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4H, ArH), 7.62 (d, J = 15.72 Hz, 1H), 8.00 (d, J = 8.79 Hz, 2H, ArH),
8.21 (s, 1H, NH). ESI-MS: 399.93 (C15H12BrClNO3S, [M+H]+). Anal.
Calcd for C15H11BrClNO3S: C, 44.96; H, 2.77; N, 3.50. Found: C,
44.72; H, 2.74; N, 3.47.
J = 6.54 Hz, 2H, ArH), 8.12 (s, 1H, NH). ESI-MS: 331.10
(C17H19N2O3S, [M+H]+). Anal. Calcd for C17H18N2O3S: C, 61.80; H,
5.49; N, 8.48. Found: C, 62.02; H, 5.51; N, 8.45.
4.3.22. (E)-3-(4-(Dimethylamino)phenyl)-N-tosylacrylamide
(14b)
4.3.15. (E)-3-(4-Bromophenyl)-N-(4-bromophenylsulfonyl)
acrylamide (12e)
Yield 85%; mp. 218–220 °C. 1H NMR (300 MHz, CDCl3): d 2.43(s,
3H), 3.03 (s, 6H, N(CH3)2), 6.18 (d, J = 15.36 Hz, 1H), 6.68 (d,
J = 8.79 Hz, 2H, ArH), 7.32–7.39 (m, 4H, ArH), 7.61 (d,
J = 15.36 Hz, 1H), 7.93 (s, 1H, NH), 7.99 (d, J = 8.40 Hz, 2H, ArH).
ESI-MS: 345.12 (C18H21N2O3S, [M+H]+). Anal. Calcd for
Yield 93%; mp. 213–214 °C. 1H NMR (300 MHz, CDCl3): d 6.29
(d, J = 15.57 Hz, 1H), 7.54–7.69 (m, 5H), 8.10 (t, J = 10.61 Hz, 4H,
ArH), 8.23 (s, 1H, NH). ESI-MS: 443.88 (C15H12Br2NO3S, [M+H]+).
Anal. Calcd for C15H11Br2NO3S: C, 40.47; H, 2.49; N, 3.15.C, 40.22;
H, 2.37; N, 3.02. Found: C, 40.72; H, 2.46; N, 3.04.
C18H20N2O3S: C, 62.77; H, 5.85; N, 8.13. Found: C, 62.93; H, 5.89;
N, 8.16.
4.3.16. (E)-3-(4-Methoxyphenyl)-N-(phenylsulfonyl)acrylamide
(13a)
4.3.23. (E)-3-(4-(Dimethylamino)phenyl)-N-(4-fluorophenyl-
sulfonyl)acrylamide (14c)
Yield 80%; mp. 173–175 °C. 1H NMR (300 MHz,CDCl3): d 3.85 (s,
3H), 6.30 (d, J = 15.54 Hz, 1H), 6.90 (d, J = 8.76 Hz, 2H, ArH), 7.45 (d,
J = 8.97 Hz, 2H, ArH), 7.57 (t, J = 7.50 Hz, 2H, ArH), 7.66 (t,
J = 7.77 Hz, 2H), 8.13 (t, J = 2.93 Hz, 2H, ArH), 8.27 (s, 1H, NH).
ESI-MS: 318.07 (C16H16NO4S, [M+H]+). Anal. Calcd for
Yield 77%; mp. 207–209 °C 1H NMR (300 MHz,CDC3): d 3.04 (s,
6H, N(CH3)2), 6.15 (d, J = 15.47 Hz, 1H), 6.67 (d, J = 8.57 Hz, 2H,
ArH), 7.32 (d, J = 7.78 Hz, 2H, ArH), 7.34-7.37 (m, 2H, ArH), 7.62
(d, J = 15.48 Hz, 1H), 7.73 (t, J = 4.56 Hz, 2H, ArH), 8.09 (s, 1H,
NH). ESI-MS: 349.09 (C17H18FN2O3S, [M+H]+). Anal. Calcd for
C16H15NO4S:C, 60.55; H, 4.76; N, 4.41. Found: C, 60.61; H, 4.73;
N, 4.43.
C17H17FN2O3S: C, 58.61; H, 4.92; N, 8.04. Found: C, 58.73; H,
4.95; N, 8.01.
