Ethanethiol → HCID 54198579, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethanethiol (2.13 ml, 0.0285 mole) and triethylamine (3.97 ml, 0.0285 mole) in 50 ml. of ether was added to a solution of ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycine (9.9 g, 0.03 mole) in 150 ml. of ether at 0° C. The resulting mixture was stirred for three hours, then filtered and the cooled (0° C.) filtrate was treated with a solution of isopropylamine (4.85 ml, 0.057 mole) in 50 ml. of ether. After stirring overnight, the reaction mixture was filtered and washed with 1.5% hydrochloric acid, 1.5% ammonium hydroxide and saturated aqueous sodium chloride. The resulting solution was concentrated in vacuo to afford an oil which was recrystallized from ethyl acetate-cyclohexane (1:5) to give ethyl N-trifluoroacetyl-N-(isopropylamino(ethylthio)phosphonomethyl)glycinate as a white solid, m.p. 85°-87° C.

Provenance & Evidence