4-Iodo-2-nitroaniline | CAS 20691-72-9

88-74-4

20691-72-9

The general procedure for the synthesis of 4-iodo-2-nitroaniline from 2-nitroaniline is as follows: iodination in the presence of Na2SO3 (typical procedure). To a 100 mL round bottom flask was added a solution of 3 mmol 2-nitroaniline in 10 mL acetic acid and a solution of KI3 and Na2SO3 prepared in advance by adding 3 mmol iodine and 3 mmol Na2SO3 to the solution. A solution of 3 mmol potassium iodide in 3 mL of water was quickly added. At the same time, a solution of 3 mmol NaIO4 in 5 mL of water was added and 0.5 mL of sulfuric acid was quickly added using a pressure-balanced dropping funnel. The reaction mixture was stirred at 25 °C and the reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was poured into ice-cold water and the solid product, 4-iodo-2-nitroaniline, was isolated by vacuum filtration, washed twice with deionized water and dried under appropriate conditions.