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. 2022 Feb 2;12(7):4358–4369. doi: 10.1039/d1ra07984k

Synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using the ZSM-11 zeolite (48 h) catalyst under solvent-free conditionsa.

graphic file with name d1ra07984k-u2.jpg
Entry R1 R2 Product Yieldb (%) M.p. (obsd) (°C) M.p. (lit.) (°C)
1 4-CH3 C6H5 5a 92 184–186 185–187 ref. 58
2 2-OMe C6H5 5b 94 208–210 207–211 ref. 59
3 C6H5 4-CH3 5c 95 284–285 285–289 ref. 6
4 4-OH C6H5 5d 92 280–282 282–284 ref. 11
5 4-Cl C6H5 5e 93 160–161 160–163 ref. 60
6 C6H5 C6H5 5f 95 215–217 216–218 ref. 61
7 4-OCH3 C6H5 5g 92 182–184 183–185 ref. 58
8 4-NO2 4-Me 5h 95 220–222 219–220 ref. 51
9 4Cl 4-OCH3 5i 94 182–184 180–183 ref. 62
10 4Cl 2,4-Dichloro 5j 92 264–66
a

Reaction conditions: synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using benzil (1.0 mmol), aldehyde (1.0 mmol), aniline (1.0 mmol), NH4OAc (3.0 mmol), ZSM-11 zeolite catalyst of time 48 h (0.05 g).

b

Isolated yield in 30 minutes.