Yield, 50 %; m.p. 126-128 °C. IR (KBr, cm-1): 3328, 3260 (2NH), 3043
(CH arom.), 2927, 2870 (CH aliph.), 2191 (C≡N), 1352, 1186 (SO2). 1H-
NMR (DMSO-d6)δ: 2.37 [s, 3H, CH3 tolyl], 7.08-7.92 [m, 12H, Ar-H],
7.83, 7.92 [2d, 2H, 2CH pyridine, J = 8.7 Hz], 10.32, 10.80 [2s, 2H,
13
SO2NH, NH]. C-NMR (DMSO-d6): 20.9, 84.2, 113.2, 115.8, 116.2 (2),
119.5 (2), 120.2 (2), 122.6 (2), 124.1 (2), 126.2, 127.2 (2), 128.2, 134.8,
136.0, 138.2, 150.0, 152.2, 155.6, 165.2. Anal. Calcd. For C25H19 FN4O2S
(458.51): C, 65.49; H, 4.18; N, 12.22. Found: C, 65.79; H, 4.30; N, 12.56.
4.1.8.N-(4-(2-((2-chlorophenyl)amino)-3-cyanopyridin-4-yl)phenyl)-4-
methylbenzenesulfonamide (10)
Yield, 40 %; m.p. 136-138 °C. IR (KBr, cm-1): 3328, 3248 (2NH), 3046
(CH arom.), 2955, 2925 (CH aliph.), 2190 (C≡N), 1391, 1129 (SO2), 652
(C-Cl). 1H-NMR (DMSO-d6)δ: 2.32 [s, 3H, CH3], 6.78-7.42 [m, 12H, Ar-
H,], 7.80, 7.89 [2d, 2H, 2CH pyridine, J = 8.7 Hz], 10.49, 10.79 [2s, 2H,
13
SO2NH, NH]. C-NMR (DMSO-d6): 20.9, 88.2, 113.2, 115.8, 116.2 (2),
119.5 (2), 120.2 (2), 122.6 (2), 124.1 (2), 126.2, 127.2 (2), 128.2, 134.8,
136.1, 138.2, 152.2, 155.6, 157.5 165.2, Anal. Calcd. For C25H19 ClN4O2S
(474.96): C, 63.22; H, 4.03; N, 11.80. Found: C, 63.35; H, 4.28; N, 11.53.
4.1.9.Ethyl-4-((3-cyano-4-(4-(4-
methylphenylsulfonamido)phenyl)pyridin-2-yl)amino)benzoate (11)
Yield, 56.6 %; m.p. 144-146 °C. IR (KBr, cm-1): 3315, 3246 (2NH), 3049
(CH arom.), 2973, 2942 (CH aliph.), 2204 (C≡N), 1731 (C=O), 1363,
1
1142 (SO2). H-NMR (DMSO-d6)δ: 1.65 [t, 3H, CH2CH3], 2.33 [s, 3H,
CH3 tolyl], 4.16 [q, 2H, CH2CH3], 7.03-7.73 [m, 12H, Ar-H,], 7.80, 7.89
[2d, 2H, 2CH pyridine, J = 8.1 Hz], 10.54, 10.93 [2s, 2H, SO2NH, NH].
13C-NMR (DMSO-d6): 14.4, 20.9, 60.8, 84.2, 113.2, 115.8, 116.2 (2),
119.5 (2), 120.2 (2), 122.6 (2), 124.1 (2), 126.2, 127.2 (2), 128.2, 134.8,
136.3, 138.2, 150.4, 152.2, 155.6, 165.2, 172.2. Anal. Calcd. For C28H24
N4O4S (512.58): C, 65.61; H, 4.72; N, 10.93. Found: C, 65.36; H, 4.99;
N, 11.23.
4.1.10.N-(4-(3-cyano-2-((4-sulfamoylphenyl)amino)pyridin-4-yl)phenyl)-
4-methylbenzenesulfonamide (12)
Yield, 48 %; m.p. 138-140 °C. IR (KBr, cm-1): 3480, 3356, 3249, (NH2,
NH), 3039 (CH arom.), 2922, 2855 (CH aliph.), 2193 (C≡N), 1333, 1181
1
(2SO2). H-NMR (DMSO-d6)δ: 2.43 [s, 3H, CH3], 6.60, 7.80 [2d, 2H,
2CH pyridine, J= 8.1 Hz], 7.22-7.82 [m, 12H, Ar-H], 8.10 [s, 2H,
13
SO2NH2] 10.20, 10.70 [2s, 2H, SO2NH, NH]. C-NMR (DMSO-d6):
21