Triethylamine → HCID 15295285, compound

Participants

Reaction Steps

15.9 g of anhydrous trifluoromethanesulfonic acid was slowly dropped into a solution of 5.0 g of 2-amino-4-(4-methylphenyl)-5-phenylthiazole and 5.2 ml of triethylamine in chloroform under stirring in a nitrogen atmosphere at -20° to -15° C., and the resulting mixture was stirred as such for 2 hours. Then the reaction mixture was successively washed with diluted hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and water in this order and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the reaction product was separated with a silica gel column by using chloroform/ethyl acetate as a developer. The crystals thus obtained were recrystallized from n-hexane/isopropyl ether/ethyl acetate to give 2.8 g of 2-trifluoromethanesulfonylamino-4-(4-methylphenyl)-5-phenylthiazole. The melting point of this product was from 186.5° to 188.5° C.

Provenance & Evidence