Page 122 - 201901
P. 122

·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,
   117   118   119   120   121   122   123   124   125   126   127