Some tips on 2-Bromo-5-iodobenzoic acid

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25252-00-0 as follows. 25252-00-0

To commercially available 2-bromo-5-iodobenzoic acid (76.5 mmol, 25 g), hydroxybenzotriazole (HOBt, 76. 5mmol, 10.4 g), triethylamine (TEA, 153 mmol, 21.3 mL) and ammonium chloride (84.1 mmol, 4.50 g), is added DMF (anhydrous, 300 mL). After dissolution of solids by stirring, 1- [3- (Dimethylamino) propyl]-3- ethylcarbodiimide hydrochloride (EDC-HCI, 84.1 mmol, 16.08 g) is added. Stirring continues with the reaction capped for 16 hours. The reaction is concentrated to half the original volume via roto-evaporation, then 1 L ethyl acetate is added and the subsequent solution is washed once with 1 M HCI (300 mL), then once with saturated NaHCO3 (300 mL), then twice with H20, and then once with saturated NaCI (100 mL). A white solid resulted on drying the ethyl acetate phase with MgS04, filtering through celite, and evaporation of volitiles. LCMS : Method [11] : Retention time at 220nm detection is 1.51 minutes and [M = 1] + = 325.8. LCMS shows nearly quantitative product (i) at >95% purity.

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com