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. 2015 Aug 19;5:13101. doi: 10.1038/srep13101

Table 1. Structures and yields of compounds 5–61.

Entry Compound n Imidazole ring R’ Molecular formula m.p. (°C) Yields (%)
1 5 1 imidazole C18H17N3 101–103 68
2 6 1 benzimidazole C22H19N3 45–47 70
3 7 1 5,6-dimethyl-benzimidazole C24H23N3 195–197 72
4 8 2 imidazole C19H19N3 267–269 70
5 9 2 benzimidazole C23H21N3 110–112 72
6 10 2 5,6-dimethyl-benzimidazole C25H25N3 112–114 72
7 11 3 imidazole C20H21N3 oil 70
8 12 3 benzimidazole C24H23N3 149–151 70
9 13 3 5,6-dimethyl-benzimidazole C26H27N3 103–105 72
10 14 1 imidazole phenacyl C26H24BrN3O 124–126 95
11 15 1 imidazole 4-methoxyphenacyl C27H26BrN3O2 112–114 95
12 16 1 imidazole naphthylacyl C30H26BrN3O 136–138 94
13 17 1 imidazole 4-bromophenacyl C26H23Br2N3O 105–107 95
14 18 1 imidazole 4-bromobenzyl C25H23Br2N3 64–66 80
15 19 1 imidazole 4-methylbenzyl C26H26BrN3 oil 85
16 20 1 benzimidazole phenacyl C30H26BrN3O 120–122 95
17 21 1 benzimidazole 4-methoxyphenacyl C31H28BrN3O2 144–146 95
18 22 1 benzimidazole naphthylacyl C34H28BrN3O 161–163 95
19 23 1 benzimidazole 4-bromobenzyl C29H25Br2N3 222–224 85
20 24 1 benzimidazole 4-methylbenzyl C30H28BrN3 201–203 85
21 25 1 benzimidazole 2-bromobenzyl C29H25Br2N3 119–121 75
22 26 1 5,6-dimethyl-benzimidazole naphthylacyl C36H32BrN3O 159–161 95
23 27 1 5,6-dimethyl-benzimidazole 4-methoxyphenacyl C33H32BrN3O2 176–178 94
24 28 1 5,6-dimethyl-benzimidazole 4-methylbenzyl C32H32BrN3 169–171 85
25 29 2 imidazole naphthylacyl C32H29BrN3O 107–109 95
26 30 2 imidazole 4-methoxyphenacyl C28H28BrN3O2 90–92 96
27 31 2 imidazole 4-bromophenacyl C27H25Br2N3O 153–155 95
28 32 2 imidazole phenacyl C24H26BrN3O 96–98 94
29 33 2 imidazole 4-methylbenzyl C27H28BrN3 174–176 85
30 34 2 imidazole 2-bromobenzyl C26H25Br2N3 157–159 80
31 35 2 benzimidazole naphthylacyl C35H30BrN3O 239–241 95
32 36 2 benzimidazole 4-methoxyphenacyl C32H30BrN3O2 182–184 96
33 37 2 benzimidazole 4-bromophenacyl C31H27Br2N3O 237–239 95
34 38 2 benzimidazole phenacyl C31H28BrN3O 179–181 95
35 39 2 benzimidazole 4-methylbenzyl C31H30BrN3 196–198 95
36 40 2 benzimidazole 2-bromobenzyl C30H27Br2N3 100–102 90
37 41 2 5,6-dimethyl-benzimidazole naphthylacyl C37H34BrN3O 249–251 95
38 42 2 5,6-dimethyl-benzimidazole 4-methoxyphenacyl C34H34BrN3O2 156–158 96
39 43 2 5,6-dimethyl-benzimidazole 4-bromophenacyl C33H31Br2N3O 230–232 94
40 44 2 5,6-dimethyl-benzimidazole phenacyl C33H32BrN3O 152–154 90
41 45 2 5,6-dimethyl-benzimidazole 2-bromobenzyl C32H31Br2N3 129–131 85
42 46 2 5,6-dimethyl-benzimidazole 4-methylbenzyl C33H34BrN3 129–131 86
43 47 3 imidazole 4-methoxyphenacyl C29H30BrN3O2 oil 90
44 48 3 imidazole naphthylacyl C32H30BrN3O 116–118 95
45 49 3 imidazole 4-methylbenzyl C28H30BrN3 oil 80
46 50 3 benzimidazole phenacyl C32H30BrN3O 225–227 90
47 51 3 benzimidazole 4-methoxyphenacyl C33H32BrN3O2 131–133 94
48 52 3 benzimidazole naphthylacyl C36H32BrN3O 120–122 90
49 53 3 benzimidazole 4-bromophenacyl C32H29Br2N3 O 187–189 94
50 54 3 benzimidazole 4-methylbenzyl C32H32BrN3 193–195 90
51 55 3 benzimidazole 2-bromobenzyl C31H29Br2N3 171–173 90
52 56 3 5,6-dimethyl-benzimidazole phenacyl C34H34BrN3O 261–263 90
53 57 3 5,6-dimethyl-benzimidazole 4-methoxyphenacyl C35H36BrN3O2 228–230 95
54 58 3 5,6-dimethyl-benzimidazole naphthylacyl C38H36BrN3O 205–207 96
55 59 3 5,6-dimethyl-benzimidazole 4-bromophenacyl C34H33Br2N3O 196–198 90
56 60 3 5,6-dimethyl-benzimidazole 4-methylbenzyl C34H36BrN3 123–125 90
57 61 3 5,6-dimethyl-benzimidazole 2-bromobenzyl C33H33Br2N3 126–128 90