Synthesis of benzimidazoles by CuI-catalyzed three-component reaction of 2-haloaniline, ammonia and aldehyde in water was written by Ke, Fang;Zhang, Peng;Lin, Chen;Lin, Xiaoyan;Xu, Jianhua;Zhou, Xiangge. And the article was included in Organic & Biomolecular Chemistry in 2018.Application of 220185-63-7 This article mentions the following:
An efficient copper-catalyzed three-component reaction of 2-haloaniline, ammonia and aldehyde for the synthesis of benzimidazoles I [R1 = H, 5-Me, 5-Cl, 5-NO2, 5,6-di-Cl, 5-Br; R2 = i-Pr, Ph, 2-pyridyl, etc.] with 1,10-phenanthroline as the ligand was developed. In this copper catalytic system, a new reaction mechanism was developed and neat water was used as the solvent. A variety of substituted benzimidazole derivatives were obtained in yields up to 95% with diverse functional group tolerance. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7Application of 220185-63-7).
4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application of 220185-63-7
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com