Synlett, Inhaltsverzeichnis Synlett 2015; 26(18): 2575-2577DOI: 10.1055/s-0035-1560483 letter © Georg Thieme Verlag Stuttgart · New YorkEfficient Access to 2,3-Dihydroquinazolin-4(1H)-ones by Environmentally Benign l-Proline Nitrate as Recyclable Catalyst Autoren Institutsangaben Sandeep P. Bahekar Department of Chemistry, G. S. Science, Arts and Commerce College, Khamgaon 444303, India eMail: chemants@gmail.com Nityanand D. Dahake Department of Chemistry, G. S. Science, Arts and Commerce College, Khamgaon 444303, India eMail: chemants@gmail.com Prashant B. Sarode Department of Chemistry, G. S. Science, Arts and Commerce College, Khamgaon 444303, India eMail: chemants@gmail.com Hemant S. Chandak* Department of Chemistry, G. S. Science, Arts and Commerce College, Khamgaon 444303, India eMail: chemants@gmail.com Artikel empfehlen Abstract Artikel einzeln kaufen(opens in new window) Alle Artikel dieser Rubrik(opens in new window) Abstract An l-proline nitrate assisted protocol is described for the construction of 2,3-dihydroquinazolin-4(1H)-ones. The catalyst can be recovered easily and is reusable for at least six cycles without significant loss of catalytic efficiency. Key words Key words2,3-dihydroquinazolin-4(1H)-one - l-proline nitrate - ionic liquid - cyclocondensation reaction Volltext Referenzen References and Notes 1 Zhou YJ, Chen DS, Li YL, Liu Y, Wang XS. ACS Comb. Sci. 2013; 15: 498 2 McGonagle FI, Sneddon HF, Jamieson C, Watson AJ. ACS Sustainable Chem. Eng. 2014; 2: 523 3 Agrawal NR, Bahekar SP, Sarode PB, Zade SS, Chandak HS. RSC Adv. 2015; 5: 47053 4 Tao G.-H, He L, Liu W.-S, Xu L, Xiong W, Wang T, Kou Y. Green Chem. 2006; 8: 639 5 Hamel E, Lin CM, Plowman J, Wang H, Lee K, Paull KD. Biochem. 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The residue obtained was washed with a small quantity of H2O. This was again removed under reduced pressure, and the last traces of H2O were removed azeotropically with a small volume of toluene to obtain the catalyst in a suitable form for the next reaction. 21 Representative Characterization Data Compound 3g: white solid; yield 87%; mp 168–170 °C. 1H NMR (400 MHz, DMSO-d 6): δ = 8.24 (s, 1 H, NH), 7.07 (s, 1 H, NH), 7.62 (d, J = 7.6 Hz, 1 H, Ar), 7.34 (d, J = 7.6 Hz, 1 H, Ar), 7.13 (d, J = 6.2 Hz, 1 H, Ar), 6.86–6.65 (m, 5 H, 1 NH, 4 Ar), 6.00 (s, 1 H), 2.88 (sept, J = 7.2 Hz, 1 H, CH(CH3)2), 1.17 [d, J = 7.2Hz, 6 H, CH(CH3)2]. 22 Compound 3k: white solid; yield 87%; mp 210–211 °C. 1H NMR (400 MHz, DMSO-d 6): δ = 9.86 (s, 1 H, OH), 7.94 (s, 1 H, NH), 6.95 (s, 1 H, NH), 7.62 (d, J = 7.6 Hz, 1 H, Ar), 7.34 (d, J = 7.6 Hz, 1 H, Ar), 7.13 (d, J = 6.2 Hz, 1 H, Ar), 6.86–6.65 (m, 5 H, 1 NH, 4 Ar), 6.00 (s, 1 H). 23 Compound 3l: white solid; yield 90%; mp 208–210 °C. 1H NMR (400 MHz, DMSO-d 6): δ = 9.12 (s, 1 H, OH), 7.69 (s, 1 H, NH), 6.29 (s, 1 H, NH), 7.68 (d, J = 7.64 Hz, 1 H, Ar), 7.23–6.64 (m, 8 H, Ar), 5.66 (s, 1 H). 24 Compound 3m: white solid; yield 90%; mp 280–281 °C. 1H NMR (400 MHz, DMSO-d 6): δ = 9.55 (s, 1 H, OH), 8.12 (s, 1 H, NH), 6.95 (s, 1 H, NH), 7.60 (d, J = 6.8 Hz, 1 H, Ar), 7.31–7.21 (m, 3 H, Ar), 6.77–6.64 (m, 4 H, Ar), 5.64 (s, 1 H). 25 Murthy PV. 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