Ethanethiol → HCID 20483196, compound

Participants

Reaction Steps

1 g sodium hydride in 40 g dimethylformamide is treated at 0° with 3.3 ml ethylmercaptan. 4.5 g 1,2,3,4-tetrahydro-5-methoxy-2-[N-(3-methylthiopropyl)-N-propylamino]-naphthalene in 30 ml dimethylformamide are added. The reaction mixture is stirred for 20 hours at 120°, cooled, concentrated and partitioned between ether and 2 N hydrochloric acid. The aqueous phase is adjusted to pH 11 at 5° and extracted with methylene chloride. The organic phase is dried, filtered and concentrated to give the crude title compound, which is converted into the hydrogen fumarate in isopropanol/pentane. M.pt. sintering from 70° (from ethanol/ether). The starting material may be obtained as follows:

Provenance & Evidence