N-[5-(Benzylidenamino)-1,3,4-thiadiazol-2-yl]sulphonyl benzamide

It was obtained as yellowish coloured solid and recrystallized by ethanol); yield: 63 %; Mp: 185–187 °C; UV (MeOH) λ max (log ε) 287 nm; R f  = 0.62 (CHCl3/EtOH, 3/1);

FT-IR (KBr): v max 3,625.1, 3,037.4, 1,693.4, 1,678.7, 1,624.32, 1,598.4, 1,557.7, 1,517–1,530.9, www.selleckchem.com/products/NVP-AUY922.html 1,369.6, 1,290.5, 907.25, 764.44, 756.54, 694.91 cm−1; 1H-NMR (DMSO, 400 MHz): δ = 1.257 (1H, s, –CH–), 2.134 (6H, m, CH–C6H5), 2.590 (6H, m, CO–C6H5), 3.965 (1H, s, CH=N), 4.18 (1H, s, N–H), 7.664–7.685 ppm (10H, m, Ar–H); 13C-NMR ([D]6DMSO, 75 MHz): δ = 171.46 (C, amide), 168.56 (C2, thiadiazole), 166.67 (C5, thiadiazole), 160.68 (C, imine), 137.78 (C1, Ar′–C-imine), 136.05 (C1, Ar–C-amide), 134.24 (C4, CH–Ar′), 132.52 (C3, CH–Ar), 131.71 (C3, CH–Ar′), 130.39 (C5, CH–Ar), 129.29 (C2, CH–Ar′), 129.15 (C6, CH–Ar′), 128.84 (C2, CH–Ar), 128.42 (C6, CH–Ar), 127.34 (C5, CH–Ar′); EIMS m/z [M]+ 370.9 (100);

Anal. Calcd. for C16H12N4O3S2: C, 51.60; H, 3.25; N, 15.04; S, 17.22. Found: C, 51.61; H, 3.24; N, 15.05; S, 17.22. N-(5-[(4-Chlorobenzylidene)amino]-1,3,4-thiadiazol-2-ylsulfonyl)benzamide (9b) Yield: 64.2 %: Mp: 212–214 °C; click here λ max (log ε) 305 nm; R f  = 0.65 (CHCl3/EtOH, 3/1); FT-IR (KBr): v max 3,465.3, 3,417.47, 3,148.51, 1,673.2–1,668.7,

1,624.32–1,598.4, 1,545.9, 1,538.1–1,527.4, 1,368.9–1,358.8, 1,169.9, 968.07, 848–826.5, 764.43–674.43, 764.43 cm−1; 1H-NMR (DMSO, 400 MHz): δ = 1.359 (1H, s, –CH–), 2.342 (6H, m, CH–C6H5), 2.678 (6H, m, CO–C6H5), 3.623 (1H, s, CH=N), 4.41 (1H, s, N–H), 7.462–8.104 (10H, m, Ar–H) 8.24- 8.362 ppm (1H, s, C(=O)N–H); 13C–NMR ([D]6DMSO, 75 MHz): δ = 170.64 (C, amide), 168.41 (C5, thiadiazole), 166.58 (C2, thiadiazole), 161.68 (C, imine), 136.24 (C4, Cl–C–Ar′), 134.16 (C1, Ar–C-amide), 133.78(C1, Ar′–C-imine), 130.25 (C4, CH–Ar), 129.15 (C3, CH–Ar′), 129.29 (C5, CH–Ar′), 129.02 (C3, CH–Ar), 128.97 (C5, CH–Ar), 128.84 (C2, CH–Ar′), 128.42 (C6, CH–Ar′), 127.34 (C2, CH–Ar), 127.29 (C6, CH–Ar); EIMS m/z Oxymatrine [M]+ 412.9 (100); Anal. calcd. for C16H11N4O3S2Cl: C, 47.23; H, 2.73; N, 13.77; S, 15.76. Found: C, 47.24; H, 2.72; N, 13.75; S, 15.77. N-(5-[(2-Methoxybenzylidene)amino]-1,3,4-thiadiazol-2-ylsulfonyl)benzamide (9c) Yield: 62.8 %; Mp: 201–203 °C; UV (MeOH) λ max (log ε) 315 nm; R f  = 0.57 (CHCl3/EtOH, 3/1); FT-IR (KBr): v max 3,625.4, 3,048.7, 2,915.3–2,903.2, 1,692.8, 1,681.1–1,665.4, 1,599.9–1,536.5, 1,426.5, 1,347.1, 1,290, 1,143.2–1,129.4, 930.13–923.7, 762.6–713.1, 762.6 cm−1 (thiadiazole C–N stretching); 1H-NMR (DMSO, 400 MHz): δ = 1.352 (1H, s, –CH–), 3.

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