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4.1.4.1. 3-(3,4-Dichlorophenyl)-3-oxo-N-phenyl-2-(1H-
4.1.4.8. 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-(4-meth-
oxyphenyl)-3-oxo-N-phenylpropanethioamide (8). Mp:
136–138 °C; IR (KBr) cmꢁ1: 1685, 1494, 1129, 3446;
MS (70 eV): m/z (%) 273, 165, 136, 118, 105, 91, 77,
1,2,4-triazol-1-yl)propanethioamide (1). Mp: 153–155 °C;
IR (KBr) cmꢁ1: 1700, 1493, 1117, 3434; MS (70 eV): m/z
(%) 256, 227, 173, 147, 136, 109, 75; 1H NMR
(300 MHz): dh 6.90 (s, 1H, CH), 7.00–7.60 (m, 8H,
Ar–H), 8.00 (s, 1H, Tr–H), 8.8 (s, 1H, Tr–H), 12.30 (s,
1H, N–H); Elem. Anal.: Found % (Calcd %) C 52.20
(52.18), H 3.12 (3.09), N 14.30 (14.32).
1
55; H NMR (300 MHz): dh 1.09 (s, 3H, CH3), 7.04 (s,
1H, CH), 7.04–7.29 (m, 13H, Ar–H), 11.83 (s, 1H, N–
H); Elem. Anal.: Found % (Calcd %) C 64.62 (64.60),
H 4.63 (4.65), N 14.34 (14.35).
4.1.4.2. 3-(4-Methoxyphenyl)-3-oxo-N-phenyl-2-(1H-
1,2,4-triazol-1-yl)propanethioamide (2). Mp: 155–
156 °C; IR (KBr) cmꢁ1: 1685, 1057, 1138, 3433; MS
(70 eV): m/z (%) 217, 189, 137, 109, 135, 104, 91, 77,
4.1.4.9. 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-(4-chlor-
ophenyl)-3-oxo-N-phenylpropanethioamide (9). Mp:
137–139 °C; IR (KBr) cmꢁ1: 1591, 1485, 1079, 3425;
MS (70 eV): m/z (%) 290, 168, 148, 136, 118, 104, 93,
1
1
51; H NMR (300 MHz): dh 1.20 (s, 3H, CH3), 3.84 (s,
77; H NMR (300 MHz): dh 6.05 (s, 1H, CH), 7.01–
1H, CH), 7.09–8.00 (m, 9H, Ar–H), 8.07 (s, 1H, Tr–
H), 8.80 (s, 1H, Tr–H), 12.55 (s, 1H, N–H); Elem. Anal.:
Found % (Calcd %) C 61.30 (61.35), H 4.60 (4.58), N
15.88 (15.90).
7.80 (m, 13H, Ar–H), 12.13 (s, 1H, N–H); Elem. Anal.:
Found % (Calcd %) C 61.95 (61.99), H 3.75 (3.72), N
13.75 (13.77).
4.1.4.10. 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-oxo-N-
phenyl-3-p-tolylpropanethioamide (10). Mp: 146–147 °C;
IR (KBr) cmꢁ1: 1701, 1498, 1131, 3433; MS (70 eV):
4.1.4.3. 3-(Biphenyl-4-yl)-3-oxo-N-phenyl-2-(1H-1,2,4-
triazol-1-yl)propanethioamide (3). Mp: 175–177 °C; IR
(KBr) cmꢁ1: 1697, 1500, 1130, 3432; MS (70 eV): m/z
(%) 263, 181, 158, 104, 77, 55, 135, 91; 1H NMR
(300 MHz): dh 4.15 (s, 1H, CH), 7.20–7.80 (m, 14H,
Ar–H), 8.00 (s, 1H, Tr–H), 8.24 (s, 1H, Tr–H), 12.55
(s, 1H, N–H); Elem. Anal.: Found % (Calcd %) C
69.30 (69.33), H 4.52 (4.55), N14.08 (14.06).
1
m/z (%) 269, 178, 150, 136, 119, 104, 91, 77, 55; H
NMR (300 MHz): dh 1.24 (m, 3H, CH3), 4.94 (m, 1H,
CH), 7.28–7.89 (m, 13H, Ar–H), 13.33 (s, 1H, N–H);
Elem. Anal.: Found % (Calcd %) C 68.39 (68.37), H
4.70 (4.69), N 14.45 (14.48).
4.1.4.11. 1-(1-(4-Methoxyphenyl)-1-oxo-3-(phenylami-
no)-3-thioxopropan-2-yl)-1H-1,2,4-triazole-3-carboxylic
acid (11). Mp: 179–181 °C; IR (KBr) cmꢁ1: 1595, 1493,
1137, 3446; MS (70 eV): m/z (%) 261, 231, 215, 187, 136,
4.1.4.4. 3-(2-Fluoro-4-methylphenyl)-3-oxo-N-phenyl-
2-(1H-1,2,4-triazol-1-yl)propanethioamide (4). Mp: 168–
170 °C; IR (KBr) cmꢁ1: 1686, 1512, 1132, 3436; MS
1
1
(70 eV): m/z (%) 220, 192, 137, 109, 75, 55, 135, 91; H
119, 91, 77, 55; H NMR (300 MHz): dh 1.41 (s,3 H,
NMR (300 MHz): dh 1.29 (s, 3H, CH3), 6.42 (s, 1H,
CH), 7.07–7.34 (m, 8H, Ar–H), 7.66 (s, 1H, Tr–H),
8.43 (s, 1H, Tr–H), 12.58 (s, 1H, N–H); Elem. Anal.:
Found % (Calcd %) C 61.03 (61.00), H 4.25 (4.27), N
15.80 (15.81).
