基于氧化反应吡唑-5-基偶氮衍生物(2)
1.3实验数据
(E)-1,2-bis(3-methyl-1-phenyl-1H-pyrazol-5-yl)diazene(2a)
Oil, (eluent, petroleum ether/ethyl acetate 10:1 v/v), 0.096 g, yield 56%; IR (KBr, v, cm-1):1597, 1517, 1422, 1343, 1141, 1021, 831, 764, 693; 1H NMR (400 MHz, CDCl3) (δ, ppm) 7.49 (d, J = 5.6 Hz, 6H, ArH), 7.41–7.35 (m, 4H, ArH), 6.99 (s, 2H, CH), 2.38 (s, 6H, CH3); HRMS (APCI): m/z Calcd. For: C20H19N6: 343.1666 [M+H]+, found: 343.1701.
(E)-1,2-bis(1,3-dimethyl-1H-pyrazol-5-yl)diazene (2b)
Yellow solid (eluent, petroleum ether/ethyl acetate 10:1 v/v), 0.056 g, yield 51%; Mp: 140-144 oC; IR (KBr, v, cm-1): 1598, 1521, 1444, 1341, 1028, 993, 837, 742; 1H NMR (400 MHz, CDCl3) (δ, ppm) 6.33 (s, 2H, CH), 4.11 (s, 6H, CH3), 2.32 (s, 6H, CH3); HRMS (APCI): m/z Calcd. For: C10H15N6: 219.1358 [M+H]+, found: 219.1358.
(E)-1,2-bis(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)diazene (2c)
Red oil (eluent, petroleum ether/ethyl acetate 10:1 v/v), 0.093 g, yield 69%; IR (KBr, v, cm-1):2926, 1653, 1517, 1448, 1289, 1008, 785, 679; 1H NMR (400 MHz, CDCl3) (δ, ppm) 6.72 (s, 2H, CH), 4.16 (s, 6H, CH3), 1.99–1.82 (m, 2H, CH), 1.00–0.93 (m, 4H, CH2), 0.81–0.70 (m, 4H, CH2); HRMS (APCI): m/z Calcd. For: C14H19N6: 271.1671 [M+H]+, found: 271.1673.