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5.3.7. 2-(4,5-Difuran-1H-imidazol-2-yl)-6-methoxy phe-
nol (3g). Mp 238 8C; IR (cmK1) 715, 864, 1416, 1610, 3130,
3600; H NMR (CDCl3/DMSO-d6, 200 MHz) d 3.65 (s,
5.3.14. 2-(2-Chloro-phenyl)-4,5-diphenyl-1H-imidazole
(3n). Mp 188 8C; IR (cmK1) 1216, 1638, 2470, 2993,
3434; H NMR (CDCl3/DMSO-d6, 200 MHz) d 7.27–7.37
1
1
3H), 6.30–6.33 (dd, JZ7 Hz, 4H), 7.31–7.40 (d, JZ7 Hz,
2H), 7.55–7.58 (m, 3H), 12.71 (brs, 1H); 13C NMR (CDCl3/
DMSO-d6, 200 MHz) d 105.2, 111.6, 115.5, 120.2, 122.6,
124.2, 127.1, 140.1, 152.3, 156.2; C18H14N2O4 (322): calcd
C, 67.08, H, 4.34, N, 8.69; found C, 66.98, H, 4.29, N, 8. 62.
(m, 10H), 7.45–7.49 (dd, JZ9 Hz, 1H), 7.57–7.59 (d, JZ
8 Hz, 2H), 8.02–8.05 (dd, JZ8.79 Hz, 1H), 12.5 (brs, 1H);
13C NMR (CDCl3/DMSO-d6, 200 MHz) d 125.4, 125.6,
126.5, 126.9, 127.2, 128.4, 128.6, 128.8, 129.6, 130.1,
130.5, 142.2; C21H15ClN2 (330): calcd C, 76.24, H, 4.57, N,
8.47; found C, 76.12, H, 4.49, N, 8. 38.
5.3.8. 2-(4,5-Difuran-1H-imidazol-2-yl)-2-methoxy phe-
nol (3h). Mp 225 8C; IR (cmK1) 715, 864, 1416, 1610,
3130, 3600; 1H NMR (CDCl3/DMSO-d6, 200 MHz) d 3.87
(s, 3H), 6.47–6.49 (dd, JZ5 Hz, 2H), 7.30–7.40 (d, JZ
7 Hz, 2H), 7.55–7.58 (m, 3H), 12.72 (brs, 1H); 13C NMR
(CDCl3/DMSO-d6, 200 MHz) d 105.0, 111.6, 115.5, 120.0,
122.6, 124.0, 127.1, 140.1, 152.0, 156.0; C18H14N2O4 (322):
calcd C, 67.08, H, 4.34, N, 8.69; found C, 66.98, H, 4.29, N,
8.62.
5.3.15. 2-(4-Bromo-phenyl)-4,5-diphenyl-1H-imidazole
(3o). Mp 248 8C; IR (cmK1) 1261, 1645, 2255, 2473,
3417; H NMR (CDCl3/DMSO-d6, 200 MHz) d 7.25–7.48
(m, 10H), 7.50–7.52 (d, JZ8 Hz, 2H), 7.80–7.92 (d, JZ
8.6 Hz, 2H), 12.49 (brs, 1H); 13C NMR (CDCl3/DMSO-d6,
200 MHz) d 120.1, 125.5, 126.3, 126.7, 127.1, 128.1, 129.5,
129.9, 130.5, 143.3; C21H15BrN2 (374): calcd C, 67.21, H,
4.03, N, 7.47; found C, 67.10, H, 3.95, N, 7. 32.
1
5.3.9. 2-(4-Nitro-phenyl) 4,5-difuran-1H-imidazole (3i).
Mp 208 8C (decomposes); IR (cmK1) 718, 865, 1408, 1605,
3120; H NMR (CDCl3/DMSO-d6, 200 MHz) d 6.29–6.33
(dd, JZ7.5 Hz, 4H), 7.31–7.40 (d, JZ7 Hz, 2H), 7.78–7.79
(d, JZ9 Hz, 2H), 8.51–853 (d, JZ9 Hz, 2H), 12.69 (brs,
1H); 13C NMR (CDCl3/DMSO-d6, 200 MHz) d 105.3,
111.6, 122.3, 124.1, 127.9, 136.3, 142.3, 142.6, 148.4,
154.4; C17H11N3O4 (321): calcd C, 63.55, H, 3.42, N, 13.08;
found C, 63.45, H, 3.38, N, 12.98.
5.3.16. 2-(4,5-Diphenyl-1H-imidazol-2-yl)-6-methoxy
phenol (3p). Mp 170 8C; IR (cmK1) 1253, 1654, 2925,
3412, 3610; 1H NMR (CDCl3/DMSO-d6, 200 MHz) d 3.86
(s, 3H), 6.82–6.85 (m, 3H), 7.29–7.32 (m, 5H), 7.53–7.55
(m, 5H), 12.5 (brs, 1H); 13C NMR (CDCl3/DMSO-d6,
200 MHz) d 54.7, 110.9, 112.1, 155.6, 117.1, 126.3, 126.7,
127.3, 127.4, 129.8, 145.1, 146.1, 147.3; C22H18N2O2 (342):
calcd C, 77.17, H, 5.30, N, 8.18; found C, 77.08, H, 5.18, N,
8.02.
