1-(4-fluorophenyl)-4-nitro-1H-iMidazole synthesis

Yield:-

Reaction Conditions:

in methanol;water at 20;Darkness;

Steps:

4.1.2.3. 1-Aryl-4-nitro-1H-imidazoles (general procedure). For compounds 1-7, 10, 17, 18 and 22-32, see reference to synthesis given in Table 1

General procedure: 1-Aryl-4-nitro-1H-imidazoles were prepared following the general procedure we have developed in our laboratory [23] with some slight modifications. Equimolar amount of aniline derivative was treated with 1,4-dinitro-1H-imidazole in aqueous methanol at ambient temperature in the dark for several hours until complete disappearance of 1,4-dinitro-1H-imidazole monitored by TLC. In some cases, the mixture was heated under reflux to complete the reaction. On cooling, the desired crude 1-aryl-4-nitro-1H-imidazoles separated from the mixture by precipitation. After filtration and recrystallization the pure product was obtained. Yields, solvents used for recrystallization and specific data are given below in the respective sections. Further details are available on request.

References:

Trunz, Bernadette Bourdin;Jdrysiak, Rafa?;Tweats, David;Brun, Reto;Kaiser, Marcel;Suwiński, Jerzy;Torreele, Els [European Journal of Medicinal Chemistry,2011,vol. 46,# 5,p. 1524 - 1535] Location in patent:experimental part