SYNTHESIS AND REACTIONS OF 1-(3-CHLOROPROPYL)-6,7-DIMETHOXY-3-METHYLBENZO[<i>c</i>]PYRYLIUM PERCHLORATE

Authors

  • A. V. Kibalny L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, Donetsk
  • A. A. Afonin L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of the Ukraine, Donetsk 83114
  • V. I. Dulenko L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of the Ukraine, Donetsk 83114

Keywords:

3,4-dimethoxyphenylacetone, 1-(3-chloropropyl)-6,7-dimethoxy-3-methylbenzo[c]pyrylium, γ-chlorobutyryl chloride, recyclization

Abstract

Acid-catalyzed acylation of 3,4-dimethoxyphenylacetone with γ-chlorobutyryl chloride gave 1-(3-chloropropyl)-6,7-dimethoxy-3-methylbenzo[c]pyrylium perchlorate. Recyclization of the product with nitrogen nucleophiles (ammonia, primary amines, hydrazine derivatives, hydroxylamine) led through the corresponding isoquinolinium salts to benzo[f]indolizinium, pyridazino[2,1-b]-isoquinolinium, and 1,2-oxazino[2,1-b]isoquinolinium salts.

How to Cite
Kibalny, A. V.; Afonin, A. A.; Dulenko, V. I. Chem. Heterocycl. Compd. 2004, 40, 1131. [Khim. Geterotsikl. Soedin. 2004, 1310.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000048284.17694.d0

Downloads

Published

2004-09-25

Issue

No. 9 (2004)

Section

Original Papers