1-Bromo-3-iodo-5-nitrobenzene → 3-Bromo-5-iodoaniline

A mixture of 3-Bromo-5-iodonitrobenzene (4.21 g, 0.0128 mol) and iron powder (3.6 g, 0.0642 mol) in glacial acetic acid (50 ml) was stirred at ambient temperature for 16 h. The reaction mixture was then filtered through a pad of celite and washed through with ethyl acetate. The filtrate was evaporated in vacuo to give a brown oil. This was re-dissolved in ethyl acetate, loaded onto a large pad of silica and eluted with ethyl acetate. The filtrate was evaporated in vacuo to afford 3-Bromo-5-iodoaniline as a brown solid (3.67 g, 96%) which was used without further purification.

1. filtrationThe reaction mixture was then filtered through a pad of celite
2. washwashed through with ethyl acetate
3. customThe filtrate was evaporated in vacuo
4. customto give a brown oil
5. washeluted with ethyl acetate
6. customThe filtrate was evaporated in vacuo

ORD record

ord-94195ee6de80480dad563653fe5d2f25

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08481544B2