4.3.17. (E)-3-(4-Methoxyphenyl)-N-tosylacrylamide (13b)
Yield 86%; mp. 195–197 °C. 1H NMR (300 MHz, CDCl3): d 2.43 (s,
3H), 3.83 (s, 3H), 6.27 (d, J = 15.54 Hz, 1H), 6.88 (d, J = 8.79 Hz, 2H,
ArH), 7.34 (d, J = 8.04 Hz, 2H, ArH), 7.43 (d, J = 8.79 Hz, 2H, ArH),
7.62 (d, J = 15.54 Hz, 1H), 7.99 (d, J = 8.22 Hz, 2H, ArH), 8.30 (s,
1H, NH). ESI-MS: 332.09 (C17H18NO4S, [M+H]+). Anal. Calcd for
4.3.24. (E)-N-(4-Chlorophenylsulfonyl)-3-(4-(dimethylamino)
phenyl)acrylamide (14d)
Yield 81%; mp. 220–222 °C. 1H NMR (300 MHz,CDCl3): d 3.06 (s,
6H, N(CH3)2), 6.37 (d, J = 15.54 Hz, 1H), 6.67 (d, J = 8.85 Hz, 2H,
ArH), 7.41 (d, J = 15.52 Hz, 1H), 7.64 (d, J = 8.94 Hz, 2H, ArH), 7.78
(d, J = 7.84 Hz, 2H, ArH), 7.84 (d, J = 7.73 Hz, 2H, ArH), 8.04(s, 1H,
NH). ESI-MS: 365.06 (C17H18ClN2O3S, [M+H]+). Anal. Calcd for
C17H17NO4S: C, 61.61; H, 5.17; N, 4.23. Found: C, 61.83; H, 5.15;
N, 4.25.
C17H17ClN2O3S: C, 55.96; H, 4.70; N, 7.48. Found: C, 55.86; H,
4.3.18. (E)-N-(4-Fluorophenylsulfonyl)-3-(4-methoxyphenyl)
acrylamide (13c)
4.67; N, 7.51.
Yield 78%; mp. 175–177 °C. 1H NMR (300 MHz, CDCl3): d 3.83 (s,
3H), 6.26 (d, J = 15.54 Hz, 1H), 6.87 (d, J = 8.76 Hz, 2H, ArH), 7.18–
7.26 (m, 2H, ArH), 7.43 (d, J = 8.79 Hz, 2H, ArH), 7.65(d,
J = 15.54 Hz, 1H), 8.13–8.18 (m, 2H, ArH), 8.50 (s, 1H, NH). ESI-
MS: 336.06 (C16H15FNO4S, [M+H]+). Anal. Calcd for C16H14FNO4S:
C, 57.30; H, 4.21; N, 4.18. Found: C, 57.43; H, 4.24; N, 4.22.
4.3.25. (E)-N-(4-Bromophenylsulfonyl)-3-(4-(dimethylamino)
phenyl)acrylamide (14e)
Yield 84%; mp. 226–228 °C. 1H NMR (300 MHz, CDCl3): d 3.04 (s,
6H, N(CH3)2), 6.54 (d, J = 15.57 Hz, 1H), 6.67 (d, J = 8.86 Hz, 2H,
ArH), 7.40 (d, J = 15.57 Hz, 1H), 7.70 (d, J = 6.45 Hz, 2H, ArH),
7.86–7.90 (m, 4H, ArH), 8.13 (s, 1H, NH). ESI-MS: 409.01
(C17H18BrN2O3S, [M+H]+). Anal. Calcd for C17H17BrN2O3S: C,
49.89; H, 4.19; N, 6.84. Found: C, 49.76; H, 4.23; N, 6.81.
4.3.19. (E)-N-(4-Chlorophenylsulfonyl)-3-(4-methoxyphenyl)
acrylamide (13d)
Yield 84%; mp. 183–185 °C. 1H NMR (300 MHz,CDCl3): d 3.83 (s,
3H), 6.24 (d, J = 15.54 Hz, 1H), 6.89 (d, J = 8.76 Hz, 2H, ArH), 7.43 (d,
J = 8.61 Hz, 2H, ArH), 7.52 (d, J = 8.58 Hz, 2H, ArH), 7.64 (d,
J = 15.54 Hz, 1H), 8.06 (d, J = 8.61 Hz, 2H, ArH), 8.43 (s, 1H, NH).
