Original scientific paper

Indole Compounds. III.* The Direct Indolization to 5-Methoxyand 5-Benzyloxy-N,N-Disubstituted Tryptamines

D . Desaty ; Tracer Laborotory, Institute »Ruder Boskovic«, Zagreb , Croatia, Yugoslavia
D. Keglević ; Tracer Laborotory, Institute »Ruder Boskovic«, Zagreb , Croatia, Yugoslavia

Abstract

The one-step indolization of 5-methoxy- and 5-b enzyloxy-
phenylhydrazine hydrochloride with a number of N,N-di s ubstituted
4-aminobuta n al ace tals is described. Th e reaction (e quimolar
amounts, 80° , 250/o acetic acid as the catalyst) s howed to be ge n
e rally a pplicable to t his class of compounds. The resulting
5-methoxy- (II-VIII) and 5-benzyioxy-N,N- disubstituted tryptamines
(IX-XV) were obtained in good yields a nd isolated as
picrates, hydrochlorides and oxalates respectively. Hydrogenolysis
of 5-benzyloxytryptamines led to the corresponding 5~hydroxy _
~-derivatives (XVI-XVII) .

Keywords

Hrčak ID:

208298

URI

https://hrcak.srce.hr/208298

Publication date:

30.12.1964.

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