Ethylenediamine → HCID 86741218, compound

Participants

Reaction Conditions

Reaction Steps

Iminostilbene (1.93 g) is dissolved in anhydrous toluene (50 ml). This solution is added dropwise with stirring to 10 ml of a 12.5% w/w solution of phosgene in toluene (1.1 g of phosgene) and the mixture heated under reflux with exclusion of moisture for 1 h. To the solution at 0° C. is added 1.3 ml (1.2 g) of freshly re-distilled ethylenediamine and the mixture heated under reflux with exclusion of moisture for 3h. On cooling to 0° C. a white precipitate forms, and is separated by filtration. The filtrate is evaporated to dryness under vacuum then extracted into dilute hydrochloric acid from chloroform. The inorganic extract is basified with concentrated ammonia and re-extracted with chloroform. The organic extract is dried (Na2SO4) and evaporated to dryness to yield carbamazepine-N-beta-ethylamine, 1.6 g.

Provenance & Evidence