Hydrochloric Acid → 2-(2,4-Dihydroxyphenyl)-4,6-bis(3,4-dimethylphenyl)-1,3,5-triazine

Participants

Reaction Conditions

Reaction Steps

To a flask equipped with a reflux condenser, a nitrogen inlet, and a mechanical stirrer is added 50 gm of cyanuric chloride, 191 mL of ODCB and 108.4 gm of aluminum chloride. The mixture is cooled in an ice-bath to 5° C. and 6.5 gm of concentrated HCl was added over a period of 20 minutes. The mixture was allowed to warm to room temperature, and stirred for 2 hours. It was cooled back to 5° C. and then 54.7 gm of o-xylene was slowly added over a period of 3 hours, while allowing the temperature to go up to 21° C. The mixture was stirred at room temperature for additional 16 hours. The reaction mixture was heated to about 63° C. and 34 gm of resorcinol was added over a period of about 30 minutes. The mixture was held at about 75° C. for 3 hours. It was then added to 500 mL water and ODCB distilled off azeotropically. The precipitated solid was filtered off and washed with water. The material was dried in a vacuum oven to give 96 gm of crude 2-(2,4-dihydroxyphenyl)-4,6-bis(3,4-dimethylphenyl)-1,3,5-triazine. The HPLC analysis showed it to contain about 5% of polyresorcinol-triazines and 10.7% tris-o-xylyl-triazine.

Provenance & Evidence