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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910571Generated: November 1, 2026

2,4-Difluoronitrobenzene → 5-fluoro-N-(1-(3,5-dimethylphenyl)ethyl)-2-nitrobenzenamine

https://huagongshe.com/reaction/1910571

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoronitrobenzeneHCID 67967—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3,5-Dimethylphenyl)ethanamineHCID 23147746—
SolventAcetonitrileHCID 6342—
Product5-fluoro-N-(1-(3,5-dimethylphenyl)ethyl)-2-nitrobenzenamineHCID 5870733667.7%

Reaction Steps

1-(3,5-Dimethylphenyl)ethanamine (670 mg, 4.2 mmol), 2,4-difluoronitrobenzene (764 mg, 4.2 mmol) and N,N-diisopropylethylamine (1.08 mg, 8.4 mmol) were stirred at room temperature in dry acetonitrile (50 mL) for 6 h. The solvent was evaporated and the residue was dissolved in dichloromethane and washed with water. The dichloromethane was evaporated to collect the title compound (820 mg, 61% yield). 1H NMR (400 MHz, CDCl3): δ 8.49 (s, 1H), 8.19 (m, 1H), 6.45 (s, 2H), 6.30 (m, 3H), 4.48 (m, 1H), 3.76 (s, 6H), 1.62 (d, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604021B2
Source datasetuspto-grants-2013_12
ORD IDord-c169923c2fc84d50b2ee3f9b95092413
Source noteuspto-grants-2013_12