2,4,6-Trimethylpyridine → HCID 14533895, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.1 mol of cyanuric chloride in 120 ml of acetone are added 3 g of anhydrous sodium sulfate and the mixture is cooled to 0° C. A solution of 0.1 mol of 3,5-di-tert-butyl-4hydroxythiophenol in 25 ml of chlorobenzene is then run in. Afterwards 12.7 g of s-collidine are added dropwise at 5° C. over 20 minutes to the reaction mixture. The reaction is brought to completion by stirring for 30 minutes at 5° C. and for 2 hours at room temperature. The reaction mixture is then filtered and, after washing with 100 ml of acetone, the filtrate is stirred into a mixture of 400 g of ice and 900 ml of water, acidified with dilute hydrochloric acid (weakly acid reaction to litmus paper), and extracted repeatedly with ethyl acetate. Conventional working up and recystallisation from hexane/acetone gives 16.9 g of 2,4-dichloro-6-(3',5'-di-tert-butyl-4'-hydroxyphenylsulfanyl)-s-triazine.

Provenance & Evidence