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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769399Generated: October 26, 2026

Ethylenediamine → 2-Phenylimidazoline

https://huagongshe.com/reaction/1769399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantBenzonitrileHCID 7505—
CatalystWaterHCID 962—
Product2-PhenylimidazolineHCID 1363987%

Reaction Conditions

Temperature200 °C

Reaction Steps

In a 2,000 ml four-necked flask equipped with a reflux condenser and a thermometer were charged 515 g of benzonitrile and 10 g of titanium diisopropoxybis(acetonate). After addition of 4 g of water, the mixture was heated up to 185°-190° C. with stirring. Then, 300 g of ethylenediamine were added dropwise for 10 hours with stirring while maintaining the temperature at 185° C. or above. After completion of the addition of the diamine, the reaction mixture was heated up to 200° C. and maintained at that temperature for 6 hours. The resulting mixture was then subjected to vacuum distillation at 0.7 mmHg and at 160°-180° C. to obtain 635 g of 2-phenyl-2-imidazoline with a yield of 87%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380899
Source datasetuspto-grants-1995_01
ORD IDord-5d83af5d36934062a66976d27c27d6de
Source noteuspto-grants-1995_01