SYNTHESIS OF 4-HYDROXY- AND 4-AMINO-2-METHYL-3-(2-METHYLINDOL-3-YL)METHYLQUINOLINES AND THEIR 6- AND 8- SUBSTITUTED DERIVATIVES

Authors

  • А. А. Аветисян Yerevan State University, Yerevan 375025
  • И. Л. Алексанян Yerevan State University, Yerevan 375025
  • А. А. Пивазян Yerevan State University, Yerevan 375025

DOI:

https://doi.org/10.1007/8324

Keywords:

4-hydroxy(amino)-2-methyl-3-(2-methylindol-3-yl)methylquinolines, 4-hydroxy(chloro)-2-methyl-3-(3-oxobutyl)quinolines, 4-hydroxy-2-methyl-3-(3-oxobutyl)quinolines thiosemicarbazones

Abstract

A  method  has been developed for the synthesis of  substituted 4-hydroxy- and 4-amino-2-methyl-3-(2-methylindol-3-yl)methylquinolines by treating the corresponding 4-hydroxy(chloro)-2-methyl-3-(3-oxobutyl)quinolines  with phenylhydrazine hydrochloride. It was found that nucleophilic substitution occurred in the case of the 4-chloroquinolines together with subsequent rearrangement to give  the 4-amino  derivatives. The thiosemicarbazones  of the corresponding 4-hydroxy-2-methyl-3-(3-oxobutyl)quinolines were also obtained.

How to Cite
Avetisyan, A. A.; Aleksanyan, I. L.; Pivazyan, A. A.  Chem. Heterocycl. Compd. 2005, 41, 471. [Khim. Geterotsikl. Soedin. 2005, 54.]

For this article in the English edition, see DOI 10.1007/s10593-005-0173-9


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Published

2023-11-16

Issue

No. 4 (2005)

Section

Original Papers