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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787553Generated: October 29, 2026

Sodium Hydroxide → 2-Amino-4-(4-morpholinyl)benzonitrile

https://huagongshe.com/reaction/1787553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantStannous chloride dihydrateHCID 61436—
Reactant4-Morpholino-2-nitrobenzonitrileHCID 13499265—
SolventHydrochloric AcidHCID 313—
Product2-Amino-4-(4-morpholinyl)benzonitrileHCID 1349928395.7%

Reaction Steps

To a cooled mixture of tin(II) chloride dihydrate 12.8 g (56.7 mmol) in conc. HCl 40 mL with ice bath was added 4-(morpholin-4-yl)-2-nitrobenzonitrile 4.20 g (16.09 mmol) and stirred at room temperature for 2 hours. The reaction mixture was poured into diluted NaOH solution and extracted into ethyl acetate. The organic layer was washed with water and brine, dried over MgSO4 and the solvent was evaporated. The crude product was washed with diethyl ether to give the title compound 3.13 g as off-white solid. Yield 95.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511041B2
Source datasetuspto-grants-2009_03
ORD IDord-75c0286756144202a871cac29c39630a
Source noteuspto-grants-2009_03