Sulfuric Acid → 1-Bromo-3-iodo-5-nitrobenzene

4-bromo-2-iodo-6-nitroaniline (5 g, 0.0145 mol) was added in portions to stirred concentrated sulfuric acid (60 ml) keeping the temperature at 0-5° C. After stirring in the cold for 1 h, sodium nitrite (2.3 g, 0.0326 mol) was added and the reaction mixture stirred in the cold for a further 2 h. The reaction mixture was then poured into ice (250 ml). The resultant mixture was added, in portions, to a boiling solution of copper (II) sulfate (0.36 g, 0.00145 mol) in ethanol (150 ml) and boiled for a further 2 h. The reaction mixture was cooled to ambient temperature and extracted with ethyl acetate (300 ml) which was washed with saturated sodium hydrogen carbonate solution (250 ml) and dried (MgSO4). The solvent was removed in vacuo to give 3-Bromo-5-iodonitrobenzene as a yellow solid (4.21 g, 88%) which was used without further purification.

1. customat 0-5° C
2. stirringthe reaction mixture stirred in the cold for a further 2 h
3. waitboiled for a further 2 h
4. extractionextracted with ethyl acetate (300 ml) which
5. washwas washed with saturated sodium hydrogen carbonate solution (250 ml)
6. dry with materialdried (MgSO4)
7. customThe solvent was removed in vacuo

ORD-Eintrag

ord-6171dbc79d384c40b656bad5fd43798f

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08389516B2