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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787554Generated: October 27, 2026

Ethylenediamine → [2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amine

https://huagongshe.com/reaction/1787554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant2-Amino-4-(4-morpholinyl)benzonitrileHCID 13499283—
Product[2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amineHCID 5759988583.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 2-amino-4-(morpholin-4-yl)benzonitrile 3.65 g (18.0 mmol) in ethylenediamine 20 mL was added phosphorus pentasulfide 4.00 mg (0.018 mmol) and stirred at 140° C. for 16 hours. After cooling to room temperature, the solvent was evaporated. The residue was washed with water and diethyl ether to give the title compound 3.70 g as off-white solid. Yield 83.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511041B2
Source datasetuspto-grants-2009_03
ORD IDord-b16afaa5ee724016950e8ef678ff18d8
Source noteuspto-grants-2009_03