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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052919Generated: November 2, 2026

Dimethylformamide → 4'-Chloro-2-nitro-1,1'-biphenyl

https://huagongshe.com/reaction/1052919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-nitrobenzeneHCID 11341—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Chlorophenylboronic acidHCID 74299—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product4'-Chloro-2-nitro-1,1'-biphenylHCID 23554995.1%

Reaction Steps

A mixed solution of 20 g of 2-bromonitrobenzene, 17 g of 4-chlorophenylboronic acid, 45 g of tripotassium phosphate, 6.9 g of tetrabutylammonium bromide, 480 mg of palladium acetate and 500 ml of dimethylformamide was heated/stirred at 130° C. for 5 hours under a nitrogen flow. The solution was cooled to room temperature, then poured into 100 ml of water, and extracted with 150 ml of toluene. The organic layer was washed with 100 ml of water three times, dried over magnesium sulfate, and then evaporated. The concentrate was purified by silica gel column chromatography and vacuum-dried to obtain 22 g of 2-(4-chlorophenyl)nitrobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09391288B2
Source datasetuspto-grants-2016_07
ORD IDord-cbdac8bfae2047ab85d1e4fae43dd1e5
Source noteuspto-grants-2016_07