Continuously updated synthesis method about 3-Chloro-4-iodoaniline

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

135050-44-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 135050-44-1, name is 3-Chloro-4-iodoaniline, A new synthetic method of this compound is introduced below.

A few boiling chips were added to a mixture of 3-chloro-4-iodo-phenylamine (260.0 g, 1.027 mol) and 2-ethoxymethylene-malonic acid diethyl ester (244.2 g, 1.130 mol) in an open 2-L round-bottomed flask. The mixture was heated at 120D for Ih, the evolved ethanol being EPO allowed to escape. The warmed product is used directly in next step (41O g, yield 94.5%). (The anilinoacrylate can be recrystallized from petroleum ether as slender white needles.). 1H NMR DMSO (5(400 MHz , ppm): 10.55 (d, J=14.0Hz, IH), 8.29 (d, J=13.6Hz, IH, Ar-H), 7.83 (d, J=8.8Hz, IH, Ar-H), 7.67 (d, J=2.4Hz, IH, Ar-H), 7.10 (dd, J=8.4, 2.4Hz, IH), 4.17 (q, J=7.2Hz, 2H), 4.09 (q, J=7.2Hz, 2H), 1.23 (d, J=7.2Hz, 3H), 1.19 (d, J=7.2Hz, 3H). LC/MS (ESI) m/e (M++H): 424.0, 426.0.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK & CO., INC.; WO2008/51272; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com