CH3), 4.90–5.01 (s, 1H, CH), 7.25–7.35 (m, 9H, Ar–
H), 7.58 (s, 1H, Tr–H), 13.83 (s, 1H, N–H), 11.2 (s,
1H, O–H); Elem. Anal.: Found % (Calcd %) C 57.60
(57.57), H 4.02 (4.06), N 14.12 (14.13).
4.1.4.12. 1-(1-Oxo-1-phenyl-3-(phenylamino)-3-thioxo-
propan-2-yl)-1H-1,2,4-triazole-3-carboxylic acid (12).
Mp: 192–194 °C; IR (KBr) cmꢁ1: 1699, 1496, 1160,
3432; MS (70 eV): m/z (%) 231, 186, 169, 136, 119, 91,
4.1.4.5. 3-(2-Fluoro-5-methylphenyl)-3-oxo-N-phenyl-
2-(1H-1,2,4-triazol-1-yl)propanethioamide (5). Mp: 166–
167 °C; IR (KBr) cmꢁ1: 1698, 1513, 1131, 3435; MS
1
1
(70 eV): m/z (%) 219, 192, 136, 91, 77, 55; H NMR
77, 55; H NMR (300 MHz): dh 4.61 (s, H, CH), 4.91
(300 MHz): dh 2.34 (s, 3H, Ph–CH3), 7.04 (s, 1H, CH),
7.05–8.08 (m, 8H, Ar–H), 7.71 (s, 1H,Tr–H), 8.35 (s,
1H, Tr–H), 13.58 (s, 1H, N–H); Elem. Anal.: Found %
(Calcd %) C 61.03 (61.00), H 4.25 (4.27), N 15.80 (15.81).
(s, 1H, CH), 7.26–7.43 (m, 10H, Ar–H), 7.72 (s, 1H,
Tr–H), 13.23 (s, 1H, N–H), 11.2 (s,1H,O–H); Elem.
Anal.: Found % (Calcd %) C 59.02 (59.00), H 3.82
(3.85), N 15.27 (15.29).
4.1.4.6. 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-oxo-N,3-
diphenylpropanethioamide (6). Mp: 156–158 °C; IR
(KBr) cmꢁ1: 1699, 1518, 1082, 3403; MS (70 eV): m/z (%)
255, 178, 150, 136, 1118, 104, 93, 77, 51; 1H NMR
(300 MHz): dh 7.01 (s, 1H, CH), 7.01–7.97 (m, 14H, Ar–
H), 12.83 (s, 1H, N–H); Elem. Anal.: Found % (Calcd
%) C 67.70 (67.72), H 4.34 (4.33), N 15.06 (15.04).
4.1.4.13. 1-(1-(3,4-Dichlorophenyl)-1-oxo-3-(phenyla-
mino)-3-thioxopropan-2-yl)-1H-1,2,4-triazole-3-carbox-
ylic acid (13). Mp: 159–161 °C; IR (KBr) cmꢁ1: 1684,
1471, 1117, 3430; MS (70 eV): m/z (%) 300, 283, 256,
176, 148, 136, 119, 93, 77; 1H NMR (300 MHz): dh
4.14 (s, 1H, CH), 7.18–7.35 (m, 8H, Ar–H), 7.57 (s,
1H, Tr–H), 11.50 (s, 1H, N–H), 9.2 (s, 1H, O–H); Elem.
Anal.: Found % (Calcd %) C 49.68 (49.67), H 2.80
(2.78), N 12.85 (12.87).
4.1.4.7. 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-(biphenyl-
4-yl)-3-oxo-N-phenylpropanethioamide (7). Mp: 156–
158 °C; IR (KBr) cmꢁ1: 1693, 1507, 1049, 3370; MS
(70 eV): m/z (%) 331, 254, 177, 150, 136, 118, 104, 93,
77; 1H NMR (300 MHz): dh 7.05(s, 1H, CH), 7.17–
7.36 (m, 18H, Ar–H), 13.83(s, 1H, N–H); Elem. Anal.:
Found % (Calcd %) C 72.32 (72.30), H 4.52 (4.49), N
12.45 (12.49).
4.1.4.14. 1-(1-(2,4-Dichlorophenyl)-1-oxo-3-(phenyla-
mino)-3-thioxopropan-2-yl)-1H-1,2,4-triazole-3-carbox-
ylic acid (14). Mp: 186–188 °C; IR (KBr) cmꢁ1: 1593,
1493, 1138, 3437; MS (70 eV): m/z (%) 301, 283, 256,
177, 147, 136, 118, 91, 77; 1H NMR (300 MHz): dh
3.02 (s, 1H, CH), 6.92–7.43 (m, 8H, Ar–H), 7.69 (s, H,