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Table 2 continued<br />
9<br />
10<br />
11<br />
12 N<br />
hydrazine hydrate. Based on the data given in Table 2, the<br />
reaction appears to be compatible with both aryl and alkyl<br />
substitutions. All the reactions were clean, smooth, and provided<br />
the products 1{1–18} in good and high yields. The<br />
compounds were purified by column chromatography using<br />
5–10% MeOH in CH2Cl2 as the eluent. All the final 2-amino-<br />
1H-imidazoles 1{1–18} were characterized by 1 H and 13 C<br />
NMR spectroscopy. Their compositions were also confirmed<br />
by HRMS.<br />
123<br />
7<br />
8<br />
13<br />
14<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
N<br />
H<br />
N<br />
H<br />
N<br />
H<br />
N<br />
H<br />
N<br />
N<br />
H<br />
N<br />
Octyl<br />
N<br />
H<br />
Pentyl<br />
Hexyl<br />
PMB<br />
Br<br />
Br<br />
Cyclooctyl Br<br />
N<br />
H<br />
N<br />
H<br />
Bu<br />
PMB<br />
Br<br />
Br<br />
Br<br />
Br<br />
Br<br />
O<br />
O<br />
O<br />
O<br />
O<br />
O<br />
O<br />
O<br />
SO 2Me<br />
Br<br />
Cl<br />
Cl<br />
F<br />
SO 2Me<br />
NO 2<br />
Mol Divers<br />
Cl<br />
Pentyl<br />
HN<br />
N<br />
61<br />
N<br />
H 1{9}<br />
Hexyl<br />
HN<br />
HN<br />
N<br />
N<br />
H<br />
N<br />
N<br />
H<br />
1{7}<br />
SO 2Me<br />
1{10}<br />
Cl<br />
PMB N<br />
Br<br />
HN<br />
N<br />
H 1{11}<br />
F<br />
SO 2Me<br />
69<br />
44<br />
Cyclooctyl<br />
HN<br />
N<br />
66<br />
N<br />
H 1{12}<br />
Bu<br />
HN<br />
N<br />
83<br />
N<br />
H<br />
1{13}<br />
NO 2<br />
73<br />
Octyl<br />
HN<br />
N<br />
79<br />
N<br />
H<br />
1{8}<br />
PMB<br />
HN<br />
N<br />
89<br />
N<br />
H<br />
1{14}<br />
In conclusion, we have developed a simple and practical<br />
microwave-assisted procedure for the preparation of substituted<br />
2-amino-1H-imidazoles. We have investigated a onepot<br />
synthesis and cleavage of 2-hydroxy-2,3-dihydroimidazo<br />
[1,2-a]pyrimidinyl-4-ium bromides by hydrazine hydrate and<br />
found microwave irradiation to be very effective in this regard.<br />
A small library of 2-amino-1H-imidazoles was synthesized<br />
for screening for potential antiviral and antibacterial<br />
activities.