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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230990Generated: November 1, 2026

3-Nitrostyrene → HCID 22724370, compound

https://huagongshe.com/reaction/2230990

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrostyreneHCID 68514—
Reactant1,3-Dichloro-5-iodobenzeneHCID 76424—
ReactantSodium BicarbonateHCID 516892—
CatalystTetrabutylammonium ChlorideHCID 70681—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 22724370HCID 22724370—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3-nitrostyrene (4.6 ml), 1,3-dichloro-5-iodobenzene (7.8 g), palladium(II) acetate (0.20 g), tetrabutylammonium chloride (8.4 g) and sodium bicarbonate (6.3 g) in N,N-dimethylformamide (40 ml) was stirred at 110° C. for 4 hours. Then the mixture was poured into aqueous sodium bicarbonate and extracted with ethyl acetate twice. The combined organic phase was washed with aqueous sodium bicarbonate and brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with isopropyl ether to give 1,3-dichloro-5-[(E)-2-(3-nitrophenyl)vinyl]benzene (7.93 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06426345B1
Source datasetuspto-grants-2002_07
ORD IDord-a5f15990bbf540be926aa9f0958da12f
Source noteuspto-grants-2002_07