Reaktion #312380

Reaktionsgleichung

6-methyl-8β-hydrazinomethyl-ergoline

methyl isothiocyanate

→

6-methyl-8β-([N'-methylthiocarbamoyl-hydrazino]-methyl)-ergoline

Ausbeute 76.8%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture is stirred for one hour
2. 2
   workup.DISTILLATIONthe solvent is distilled off in vacuo
3. 3
   workup.ADDITIONa 100:0.3:20 mixture of chloroform, water and methanol
4. 4
   Waschenas eluting agent
5. 5
   Sonstigeevaporated
6. 6
   Sonstigethe dry residue is crystallized from ethanol

Vorschrift

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).

Quelle