjifkWLtt7t6pNY5X3rb9rTxZRc-zYdlJkYfe1vR0Fp2CD2NY9vvbBrS4OiCmW6sGWem8W3od958hdpG6ltq3gcbhkgbW_mhuSRnztTRXv3UOXl7fHhdrdnm5el5db9hpUDZM1mCKrOyWhYuq5TLiyJfKCMKkAqzogIBCrJEUOa4AGEM5JWFyiVukxUSMzEnN9PeQxfSA7HX-zB0bTqpMee5zIBLmVQ4qRJljJ11-tD5JqFoBH2MUk9R6hSlPkapMXn45IlJ225t92fzv6ZvsLV28A</recordid><startdate>20170901</startdate><enddate>20170901</enddate><creator>Wagare, Devendra S.</creator><creator>Netankar, Prashant D.</creator><creator>Shaikh, Mujahed</creator><creator>Farooqui, Mazahar</creator><creator>Durrani, Ayesha</creator><general>Springer International Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7QH</scope><scope>7ST</scope><scope>7UA</scope><scope>7XB</scope><scope>88I</scope><scope>8AO</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>F1W</scope><scope>GNUQQ</scope><scope>H97</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>L.G</scope><scope>M2P</scope><scope>PATMY</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PYCSY</scope><scope>Q9U</scope><scope>SOI</scope><orcidid>https://orcid.org/0000-0002-7138-5425</orcidid></search><sort><creationdate>20170901</creationdate><title>Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium</title><author>Wagare, Devendra S. ; Netankar, Prashant D. ; Shaikh, Mujahed ; Farooqui, Mazahar ; Durrani, Ayesha</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Analytical Chemistry</topic><topic>Aqueous chemistry</topic><topic>Aromatic compounds</topic><topic>Benign</topic><topic>Chemical compounds</topic><topic>Chemical synthesis</topic><topic>Earth and Environmental Science</topic><topic>Ecotoxicology</topic><topic>Environment</topic><topic>Environmental Chemistry</topic><topic>Geochemistry</topic><topic>Irradiation</topic><topic>Ketones</topic><topic>Microwave communications</topic><topic>N-Bromosuccinimide</topic><topic>Original Paper</topic><topic>Penicillin</topic><topic>Pollution</topic><topic>Polyethylene glycol</topic><topic>Polyethylenes</topic><topic>Solvents</topic><topic>Thiamine</topic><topic>Thiazoles</topic><topic>Thioureas</topic><topic>Vitamin B1</topic><topic>Vitamins</topic><topic>Yields</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wagare, Devendra S.</creatorcontrib><creatorcontrib>Netankar, Prashant D.</creatorcontrib><creatorcontrib>Shaikh, Mujahed</creatorcontrib><creatorcontrib>Farooqui, Mazahar</creatorcontrib><creatorcontrib>Durrani, Ayesha</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Aqualine</collection><collection>Environment Abstracts</collection><collection>Water Resources Abstracts</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>Agricultural & Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Earth, Atmospheric & Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>ProQuest Central Student</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 3: Aquatic Pollution & Environmental Quality</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Science Database</collection><collection>Environmental Science Database</collection><collection>Earth, Atmospheric & Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>Environmental Science Collection</collection><collection>ProQuest Central Basic</collection><collection>Environment Abstracts</collection><jtitle>Environmental chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wagare, Devendra S.</au><au>Netankar, Prashant D.</au><au>Shaikh, Mujahed</au><au>Farooqui, Mazahar</au><au>Durrani, Ayesha</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium</atitle><jtitle>Environmental chemistry letters</jtitle><stitle>Environ Chem Lett</stitle><date>2017-09-01</date><risdate>2017</risdate><volume>15</volume><issue>3</issue><spage>475</spage><epage>479</epage><pages>475-479</pages><issn>1610-3653</issn><eissn>1610-3661</eissn><abstract>The thiazole ring system is one of the most important heterocycles in nature, as it represents an important structural motif of many biological compounds, including vitamin B
1
(Thiamin), carboxylase and penicillin. There is, therefore, an urgent need to design rapid, efficient and environmentally benign protocols for the synthesis of thiazoles. Herein, we have developed a one-pot protocol for the synthesis of 4-aryl-2-aminothiazoles from the reaction of aromatic ketones, NBS (
N
-Bromosuccinimide) and thioureas under microwave irradiation at 80–85 °C in PEG (polyethylene glycol)-400 and water as a green reaction medium. The products were obtained in 84–89% yields in 28–32 min. The method has several advantages such as use of green solvent, easy work-up, excellent yield and avoiding use of lachrymatric α-haloketones.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><doi>10.1007/s10311-017-0619-1</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-7138-5425</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1610-3653 |
| ispartof | Environmental chemistry letters, 2017-09, Vol.15 (3), p.475-479 |
| issn | 1610-3653 1610-3661 |
| language | eng |
| recordid | cdi_proquest_journals_1929680266 |
| source | Springer Nature |
| subjects | Analytical Chemistry Aqueous chemistry Aromatic compounds Benign Chemical compounds Chemical synthesis Earth and Environmental Science Ecotoxicology Environment Environmental Chemistry Geochemistry Irradiation Ketones Microwave communications N-Bromosuccinimide Original Paper Penicillin Pollution Polyethylene glycol Polyethylenes Solvents Thiamine Thiazoles Thioureas Vitamin B1 Vitamins Yields |
| title | Highly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T23%3A07%3A09IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Highly%20efficient%20microwave-assisted%20one-pot%20synthesis%20of%204-aryl-2-aminothiazoles%20in%20aqueous%20medium&rft.jtitle=Environmental%20chemistry%20letters&rft.au=Wagare,%20Devendra%20S.&rft.date=2017-09-01&rft.volume=15&rft.issue=3&rft.spage=475&rft.epage=479&rft.pages=475-479&rft.issn=1610-3653&rft.eissn=1610-3661&rft_id=info:doi/10.1007/s10311-017-0619-1&rft_dat=%3Cproquest_cross%3E1929680266%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c316t-6c07c8cd5bf8d7f9bb947a3b06718bd030708365c91403aa09de0df103a8b6183%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1929680266&rft_id=info:pmid/&rfr_iscdi=true |