2-Chloroaniline → HCID 21284435, compound

Participants

Reaction Conditions

Reaction Steps

6.8 g (0.053 mol) of 2,4-bis-(2-hydroxyethylamino)-6-chloro-1,3,5-triazine, 11.7 g (0.05 mol) of 2-chloroaniline and 85 ml of water are placed in a 250 ml flask equipped with a stirrer, a dropping funnel, a reflux condenser and a thermometer. The mixture is heated with stirring to 90° C., in the course of which a clear solution is formed. A solution of 2 g of sodium hydroxide in 15 ml of water is added dropwise to this mixture, and the whole mixture is heated under reflux for 3 hours. After cooling, the aqueous system is in 2 phases. The supernatant inorganic phase is discarded. The lower phase is extracted by boiling with toluene, the product being obtained in the residue. The melting point is 108°-110° C. and, after reprecipitation with ethyl acetate/petroleum ether, is 112°-114° C. The yield is 82% of theory.

Provenance & Evidence