Aminoglutethimide → 2-Thenylamine, N,N-bis(2-chloroethyl)-, hydrochloride

Participants

Reaction Steps

One milimole of DCTA-bromide was added to 5 ml of 50% DMF containing 0.2 ml of 2,3-dithioethylene and 0.5 ml of triethylamine. The mixture was incubated under argon for 2 hours at 60-70° C. The solution was then mixed with 20 ml of water and loaded onto a Dowex AG-1 column of 9 ml bed volume. The column was washed with 50 ml of 0.1M acetic acid solution until the flowthrough was thiol free. The DCTA-SH was then eluted with 0.25M HCl. The thiol containing fractions were combined, evaporated to dryness under reduced pressure at 40° C. and the free acid (300 mg) was stored at −20° C. under argon.

Provenance & Evidence