New Efficient Synthesis of 3(5)-Carbomethoxy-4-Aryl Pyrazoles from 3-Aryl-2,3-Dehydroamino Acid Derivatives

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• 4a, nmax(nujol): 3200 (NH), 1740(ester CO); δ(ppm) T1 (DMSO-d6): 3.74(3H, s, COOCH 3), 7.20–7.65(5H, m, Ar-H), 7.90(1H, s, Pir-H); λmax (lg ∊ (ethanol): 262 (6.34), 233(8.36). 4b, nmax (nujol): 3240 (NH), 1710(ester CO); δ (ppm) (DMSO-d6): 3.85(3H, s, COOCH 3), 3.85(3H, s, ArOCH 3) 6.91(2H, d, J=8 Hz, Ar-H), 7.43(2H, d, J=8 Hz, Ar-H), 7.85(1H, s, Pir-H). Found: C, 62.31; H, 5.05 N, 12.00%. C12H12N2O3 requires C, 62.06; N, 12.06%, λmax (lg ∊) (ethanol): 280(7.33),239(9.50) 4c nmax (nujol): 3240 (NH), 1705 (ester CO); δ(ppm) in (DMSO-d6): 2.30(3H, s, ArCH 3); 3.75(3H, s, COOCH 3); 7.12(2H, d, J=8 Hz, Ar-H); 7.37(2H, d, J=8 Hz, Ar-H) 7.87(1H, s, Pir-H). Found: C, 66.76; H, 5.46; N, 12,78%. C12H12N2O2 requires C, 66.65; H, 5.59; N, 12.95%. λmax (lg ∊) (ethanol): 268(6.30), 235(9.36). 4d nmax (nujol): 3240 (NH), 1710(ester CO); δ (ppm) (DMSO-d6): 3.77(3H, s, COOCH 3); 7.37(2H, d, J=8 Hz, Ar-H); 7.53(2H, d, J=8 Hz, Ar-H); 7.95(1H,s, Pir-H) Found: C, 55.70; H, 3.92; N, 11.97%. C11 H9C1N2O2 requires C, 55.83; H, 3.83; N, 11.83%. λmax (lg ∊) (ethanol): 266(8.16), 237(10.11). 4e nmax (nujol): 3280 (NH), 1705 (ester CO); δ(ppm) in (DMSO-d6): 3.82(3H, s, COOCH 3); 7.80(2H, d, J=8 Hz, Ar-H); 8.20(1H, s, Pir-H); 8.22(2H,d, J=8 Hz, Ar-H) Found: C, 53.68; H, 3.54; N, 17.28%. C11H9N3O4 requires C, 53.44; H, 3.67; N, 16.99%. λmax (lg ∊) (ethanol): 306(15.98). 6a, nmax (nujol): 3110 (NH); δ(ppm) in (DMSO-d6): 7.10–7.75(5H, m, Ar-H); 8.05(2H, s, Pir-H); λmax (lg ∊) (ethanol): 249(13.08). 6b, nmax (nujol): 3160 (NH); δ(ppm) (DMSO-d6): 3.75 (3H, s, ArOCH 3); 6.92(2H, d, J=8 Hz, Ar-H); 7.52 (2H, d, J=8 Hz, Ar-H); 7.93(2H, s, Pir-H). Found: C, 69,17; H, 5.64; N, 16.23%. C10H10N2O requires C, 68.94; H, 5.78; N, 16.08%. λmax (lg ∊) (ethanol): 253(15.53). 6c, nmax (nujol): 3170 (NH); δ(ppm) (DMSO-d6): 2.25 (3H, s, ArCH 3); 7.10(2H, d, J=8 Hz, Ar-H); 7.47(2H, d, J=8 Hz, Ar-H); 8.00 (2H, s, Pir-H). Found: C, 76.15; H, 6.51; N, 17.82%. C10H10N2 requires C, 75.92; H, 6.37; N, 17.70%. λmax (lg ∊) (ethanol): 250(14.39). 6d, nmax (nujol): 3130 (NH); δ(ppm) (DMSO-d6): 7.35 (2H, d, J= 8 Hz, Ar-H); 7.62(2H, d, J=8 Hz, Ar-H); 8.07(2H, s, Pir-H). Found: C, 60.33; H, 4.17 N, 15.52%. C9H7C1N2 requires C, 60.51; H, 3.95; N, 15.68%. λmax (lg ∊) (ethanol): 256(17.75)
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