The first stage of the reaction is basic imine formation by the ketone group and the amine group of morpholine to the enamine which reacts in a conjugate addition ( see Stork enamine alkylation for a related step ) with sulfur to the sulfide.
22.
It is more potent than the corresponding pyrrolidine and morpholine analogues ( LPD-824 and LSM-775 respectively ), but is still several times less potent than LSD as a psychedelic in humans, though this does not seem to have been confirmed by any more recent work.
23.
So dextromoramide, with a pyrrolidine ring on the 1-amide position, a " dextro " methyl group on the 3-position of the alkyl chain, a morpholine ring around the 4-amine group, and both phenyl rings unsubstituted, was by far the most potent out of all the compounds in this series and was the only one that became widely used in medicine ( although the racemic mix racemoramide saw some limited use ).
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