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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599172Generated: October 25, 2026

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

https://huagongshe.com/reaction/1599172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-bromo-3-iodobenzenesulphonic acidHCID 18919385—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Amino-5-bromo-3'-nitro[1,1'-biphenyl]-3-sulphonic acidHCID 1104696780.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1.9 g (5 mmol) of 2-amino-5-bromo-3-iodobenzenesulphonic acid and 1.6 g (15 mmol) of sodium carbonate in 25 ml of dimethylformamide and 12.5 ml of water are added successively, under a nitrogen atmosphere, 0.231 g (0.2 mmol) of tetrakis(triphenylphosphine)palladium (0) and 1.42 g (8.5 mmol) of 3-nitrobenzeneboronic acid. The reaction medium is heated for 2 hours at 70° C. and is concentrated under reduced pressure. The residue thus obtained is purified by chromatography on an RP 18 reverse-phase column, eluting with an acetonitrile/water mixture (1:9). 1.5 g of compound are obtained in sodium sulphonate form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739382
Source datasetuspto-grants-1998_04
ORD IDord-65a5e8884ba1419dbd5422af0bf99049
Source noteuspto-grants-1998_04