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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403464Generated: October 31, 2026

2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline → 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamine

https://huagongshe.com/reaction/2403464

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 16217914—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamineHCID 17750242100.4%

Reaction Steps

2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.00 g) was stirred under hydrogen balloon with palladium on carbon (10%, 150 mg) in a mixture of MeOH and DCM (1:1, 10 ml) at room temperature overnight. The reaction mixture was then filtered through Celite®, volatiles removed in vacuo, and the residue purified by flash chromatography to give 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamine (890 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802670B2
Source datasetuspto-grants-2014_08
ORD IDord-133f5ce0a03f461a9186d485a1ab3e0c
Source noteuspto-grants-2014_08