2-Iodoaniline

YELLOW TO BROWN CRYSTALLINE NEEDLES

2-Iodoaniline is used as an intermediate in organic synthesis.

2-Iodobenzenamine is an synthetic intermediate for the synthesis of complex organic compounds and pharmaceuticals.

2-iodoaniline and its derivatives are commonly used for the preparation of indole-based anticancer drugs, which have high market value, and further synthesis can lead to high-end synthetic intermediates with complex structures.
Take a reaction tube, add 50mg of sodium azide, 75mg of 1-(2-iodophenyl)ethanol, 300uL of trifluoroacetic acid, 150uL of methanesulfonic acid and 1.0mL of hexane, and stir for 24 hours at 40℃. After the reaction, 10 mL of sodium hydroxide solution was added to quench the reaction. The organic phase was washed with 5 mL of brine, and the organic phase was combined and separated by column chromatography to obtain 58.4 mg of 2-iodoaniline in 89% yield.

Synthesis of 2-iodoaniline

Distil 2-iodoaniline with steam and crystallise it from *benzene/pet ether. The N-acetyl derivative has m 110o. [Beilstein 12 IV 1542.]