Yield:-

Reaction Conditions:

with sodium chloride in tetrahydrofuran;mineral oil;

Steps:

18 EXAMPLE 18

The above obtained 1-(2,4-dichloro-β-chlorophenethyl)-imidazole is dissolved in 10 ml. of dry tetrahydrofuran and added dropwise and with rapid stirring under nitrogen to a suspension of the salt prepared from 0.47 g. of 4-chlorobenzylthiol and 0.08 g. of sodium hydride (57% dispersion in mineral oil) in 25 ml. of dry tetrahydrofuran. The mixture is stirred overnight at room temperature under nitrogen. The solvent is then removed and 5 ml. of a saturated sodium chloride solution is added to the residue. The resultant aqueous mixture is extracted with ether and the combined extracts dried over magnesium sulfate and acidified with nitric acid. The product which precipitates is filtered off and recrystallized from ethyl acetate to yield (+)-1-[2,4-dichloro-β-(4-chlorobenzylthio)phenethyl]imidazole nitrate, M.P. 132.5°-134° C.(foaming) α_D²⁵ =+101.8° (c=1,methanol).

References:

US4055652,1977,A