1
5.3.10. 2,4,5-Triphenyl-1H-imidazole (3j). Mp 269
5.3.17. 2-(4,5-Diphenyl-1H-imidazol-2-yl)-2-methoxy
phenol (3q). Mp 197 8C; IR (cmK1) 1230, 1450, 1605,
2924, 3512, 3614; 1H NMR (CDCl3/DMSO-d6, 200 MHz) d
3.80 (s, 3H), 6.75–6.69 (d, JZ8.22 Hz, 1H), 7.11–7.19
(m, 5H), 7.22–7.23 (d, JZ8.1 Hz, 1H), 7.40–7.45 (m, 5H),
7.55–7.56 (d, JZ8 Hz, 1H), 12.52 (brs, 1H); 13C NMR
(CDCl3/DMSO-d6, 200 MHz) d 55.1, 108.5, 114.6, 118.1,
121.1, 126.2, 127.3, 127.5, 132.3, 146.3, 146.8;
C22H18N2O2 (342): calcd C, 77.17, H, 5.30, N, 8.18;
found C, 77.05, H, 5.18, N, 8.02.
1
(27532) 8C; IR (cmK1) 1216, 1638, 2470, 2993, 3434; H
NMR (CDCl3/DMSO-d6, 200 MHz): d 7.42–8.12 (m, 15H),
12.61 (brs, 1H); 13C NMR (CDCl3/DMSO-d6, 200 MHz):
dZ122.1, 127.2, 128.5, 129.1, 136.5; C21H16N2 (296): calcd
C, 85.11, H, 5.44, N, 9.45; found C, 85, H, 5.28, N, 9.35.
5.3.11. 2-(4-Methoxy-phenyl)-4,5-diphenyl-1H-imida-
zole (3k). Mp 222 8C; IR (cmK1) 1216, 1636, 2465, 2893,
3428; H NMR (CDCl3/DMSO-d6, 200 MHz) d 3.85 (s,
1
3H), 6.93–6.96 (d, JZ8.8 Hz, 2H), 7.25–7.59 (m, 10H),
8.02–8.05 (d, JZ8.8 Hz, 2H), 12.52 (brs, 1H); 13C NMR
(CDCl3/DMSO-d6, 200 MHz) d 54.6, 113.2, 122.7, 126.3,
126.5, 127.4, 127.6, 132.8, 145.7, 159.1; C22H18N2O (326):
calcd C, 80.96, H, 5.56, N, 8.58; found C, 80.85, H, 5.48, N,
8.38.
5.3.18. 2-(4-Nitro-phenyl)-4,5-diphenyl-1H-imidazole
(3r). Mp 196 8C (decomposes); IR (cmK1) 845, 1443,
1522, 1540, 1602, 3056; 1H NMR (CDCl3/DMSO-d6,
200 MHz) d 7.25–7.57 (m, 10H), 7.78 (d, JZ9 Hz, 2H),
8.50 (d, JZ9 Hz, 2H), 12.59 (brs, 1H); 13C NMR (CDCl3/
DMSO-d6, 200 MHz) d 122.7, 124.2 127.3, 127.6, 132.8,
146.7, 160.8; C21H15N3O2 (341): calcd C 73.88, H 4.43, N
12.31; found C 73.85, H 4.38, N 12.25.
5.3.12. 2-(4,5-Diphenyl-1H-imidazol-2-yl)-phenol (3l).
Mp 205 8C; IR (cmK1) 1216, 1638, 2465, 2998, 3432,
3596; H NMR (CDCl3/DMSO-d6, 200 MHz) d 6.87–6.95
1
(d, JZ7.5 Hz, 2H), 6.97–7.01 (d, JZ8.06 Hz, 2H), 7.17–
7.23 (m, 10H), 12.74 (brs, 1H); 13C NMR (CDCl3/DMSO-
d6, 200 MHz) d 112.7, 116.4, 118.1, 124.8, 126.8, 127.4,
127.8, 129.1, 145.7, 156.6; C21H16N2O (312): calcd C,
80.75, H, 5.16, N, 8.97; found C, 80.62, H, 5.08, N, 8.85.
5.3.19. 2-Phenyl-4,5-di-p-tolyl-1H-imidazole (3s). Mp
254 8C; IR (cmK1) 1216, 1638, 2465, 2998, 3432; 1H
NMR (CDCl3/DMSO-d6, 200 MHz) d 2.36 (s, 6H), 7.14–
7.34 (m, 8H), 7.35–7.38 (m, 5H), 12.56 (brs, 1H); 13C NMR
(CDCl3/DMSO-d6, 200 MHz) d 19.7, 124.1, 126.4, 126.6,
127.1, 127.5, 127.7, 128.3, 129.1, 129.2, 135.1; C23H20N2
(324): calcd C, 85.15, H, 6.21, N, 8.63; found C, 85, H, 6.11,
N, 8. 50.
5.3.13. 4-(4,5-Diphenyl-1H-imidazol-2-yl)-phenol (3m).
Mp 233 8C; IR (cmK1) 1216, 1638, 2465, 2998, 3432, 3596;
1H NMR (CDCl3/DMSO-d6, 200 MHz) d 6.93–6.97 (d, JZ
8 Hz, 2H), 7.52–7.87 (m, 10H), 7.88–7.92 (d, JZ8.5 Hz,
2H), 12.58 (brs, 1H); 13C NMR (CDCl3/DMSO-d6,
200 MHz) d 113.7, 119.9, 125.1, 125.3, 126.1, 126.5,
144.7, 159.2; C21H16N2O (312): calcd C, 80.75, H, 5.16, N,
8.97; found C, 80.68, H, 5.05, N, 8.90.
5.3.20. 2-(4-Methoxy-phenyl)-4,5-di-p-tolyl-1H-imida-
zole (3t). Mp 243 8C; IR (cmK1) 1216, 1638, 2475, 2988,
3430; H NMR (CDCl3/DMSO-d6, 200 MHz) d 2.37 (s,
1
6H), 3.86 (s, 3H), 6.94–6.96 (d, JZ8.25 Hz, 2H), 7.13–7.15
(m, 4H), 7.46–7.48 (m, 4H), 8.03–8.05 (d, JZ8.25 Hz, 2H),