Methyl isothiocyanate → 8-Methylthiocarbamoylamino-3-methyl-5,6,7,8-tetrahydroquinoline

Participants

Reaction Steps

The 8-amino product of Example 3 (free base) (3 g.) was dissolved in acetonitrile (30 ml.) and the solution treated with methylisothiocynate (1.35 g.) and heated at reflux for 2 hours. The solvent was removed in Vacuo and the residual solid recrystallised from absolute ethanol to give the title compound as colourless needles (3 g.) m.p. 113° C. (Found: C,61.4; H,7.3; N, 17.8. C12H17N3S requires : C, 61.2; H, 7.3; N, 17.9L%). The product displayed anti-ulcer, antisecretory and Gastric anti-histamine activity.

Provenance & Evidence