Methanol → HCID 20283016, compound

Participants

Reaction Steps

Into 300 ml of methanol were dissolved 64 g of 4-(2-aminoethyloxy)-2-hexadecylcarbamoyl-1-naphthol and 35 g of triethylamine. To this mixture was added dropwise 19 g of carbon disulfide at a temperature not exceeding 10° C., and the resulting mixture was stirred for 1 hour. Thereafter, 11.9 g of ethyl chloroformate was added dropwise and stirred for additional 30 minutes. The resulting reaction mixture was poured into 1.5 l of water, and precipitated crystals were collected by filtration and recrystallization from acetonitrile to give 47 g of 4-(2-isothiocyanatoethyloxy)-2-hexadecylcarbamoyl-1-naphthol. Yield: 92%. M.P.: 90°-91° C.

Provenance & Evidence