A green process PEG‐600 mediated on‐pot, alternative synthesis of 3‐methyl‐2‐(((1‐methyl‐1H‐benzimidazole‐2‐YL) sulfonyl) methyl) quinazolin‐4(3H)‐one
Condensation of 2‐((1H‐benzo[d]imidazol‐2‐yl)thio)acetic acid (1) with anthranilamide (2) in PEG‐600 (polyethylene glycol), at 100 oC for 3hr. gave 2‐(((1H‐benzo[d]imidazol‐2‐yl)thio)methyl)quinazolin‐4(3H)‐one (3). Treatment of 3 with DMS, DES and Ph‐CH2‐Cl, individually in PEG‐600, at RT for 1 hr....
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Veröffentlicht in: | Vietnam journal of chemistry 2020-12, Vol.58 (6), p.798-803 |
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description | Condensation of 2‐((1H‐benzo[d]imidazol‐2‐yl)thio)acetic acid (1) with anthranilamide (2) in PEG‐600 (polyethylene glycol), at 100 oC for 3hr. gave 2‐(((1H‐benzo[d]imidazol‐2‐yl)thio)methyl)quinazolin‐4(3H)‐one (3). Treatment of 3 with DMS, DES and Ph‐CH2‐Cl, individually in PEG‐600, at RT for 1 hr. without using any base, followed by easy process resulted in 4 (a‐c). The later on reaction with H2O2 in PEG‐600, for 3 hr, without using any base, followed by simple processing resulted in 5 (a‐c). Alternatively, 5 (a‐c) the sequence of reactions could be prepared by tandem procedure with good yields. Thus novel quinazolinone products have been prepared with new synthetic routes and strategies by using PEG‐600 as solvent, in polyethylene glycol (PEG‐600) in four routes. i.e. (tandem‐1, tandem‐2, stepwise‐1 and stepwise‐2) Probably, this is the first case of four variable but identical end‐products‐ giving tandem syntheses, under green conditions, of 5 (a‐c). Obviously, as figures pointed out, tandem‐1 route gave good yields compared to the stepwise routes. In this process PEG‐600 recycled and reused. |
doi_str_mv | 10.1002/vjch.202000085 |
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Treatment of 3 with DMS, DES and Ph‐CH2‐Cl, individually in PEG‐600, at RT for 1 hr. without using any base, followed by easy process resulted in 4 (a‐c). The later on reaction with H2O2 in PEG‐600, for 3 hr, without using any base, followed by simple processing resulted in 5 (a‐c). Alternatively, 5 (a‐c) the sequence of reactions could be prepared by tandem procedure with good yields. Thus novel quinazolinone products have been prepared with new synthetic routes and strategies by using PEG‐600 as solvent, in polyethylene glycol (PEG‐600) in four routes. i.e. (tandem‐1, tandem‐2, stepwise‐1 and stepwise‐2) Probably, this is the first case of four variable but identical end‐products‐ giving tandem syntheses, under green conditions, of 5 (a‐c). Obviously, as figures pointed out, tandem‐1 route gave good yields compared to the stepwise routes. In this process PEG‐600 recycled and reused.</description><identifier>ISSN: 0866-7144</identifier><identifier>ISSN: 2572-8288</identifier><identifier>EISSN: 2572-8288</identifier><identifier>DOI: 10.1002/vjch.202000085</identifier><language>eng</language><publisher>Weinheim: WILEY‐VCH Verlag GmbH & Co. KGaA</publisher><subject>Anthranilamide ; Green Chemistry ; H2O2 ; one pot synthesis ; PEG‐600 ; tandem synthesis</subject><ispartof>Vietnam journal of chemistry, 2020-12, Vol.58 (6), p.798-803</ispartof><rights>2020 Vietnam Academy of Science and Technology, Hanoi & Wiley‐VCH Verlag GmbH & Co. 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Treatment of 3 with DMS, DES and Ph‐CH2‐Cl, individually in PEG‐600, at RT for 1 hr. without using any base, followed by easy process resulted in 4 (a‐c). The later on reaction with H2O2 in PEG‐600, for 3 hr, without using any base, followed by simple processing resulted in 5 (a‐c). Alternatively, 5 (a‐c) the sequence of reactions could be prepared by tandem procedure with good yields. Thus novel quinazolinone products have been prepared with new synthetic routes and strategies by using PEG‐600 as solvent, in polyethylene glycol (PEG‐600) in four routes. i.e. (tandem‐1, tandem‐2, stepwise‐1 and stepwise‐2) Probably, this is the first case of four variable but identical end‐products‐ giving tandem syntheses, under green conditions, of 5 (a‐c). Obviously, as figures pointed out, tandem‐1 route gave good yields compared to the stepwise routes. In this process PEG‐600 recycled and reused.