Introduction of a new synthetic route about 4-Iodo-2-methylaniline

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-2-methylaniline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 13194-68-8, name is 4-Iodo-2-methylaniline, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 13194-68-8, category: iodides-buliding-blocks

A cold (O0C) suspension of 5-iodo-2-methylaniline (7.Og, 0.03M) in HCl (5M, 30ml) was treated dropwise with a solution of sodium nitrite (2.28g, 0.033mmol) in water (3ml) over 20 minutes. The solution was stirred for 20 minutes before sodium azide was added portionwise over 15 minutes. The mixture was stirred for 30 minutes then poured into water. The mixture was diluted with DCM and the pH adjusted to 7 by the addition of Na2COa. The phases were separated and the organic layer was dried (MgSO4) and concentrated under vacuum. . The residue was purified by chromatography (silica, 5% Et2O/hexanes followed by 10% EtOAc/Hexanes) to give the azide (5.1g, 64%). 1H NMR (500 MHz, CDCl3): delta 2.14 (3H, s), 6.88 (IH, d, J 7.9), 7.35 (IH, d, J 7.9), 7.39 (IH, d, J 1.3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/43064; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com