548
R. BADRI AND M. GORJIZADEH
2,5-Diphenyl-1,3,4-oxadiazole (entry 1). mp: 200–204◦C. 1H NMR (400 MHz,
CDCl3): δ = 7.53–7.76 (m, 6H), 8.14–8.18 (d, 4H). 13C NMR (100 MHz, CDCl3): δ =
123.73, 128.58, 129.01, 131.69, 164.17.
2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole (entry 2). mp: 216–218◦C.
1H NMR (400 MHz, CDCl3): δ = 7.53–7.66 (m, 3H), 7.83–7.86 (d, 2H), 8.23–8.41 (d,
2H), 8.14–8.18 (d, 2H). 13C NMR (100 MHz, CDCl3): δ = 123.67, 125.98, 128.58, 128.63,
129.07, 130.18, 131.67, 135.81, 164.05.
2-(4-Metylphenyl)-5-phenyl-1,3,4-oxadiazole (entry 3). mp: 219◦C. 1H
NMR (400 MHz, CDCl3): δ = 2.53 (s, 3H), 7.23 (d, 2H), 7.53–7.71 (m, 3H), 7.94–7.97 (d,
2H), 8.14–8.18 (d, 2H). 13C NMR (100 MHz, CDCl3): δ = 23.1, 126.57, 123.78, 128.58,
128.93, 129.01, 129.97, 131.69, 142.21, 164.15.
2-(4-Methoxyphenyl)-5-phenyl-1,3,4-oxadiazole (entry 4). mp: 145–148◦C.
1H NMR (400 MHz, CDCl3): δ = 3.63 (s, 3H), 7.12 (d, 2H), 7.53–7.71 (m, 3H), 7.86 (d,
2H), 8.14–8.15 (d, 2H). 13C NMR (100 MHz, CDCl3): δ = 53.5, 118.37, 118.98, 122.54,
123.73, 125.58, 129.07, 131.61, 164.11, 165.85.
2-(4-Nitrophenyl)-5-phenyl-1,3,4-oxadiazole (entry 5). mp: 244–246◦C. 1H
NMR (400 MHz, CDCl3): δ = 7.55–7.61 (m, 3H), 8.13–8.16 (d, 2H), 8.33–8.44 (d, 2H),
8.58 (d, 2H). 13C NMR (100 MHz, CDCl3): δ = 122.77, 122.98, 123.73, 125.60, 129.01,
131.68, 138.60, 149.85, 164.15.
2-(3-Nitrophenyl)-5-phenyl-1,3,4-oxadiazole (entry 6). mp: 188–189◦C. 1H
NMR (400 MHz, CDCl3): δ = 7.55–7.61 (m, 3H), 8.03–8.06 (dd, 1H), 8.14–8.17 (d, 2H),
8.98 (s, 1H). 13C NMR (100 MHz, CDCl3): δ = 120.77, 123.08, 123.73, 128.60, 129.01,
131.28, 131.69, 134.85, 137.15, 1489.5, 164.18, 165.72.
2-(4-Iodophenyl)-5-phenyl-1,3,4-oxadiazole (entry 7). mp: 218◦C. 1H NMR
(400 MHz, CDCl3): δ = 7.53–7.66 (m, 3H), 7.86 (d, 2H), 7.98–8.01 (d, 2H), 8.14–8.18
(d, 2H). 13C NMR (100 MHz, CDCl3): δ = 93.67, 122.18, 123.78, 128.65, 129.07, 131.68,
131.97, 138.83, 164.01.
2-(2,4-Dichlorophenyl)-5-phenyl-1,3,4-oxadiazole (entry 8). mp: 102◦C. 1H
NMR (400 MHz, CDCl3): δ = 7.53–7.66 (m, 4H), 7.72 (s, 1H), 8.07 (d, 1H), 8.14–8.17 (d,
2H). 13C NMR (100 MHz, CDCl3): δ = 122.97, 123.74, 123.23, 128.55, 129.03, 131.69,
133.67, 134.19, 135.89, 138.02, 164.05, 166.12.
2-(3-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole (entry 9). mp: 194◦C. 1H
NMR (400 MHz, CDCl3): δ = 7.53–7.66 (m, 4H), 7.77–7.87 (dd, 1H), 7.97 (s, 1H),
8.14–8.17 (d, 2H), 8.71 (d, 1H). 13C NMR (100 MHz, CDCl3): δ = 120.67, 121.98, 123.73,
124.33, 128.54, 129.01, 130.67, 131.69, 133.89, 136.02, 164.05, 165.1.
1
2-(4-Bromophenyl)-5-phenyl-1,3,4-oxadiazole (entry 10). mp: 228◦C. H
NMR (400 MHz, CDCl3): δ = 7.53–7.57 (m, 3H), 7.66 (d, 2H), 7.79(d, 2H), 8.14–8.18 (d,
2H). 13C NMR (100 MHz, CDCl3): δ = 123.17, 123.48, 123.78, 128.55, 129.05, 131.58,
131.69, 164.01.
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2-(2-Furyl)-5-phenyl-1,3,4-oxadiazole (entry 11). mp: 99◦C. H NMR (400
MHz, CDCl3): δ = 6.58 (dd, 1H), 7.37 (d, 1H), 7.55–7.71 (m, 4H), 8.14–8.17 (d, 2H). 13
C
NMR (100 MHz, CDCl3): δ = 102.48, 113.79, 123.73, 128.58, 129.03, 131.69, 141.89,
146.30, 152.85, 164.17.
2-(3-Pyridyle)-5-phenyl-1,3,4-oxadiazole (entry 12). mp: 105–107◦C. 1H
NMR (400 MHz, CDCl3): δ = 7.55–7.71 (m, 3H), 7.82–7.87 (m, 2H), 8.14–8.17 (d, 2H),
8.78 (d, 1H), 9.27 (s, 1H). 13C NMR (100 MHz, CDCl3): δ = 121.77, 122.98, 123.73,
128.60, 129.03, 130.51, 131.69, 146.85, 157.05, 164.18.