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·108· 精细化工 FINE CHEMICALS 第 36 卷
2H, Ar-H), 7.73 (d, J = 8.8 Hz, 2H, Ar-H), 7.28 (s, 2H, C 17 H 17 N 5 O 3 S(质量分数/%):C 54.97, H 4.61, N 18.86,
NH 2 ), 5.31 (s, 2H, COCH 2 ), 2.64 (t, J = 7.6 Hz, 2H, found C 54.91, H 4.66, N 18.89。
CH 2 ), 1.65~1.53 (m, 2H, CH 2 ), 1.39~1.28 (m, 2H,
13
CH 2 ), 0.90 (t, J = 7.4 Hz, 3H, CH 3 ); CNMR (151 2-[4-(4-乙基苯基)-1H-1, 2, 3-三唑-1-基]-N-(4-
MHz, DMSO-d 6 ), δ: 165.60, 147.32, 141.87, 139.44, 氨磺酰基苯基)乙酰胺Ⅲf:白色固体,产率 82.1%,m.
127.42, 124.06, 119.45, 52.66, 31.69, 25.18, 22.20, p. 288.0~290.5 ℃;FTIR (KBr), v/cm :3477, 3414,
–1
+
14.26; ESI-MS, m/Z: 339.10 [M+H] (calcd: 338.40); 3325, 1681(C==O), 1598, 1535, 1458, 1404, 1334,
Anal. calcd for C 14 H 19 N 5 O 3 S (质量分数/%):C 49.84, 1257, 1203, 1165, 972, 904, 825, 696, 615, 542;
H 5.68, N 20.76, found C 49.89, H 5.63, N 20.79。 1 HNMR (500 MHz, DMSO-d 6 ), δ: 10.86 (s, 1H, NH),
2-(4-二乙氨甲基-1H-1, 2, 3-三唑-1-基)-N-(4-氨 8.55 (s, 1H, triazole-H), 7.82~7.75 (m, 6H, Ar-H),
磺酰基苯基)乙酰胺Ⅲc:淡黄色固体,产率 60.23%,m. 7.31 (d, J = 8.2 Hz, 2H, Ar-H), 7.29 (s, 2H, NH 2 ), 5.44
–1
p. 225.3~227.3 ℃;FTIR (KBr), v/cm :3743, 3547, (s, 2H, COCH 2 ), 2.65 (q, J = 7.6 Hz, 2H, CH 2 ), 1.22 (t,
13
J = 7.6 Hz, 3H, CH 3 ); CNMR (126 MHz, DMSO-d 6 ),
3475, 3415, 1681(C==O), 1643, 1535, 1462, 1398, δ: 165.40, 146.79, 143.97, 141.72, 139.43, 128.76,
1332, 1257, 1163, 1095, 1060, 974, 904, 837, 752, 692, 128.66, 127.33, 125.66, 123.13, 119.40, 52.85, 28.40,
1
628, 542; HNMR (600 MHz, DMSO-d 6 ), δ:10.79 (s, 15.94; ESI-MS, m/Z: 386.10 [M+H] (calcd:386.45);
+
1H, NH), 7.98 (s, 1H, triazole-H), 7.79 (d, J = 8.7 Hz, Anal. calcd for C 18 H 19 N 5 O 3 S (质量分数/%): C 56.09,
2H, Ar-H), 7.74 (d, J = 8.7 Hz, 2H, Ar-H), 7.28 (s, 2H, H 4.97, N 18.17, found C 56.14, H 4.96, N 18.20。
NH 2 ), 5.34 (s, 2H, COCH 2 ), 3.69 (s, 2H, NCH 2 ), 2.43
(d, J = 3.5 Hz, 4H, CH 2 ), 1.00 (t, J = 7.0 Hz, 6H, 2-[4-(4-甲氧基苯基)-1H-1, 2, 3-三唑-1-基]-N-
13
CH 3 ); CNMR (151 MHz, DMSO-d 6 ), δ:165.53, (4-氨磺酰基苯基)乙酰胺Ⅲg:淡青色固体,产率
–1
144.08, 141.86, 139.44, 127.43, 125.85, 119.45, 52.68, 55.38%, m. p. 294.0~295.8 ℃;FTIR (KBr), v/cm :
+
47.18, 46.61, 12.54; ESI-MS, m/Z: 367.00 [M+H] 3417, 3305, 3140, 1683 (C==O), 1598, 1533, 1502,
(calcd:367.44); Anal. calcd for C 15 H 22 N 6 O 3 S(质量分 1462, 1396, 1334, 1255, 1163, 1101, 1031, 972, 900,
1
数/%):C 49.17, H, 6.05, N, 22.93, found C 49.21, H 827, 711, 613, 540, 462 ; HNMR (500 MHz,
6.01, N 22.85。 DMSO-d 6 ), δ: 10.85 (s, 1H, NH), 8.50 (s, 1H,
triazole-H), 7.79 (dd, J = 22.2, 8.2 Hz, 6H, Ar-H), 7.29
2-(4-苯基-1H-1, 2, 3-三唑-1-基)-N-(4-氨磺酰基
(s, 2H), 7.04 (d, J = 8.8 Hz, 2H, Ar-H), 5.42 (s, 2H,
