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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71905Generated: October 26, 2026

1,4-Dibromo-2-nitrobenzene → 4,4'-Dibromo-2,2'-dinitro-1,1'-biphenyl

https://huagongshe.com/reaction/71905

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dibromo-2-nitrobenzeneHCID 77004—
CatalystCopperHCID 23978—
SolventDimethylformamideHCID 6228—
Product4,4'-Dibromo-2,2'-dinitro-1,1'-biphenylHCID 1004664876%

Reaction Conditions

Temperature25 °C

Reaction Steps

The mixture of 1,4-dibromo-2-nitro-benzene (25 g, 89 mmol) and copper powder (12.5 g, 197 mmol) in DMF (150 ml) was heated at 137 C for 2 hours. The mixture was cooled to 25° C. and was quenched with water. The mixture was extracted with EtOAc (2×). The combined organic solution was washed with water and brine and was dried with Na2SO4. Concentration and purification by flash column chromatography (hexanes/EtOAc) gave 4,4′-dibromo-2,2′-dinitro-biphenyl (13.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-d63499b6a64f48e1953ce7656e13f849
Source noteuspto-grants-2014_09