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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56143Generated: October 25, 2026

Diisobutylamine → 2-fluoro-N,N-diisobutyl-4-nitroaniline

https://huagongshe.com/reaction/56143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylamineHCID 8085—
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2-fluoro-N,N-diisobutyl-4-nitroanilineHCID 9002310230%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3,4-difluoronitrobenzene (1.59 g, 10 mmol) in DMSO (15 mL) were added K2CO3 (3.04 g, 22 mmol) and diisobutylamine (1.42 g, 11 mmol). The mixture was heated at 90° C. overnight, then cooled to rt, diluted with water (50 mL) and extracted with CH2Cl2 (50 mL×3). The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as pale yellow oil (0.80 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-e8c979772a984cd58c8253213d427499
Source noteuspto-grants-2016_09