苯基)乙酰胺Ⅲd:白色固体,产率 78.97%,m. p. COCH 2 ), 3.81 (s, 3H, OCH 3 ); CNMR (126 MHz,
13
–1
272.8~274.7 ℃;FTIR (KBr), v/cm : 3304, 3143, DMSO-d 6 ), δ: 165.34, 159.49, 146.66, 141.73, 139.43,
3061, 1683 (C==O), 1597, 1535, 1489, 1336, 1257, 127.33, 126.98, 123.77, 122.56, 119.41, 114.83, 55.63,
+
1203, 1163, 1087, 1053, 970, 904, 833, 763, 696, 578, 52.84; ESI-MS, m/Z: 388.00 [M+H] (calcd:388.42);
1
542; HNMR (500 MHz, DMSO-d 6 ), δ:10.87 (s, 1H, Anal. calcd for C 17 H 17 N 5 O 4 S(质量分数/%):C 52.70,
NH), 8.62 (s, 1H, triazole-H), 7.89 (d, J = 7.2 Hz, 2H, H 4.42, N 18.08, found C 52.64, H 4.45, N 18.11。
Ar-H), 7.79 (dd, J = 22.3, 8.8 Hz, 4H, Ar-H), 7.48 (t, J 2-[4-(3-氟-(苯基)-1H-1, 2, 3-三唑-1-基]-N-(4-氨
= 7.7 Hz, 2H, Ar-H), 7.36 (t, J = 8.0 Hz, 1H, Ar-H),
13
7.29 (s, 2H, NH 2 ), 5.45 (s, 2H, COCH 2 ); CNMR 磺酰基苯基)乙酰胺Ⅲh:白色固体,产率 88.61%, m.
–1
(126 MHz, DMSO-d 6 ), δ: 165.31, 146.73, 141.73, p. 275.1~277.0 ℃;FTIR (KBr), v/cm : 3736, 3473,
139.45, 131.18, 129.42, 128.36, 127.35, 125.64, 3415, 3340, 3302, 3143, 1683(C==O), 1597, 1535,
123.54, 119.42, 52.89; ESI-MS, m/Z: 356.10 1483, 1396, 1334, 1255, 1166, 1097, 966, 904, 869,
–
[M-H] (calcd:356.38); Anal. calcd for C 16 H 15 N 5 O 3 S 833, 786, 686, 655, 576, 542, 449;HNMR (600 MHz,
1
(质量分数/%):C 53.77, H 4.23, N 19.60, found C DMSO-d 6 ), δ: 10.87 (s, 1H, NH), 8.68 (s, 1H,
53.68, H 4.17, N 19.71。 triazole-H), 7.80 (d, J = 8.7 Hz, 2H, Ar-H), 7.65~7.77
2-[4-(4-甲基苯基)-1H-1, 2, 3-三唑-1-基]-N-(4- (m, 4H, Ar-H), 7.51 (dd, J = 14.3, 7.9 Hz, 1H, Ar-H),
7.29 (s, 2H, NH 2 ), 7.18 (t, J = 9.7 Hz, 1H, Ar-H), 5.45
氨磺酰基苯基)乙酰胺Ⅲe:黄色固体,产率 89.83%,m. (s, 2H, COCH 2 ); CNMR (151 MHz, DMSO-d 6 ), δ:
13
–1
p. 292.4~294.1 ℃; FTIR (KBr), v/cm : 3415, 3329, 165.32, 164.00, 162.39, 145.77, 141.80, 133.62,
3294, 3143, 1681(C==O), 1641, 1598, 1535, 1504, 131.70, 127.46, 124.37, 121.77, 119.53, 115.25,
1456, 1400, 1336, 1257, 1165, 1099, 972, 902, 821, 112.22, 53.03; ESI-MS, m/Z: 374.10
–
1
713, 542, 513; HNMR (600 MHz, DMSO-d 6 ), δ: [M-H] (calcd:374.37); Anal. calcd for C 16 H 14 FN 5 O 3 S
10.85 (s, 1H, NH), 8.53 (s, 1H, triazole-H), 7.78 (dd, J (质量分数/%):C 51.19, H 3.76, F 5.06, N 18.66,
= 26.5, 7.8 Hz, 6H, Ar-H), 7.29 (s, 2H, NH 2 ), 7.27 (d, found C 51.30, H 3.65, N 18.55。
J = 7.8 Hz, 2H, Ar-H), 5.42 (s, 2H, COCH 2 ), 2.33 (s, 2-[4-(4-氟-(苯基)-1H-1, 2, 3-三唑-1-基]-N-(4-氨
13
3H, CH 3 ); CNMR (151 MHz, DMSO-d 6 ), δ:165.32,
145.77, 141.80, 133.62, 131.70, 127.46, 124.37, 磺酰基苯基)乙酰胺Ⅲi:白色固体,产率 72.24%,m.
–1
121.77, 119.53, 115.25, 112.22, 53.03, 31.25; ESI-MS, p. 282.0~283.9 ℃;FTIR (KBr), v/cm : 3338, 3300,
+
m/Z: 372.20 [M+H] (calcd:372.42); Anal. calcd for 3143, 1683(C==O), 1600, 1537, 1500, 1462, 1396,