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Synthesis of Arylsubstituted Imidazolin-2-one Analogues

randdriedoveranhydroussodiumsulfate. Afterremovingthesolventunderreducedpressure, theresiduewaspurifiedbycolumnchromatographyonsilicagelusingtrichloromethane-petroleumether (1:】) aseluanttoaffordldl (0.20g, 20.5%) and4dl (0.44g, 60.4%). 1284YunFengCHENGetalReferencesandNotesG. J. Durant. Chem. Soc. Rev. , 1985,84,375. R. Smith. C. Reeves, Biochem. Pharmaco1. , 1987,36,1457. J. I. Andres. J. Alonso. Bioorg. Med. Chem. Lett. , 2002,12 (4), 653. TNiwa. TKatsuzaki. FEBs. Letters. 1997,407297. S. Wendeborn. T. Winkler, TetrahedronLett. , 2000,41,6387. B. L. Booth. A. M. Dias, Org. Chem. , 2001,66,8436. B. Devan. K. Rajagopalan, TetrahedronLett. , 1994,3500), 1585. N. D. Kirope. W. D. Cock, HeterocyllicChem, 1996,, 1179. N. Coskum. Tetrahedron, 1999, (14), 475. Compound4a1. whitesolid, mp. 168.8.171-3 ℃; HNMR (CDC13, 6ppm) 7.121-7.183 (m, 3H.hrH). 7.245.7.310 (m, 5H, ArH), 7.328 (s, 1H, CHN) ,7.366-7 .454 (m, 5H, ArH) ,7.616-7 .638 (d , 2H, J = 8.8Hz, ArH), 10.919 (s, 1H, PhNH); MSm / z: 355 (M). Ana1. cacld. forC22H17N3O2: C74-35, H4.82, Nl1.82; foundC74.28, H4.76, N11.98. Compound4a2. whitesolid. m. P. 206.6-208.5 ℃; HNMR (CDC13, fippm) 7.044-7.071 (m,[link widoczny dla zalogowanych], 2H,[link widoczny dla zalogowanych], ArH), 7.166 (m, 1H, ArH), 7.229.7.286 (m , 3H,[link widoczny dla zalogowanych], ArH), 7.334 (s, 1H,[link widoczny dla zalogowanych], CHN) ,7.364-7 .471 (m, 6H, ArH) ,7.602-7 .624 (m, 2H, ArH), 10.867 (s, 1H, PhNH);. Ana1. cacld. f0rC22HI6C1N307: C67.78, H4.14, N10.78; foundC67.49. H4.08, N10.76. Compound1e2. whitesolid, HNMR (CDCI3, 6ppm) 3.957 (s, 3H, OCH3) ,6.937-6 .958 (d, 1H, J = 8.4Hz, ArH) ,7.012-7 .030 (t,[link widoczny dla zalogowanych], 1H, Arn) ,7.109-7 .133 (t, 1H, ArH). 7.442.7.420 (d, 2H, J = 8.8Hz, Arn) ,7.566-7 .589 (m, 3H, ArH + NCCH) ,8.212-8 .232 (d, 2H. J = 8.OHz, ArH), 10.426 (s, 1H, NCONH). MSm / z: 344 (M.). Received20October, 20031234567890