</description><subject>Anthranilamide</subject><subject>Green Chemistry</subject><subject>H2O2</subject><subject>one pot synthesis</subject><subject>PEG‐600</subject><subject>tandem synthesis</subject><issn>0866-7144</issn><issn>2572-8288</issn><issn>2572-8288</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNqFkM1Kw0AQxxdRsFSvnvfYgqmzH0m3RynaKgU9qOApbDazdkua1GxaiScfwSfxoXwSt1TUmwPzwfD7z8CfkBMGAwbAzzYLMx9w4BBCxXukw-MhjxRXap90QCVJNGRSHpJj7xcBYSoRAliHfJzTpxqxpKu6Mug9vb2YfL69JwB0ibnTDea0KsNmVTWnVBcN1qVu3Aapb8tmjt55WlkqArHEZt4WYeAhe70e-7tj01AyLF_d0uX6tSrwG3yc9alfF7Yq26JPd3yfPq9duaXc9rXsiWk_9KrEI3JgdeHx-Lt3yf3lxd14Gs1uJlfj81lkuJJxlKGJk1hLrZkByXNh8hwyK7PM2FhaIZnKbQLCGNDARwk3CuIsNghmKJjNRZcMdndNXXlfo01XtVvquk0ZpFvD063h6Y_hQTDaCV5cge0_dPpwPZ7-ar8A_uORzw</recordid><startdate>202012</startdate><enddate>202012</enddate><creator>Bireddy, Srinivasa Reddy</creator><creator>Konkala, Veera Swamy</creator><creator>Dubey, Pramod Kumar</creator><general>WILEY‐VCH Verlag GmbH & Co. KGaA</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>202012</creationdate><title>A green process PEG‐600 mediated on‐pot, alternative synthesis of 3‐methyl‐2‐(((1‐methyl‐1H‐benzimidazole‐2‐YL) sulfonyl) methyl) quinazolin‐4(3H)‐one</title><author>Bireddy, Srinivasa Reddy ; Konkala, Veera Swamy ; Dubey, Pramod Kumar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2845-bec565a4aa1c042d3cdd0bf4bbcf54f3418df603cc0a02962c805b5ce0c731fd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Anthranilamide</topic><topic>Green Chemistry</topic><topic>H2O2</topic><topic>one pot synthesis</topic><topic>PEG‐600</topic><topic>tandem synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bireddy, Srinivasa Reddy</creatorcontrib><creatorcontrib>Konkala, Veera Swamy</creatorcontrib><creatorcontrib>Dubey, Pramod Kumar</creatorcontrib><collection>CrossRef</collection><jtitle>Vietnam journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bireddy, Srinivasa Reddy</au><au>Konkala, Veera Swamy</au><au>Dubey, Pramod Kumar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A green process PEG‐600 mediated on‐pot, alternative synthesis of 3‐methyl‐2‐(((1‐methyl‐1H‐benzimidazole‐2‐YL) sulfonyl) methyl) quinazolin‐4(3H)‐one</atitle><jtitle>Vietnam journal of chemistry</jtitle><date>2020-12</date><risdate>2020</risdate><volume>58</volume><issue>6</issue><spage>798</spage><epage>803</epage><pages>798-803</pages><issn>0866-7144</issn><issn>2572-8288</issn><eissn>2572-8288</eissn><abstract>Condensation of 2‐((1H‐benzo[d]imidazol‐2‐yl)thio)acetic acid (1) with anthranilamide (2) in PEG‐600 (polyethylene glycol), at 100 oC for 3hr. gave 2‐(((1H‐benzo[d]imidazol‐2‐yl)thio)methyl)quinazolin‐4(3H)‐one (3). Treatment of 3 with DMS, DES and Ph‐CH2‐Cl, individually in PEG‐600, at RT for 1 hr. without using any base, followed by easy process resulted in 4 (a‐c). The later on reaction with H2O2 in PEG‐600, for 3 hr, without using any base, followed by simple processing resulted in 5 (a‐c). Alternatively, 5 (a‐c) the sequence of reactions could be prepared by tandem procedure with good yields. Thus novel quinazolinone products have been prepared with new synthetic routes and strategies by using PEG‐600 as solvent, in polyethylene glycol (PEG‐600) in four routes. i.e. (tandem‐1, tandem‐2, stepwise‐1 and stepwise‐2) Probably, this is the first case of four variable but identical end‐products‐ giving tandem syntheses, under green conditions, of 5 (a‐c). Obviously, as figures pointed out, tandem‐1 route gave good yields compared to the stepwise routes. In this process PEG‐600 recycled and reused.</abstract><cop>Weinheim</cop><pub>WILEY‐VCH Verlag GmbH & Co. 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subjects | Anthranilamide Green Chemistry H2O2 one pot synthesis PEG‐600 tandem synthesis |
title | A green process PEG‐600 mediated on‐pot, alternative synthesis of 3‐methyl‐2‐(((1‐methyl‐1H‐benzimidazole‐2‐YL) sulfonyl) methyl) quinazolin‐4(3H)‐one |
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