Triethylamine → HCID 54333064, compound

Participants

Reaction Steps

A solution of 24.6 g of 6-amino-2-styrylquinoline and 22.3 g of triethylamine in 100 ml of N,N-dimethylacetamide was added dropwise to 12.5 g of thiophosgene in 25 ml of acetonitrile with the temperature kept at or below -10° C. using a dry ice bath. After reacting for 5 hours at room temperature, the solid was filtered off and 500 ml of chloroform were added to the filtrate. The deposited solid was filtered off and the filtrate was separated and purified by silica gel column chromatography (the developing solution: chloroform). The obtained solid was recrystallized by using ethyl acetate to yield 19.3 g (67% of the theoretical yield) of 6-isothiocyanato-2-styrylquinoline.

Provenance & Evidence