Hydrochloric Acid → 2-Amino-5-bromo[1,1'-biphenyl]-3-sulphonic acid

Temperatur

0 °C

To a mixture of 37.8 g (100 mmol) of 2-amino-5-bromo-3-iodobenzenesulphonic acid and 32 g (300 mmol) of sodium carbonate in 300 ml of 1,2-dimethoxyethane and 150 ml of water are successively added, under a nitrogen atmosphere, 5.8 g (5 mmol) of tetrakis(triphenylphosphine)palladium (0) and 19.5 g (160 mmol) of benzeneboronic acid. The mixture is heated at the reflux temperature for 4 hours and the reaction medium is then concentrated under reduced pressure. The residue thus obtained is then dissolved in a mixture containing 300 ml of methanol, 300 ml of 0.1N hydrochloric acid and 16 ml of 95% sulphuric acid. The mixture is concentrated to 100 ml under reduced pressure, cooled to 0° C. and filtered. The residue is purified by chromatography on an RP 18 reverse-phase column, eluting with an acetonitrile:water mixture (2:8).

1. additionare successively added, under a nitrogen atmosphere
2. temperatureThe mixture is heated at the reflux temperature for 4 hours
3. concentrationthe reaction medium is then concentrated under reduced pressure
4. customThe residue thus obtained
5. dissolutionis then dissolved in a mixture
6. concentrationThe mixture is concentrated to 100 ml under reduced pressure
7. filtrationfiltered
8. customThe residue is purified by chromatography on an RP 18 reverse-phase column
9. washeluting with an acetonitrile

ORD-Eintrag

ord-9d0f647a178945ec88aa837ce90d1f64

Quelldatensatz

uspto-grants-1998_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05712393