Triethylamine → HCID 54096145, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 24.25 g (0.134 m) of (5-methyl-6H-1,3,4-thiadiazin-2-yl)-hydrazine hydrochloride (2b) and 25.9 g (0.256 m) of triethylamine in 170 ml of acetonitrile is cooled to 0° C. A solution of 46.8 g (0.122 m) of 2-(4-nitrophenoxy)tetradecanoyl chloride (3b) in 50 ml of ethyl acetate is added slowly to the mixture keeping the temperature at 0-5° C. over an hour. The resulting mixture is stirred at 0° C. for 30 min, then warmed up to room temperature and stirred for another hour. After the reaction is complete, 170 ml of ethyl acetate is added and the mixture is stirred for 15 min. The solid is collected, washed with ethyl acetate, dried, and reslurried in 300 ml of water to remove triethylamine hydrochloride. The product is collected, washed with water, and dried to give 33.0 g (55%) of 2-(2-[4-nitrophenoxy] tetradecanoyl)-1-(5-methyl 6H-1, 3,4 thiadiazin-2-yl)hydrazine (1b) with 93 area % by HPLC.

Provenance & Evidence