3.1.9. General Procedure of Synthesis of N-(4-(1-(4-sulfamoylphenyl)-1H-1,2,3-triazol-4-yl)phenyl)acetamide derivatives (13a–g) and 4-(4-(4-amino-3-nitrophenyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide (14h)

ZZ Zuopeng Zhang
HY Huali Yang
YZ Ye Zhong
YW Yueqing Wang
JW Jian Wang
MC Maosheng Cheng
YL Yang Liu
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The appropriate 4-ethynylbenzenamine derivatives 12a–h (3 mmol) were added to a suspension of compound 8 (0.65 g, 3.3 mmol) in t-BuOH-H2O 1:1 (20 mL) at r.t., which was followed by CuSO4 (0.14 g, 0.9 mmol) and sodium ascorbate (0.36g, 1.8 mmol). The suspension was stirred at 60 °C until the starting materials were consumed (monitored by TLC); then, they were quenched with H2O (20 mL), and the formed precipitate was filtered off and washed with H2O affording the compounds 13a–g and 14h, which were used without further purification.

4-(4-(4-Amino-3-nitrophenyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide (14h): Kermesinus solid (0.37 g, 34%), m.p. 222–225 °C. 1H-NMR (DMSO-d6, 600 MHz) δ 9.41 (s, 1H), 8.55 (d, J = 1.9 Hz, 1H), 8.18 (d, J = 8.7 Hz, 2H), 8.07 (d, J = 8.7 Hz, 2H), 7.98 (dd, J = 8.8, 1.9 Hz, 1H), 7.67 (s, 2H), 7.55 (s, 2H), 7.17 (d, J = 8.8 Hz, 1H) ppm. 13C-NMR (DMSO-d6, 151 MHz) δ 146.88, 146.58, 144.25, 139.07, 133.31, 130.65, 128.05, 122.23, 120.59, 120.53, 119.40, 117.99 ppm.

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