ESI-MS: 352.03 (C16H15ClNO4S, [M+H]+). Anal. Calcd for
4.3.26. (E)-N-(4-Fluorophenylsulfonyl)-3-(2-nitrophenyl)
acrylamide (15c)
Yield 75%; mp. 165–167 °C. 1H NMR (300 MHz, CDCl3): d 6.31
(d, J = 15.57 Hz, 1H), 7.21–7.27 (m, 2H, ArH), 7.54–7.57 (m, 2H,
ArH), 7.65 (t, J = 6.86 Hz, 1H, ArH), 8.04 (t, J = 4.85, 2H, ArH), 8.10
(s, 1H, NH), 8.12–8.17 (m, 2H). ESI-MS: 351.04 (C15H12FN2O5S,
[M+H]+). Anal. Calcd for C15H11FN2O5S: C, 51.43; H, 3.16; N, 8.00.
Found: C, 51.21; H, 3.13; N, 7.96.
C16H14ClNO4S: C, 54.62; H, 4.01; N, 3.98. Found: C, 54.74; H,
4.03; N, 4.02.
4.3.20. (E)-N-(4-Bromophenylsulfonyl)-3-(4-methoxyphenyl)
acrylamide (13e)
4.3.27. (E)-N-(4-Chlorophenylsulfonyl)-3-(2-
Yield 88%; mp. 188–190 °C. 1H NMR (300 MHz,CDCl3): d 3.83 (s,
3H), 6.23 (d, J = 15.54 Hz, 1H), 6.89 (d, J = 8.79 Hz, 2H, ArH), 7.43 (d,
J = 8.79 Hz, 2H, ArH), 7.62 (s,1H), 7.69 (d, J = 8.79 Hz, 2H, ArH), 7.98
(d, J = 8.76 Hz, 2H, ArH), 8.22 (s, 1H, NH). ESI-MS: 395.98
(C16H15BrNO4S, [M+H]+). Anal. Calcd for C16H14BrNO4S: C, 48.50;
H, 3.56; N, 3.53. Found: C, 48.43; H, 3.60; N, 3.57.
nitrophenyl)acrylamide (15d)
Yield 86%; mp. 178–180 °C. 1H NMR (300 MHz, CDCl3): d 6.36
(d, J = 15.57 Hz, 1H), 7.53–7.70 (m, 6H, ArH), 8.03–8.14 (m, 4H),
8.64 (s, 1H, NH). ESI-MS: 367.01 (C15H12ClN2O5S, [M+H]+). Anal.
Calcd for C15H11ClN2O5S: C, 49.12; H, 3.02; N, 7.64. Found: C,
50.16; H, 3.06; N, 7.67.
4.3.21. (E)-3-(4-(Dimethylamino)phenyl)-N-(phenylsulfonyl)
acrylamide (14a)
4.3.28. (E)-N-(4-Bromophenylsulfonyl)-3-(2-nitrophenyl)
acrylamide (15e)
Yield 75%; mp. 202–204 °C. 1H NMR (300 MHz, CDCl3): d 3.05 (s,
6H, N(CH3)2), 6.20 (d, J = 15.54 Hz, 1H), 6.66 (d, J = 8.67 Hz, 2H,
ArH), 7.32 (d, J = 8.43 Hz, 2H, ArH), 7.54 (d, J = 8.56 Hz, 2H, ArH),
7.62 (d, J = 15.54 Hz, 1H), 7.76 (d, J = 15.54 Hz, 1H, ArH), 8.01(d,
Yield 85%; mp. 175–176 °C. 1H NMR (300 MHz, CDCl3): d 6.29
(d, J = 15.54 Hz, 1H), 7.53–7.60 (m, 2H, ArH), 7.65 (d, J = 7.32 Hz,
1H, ArH), 7.72 (d, J = 8.79 Hz, 2H, ArH), 8.00 (d, J = 8.61 Hz, 2H,
ArH), 8.05–8.12 (m, 2H), 8.49 (s, 1H, NH). ESI-MS: 410.96