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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590382Generated: October 31, 2026

3-Amino-1-propanol → 4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrile

https://huagongshe.com/reaction/590382

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-1-propanolHCID 9086—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Fluoro-3-nitrobenzonitrileHCID 2774654—
SolventTetrahydrofuranHCID 8028—
Product4-[(3-Hydroxypropyl)amino]-3-nitrobenzonitrileHCID 2234931699.1%

Reaction Steps

A mixture of 4-fluoro-3-nitrobenzonitrile (1.0 g; 6.02 mmol), 0.502 ml (6.62 mmol) of 3-amino-propan-1-ol and 1.15 ml (6.62 mmol) of diisopropylethylamine in 5 ml THF is stirred at rt for 1 hr (temperature raises somewhat at the beginning). After concentration in vacuo the residue is dissolved in 50 ml of ethyl acetate, washed with 50 ml of 4% aqueous sodium hydrogen carbonate and brine, dried and concentrated. 1.32 g of pure title compound as a solid are thus obtained (99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233108B2
Source datasetuspto-grants-2016_01
ORD IDord-5d0c142ce289451f80b92e96fccac0b6
Source noteuspto-grants-2016_01