4,5-diiodo-2-propyl-1H-imidazole(WXC09900) synthesis

Yield:1036396-89-0 98%

Reaction Conditions:

with iodine;sodium carbonate in 1,4-dioxane;water at 20; for 24 h;

Steps:

B.1

To a slightly yellow homogeneous solution of 2-propylimidazole (10.000 g; 86.239 mmol) in dioxane (155 ml) and distilled water (155 ml) was added successively, at rt (in one portion), sodium carbonate (27.559 g; 258.716 mmol), and iodine (48.154 g; 189.725 mmol). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24h. EA (350 ml) was then added followed by an aq. solution of sodium thiosulfate (30 g Na₂S₂θ3 in 200 ml of water). The yellow homogeneous organic layer was separated and additionally washed with an aq. solution of sodium thiosulfate (30 g Na₂S₂Os in 200 ml of water), and finally with brine (2 x 200 ml). The yellow organic layer was then dried over anh. MgSO₄, filtered, and concentrated to dryness under reduced pressure to give the pure product 4, 5-diiodo-2-propyl-1 /-/-imidazole as a yellow solid which was further dried under HV (30.660 g; 98%). LC-MS: t_R = 0.68 min.; [M+H]⁺ = 362.73 g/mol.

References:

WO2008/78291,2008,A1 Location in patent:Page/Page column 66