Methyl isothiocyanate → HCID 15586952, compound

Participants

Reaction Conditions

Reaction Steps

1.2 g (0.0043 moles) of 6-methyl-8β-hydrazinomethyl-ergoline are dissolved in 120 ml of dry tetrahydrofuran, the solution is cooled to 0.5° C., and 0.38 g (0.0052 moles) of methyl isothiocyanate are added with stirring. The reaction mixture is stirred for one hour, and the solvent is distilled off in vacuo. The residue is subjected to chromatography on a column packed with 40 g of silica gel; a 100:0.3:20 mixture of chloroform, water and methanol is applied as eluting agent. The eluents which contain a single compound with an Rf value of 0.45 are combined and evaporated, and the dry residue is crystallized from ethanol. 1.1 g (76.8%) of 6-methyl-8β-([N'-methylthiocarbamoyl-hydrazino]-methyl)-ergoline are obtained; m.p.: 220°-221° C., [α]D20 =-45.7° (c=1, in 96% ethanol).

Provenance & Evidence