A concise synthesis and the antibacterial activity of 5,6-dimethoxynaphthalene-2-carboxylic acid
Özet
5,6-Dimethoxynaphthalene-2-carboxylic acid was synthesized in 7 steps and with an overall yield of 46%. Bromination of 2-naphthol, and methylation with dimethyl sulfate followed by Friedel-Crafts acylation with AcCl gave 2-acetyl-5-bromo-6-methoxynaphthalene. 2-Acetyl-5-bromo-6-methoxynaphthalene was converted to 5-bromo-6-methoxynaphthalene-2-carboxylic acid by a haloform reaction. The esterification of the acid with methanol, methoxylation with NaOCH3 in the presence of CuI and subsequent de-esterification with NaOH afforded 5,6-dimethoxynaphthalene-2-carboxylic acid. The 5-bromo6-methoxynaphthalene-2-carboxylic acid and 5,6-dimethoxynaphthalene-2-carboxylic acid were found to have in vitro antibacterial activity against some pathogenic bacteria.
Anahtar kelimeler
Atıf için künye
Göksu, S., UGUZ, M. T., Özdemir, H., & Seçen, H. (2005). A concise synthesis and the antibacterial activity of 5,6-dimethoxynaphthalene-2-carboxylic acid. TURKISH JOURNAL OF CHEMISTRY, 29(2), 199–205.
BibTeX
@article{goksu2005-67334,
author = {Göksu, Süleyman and UGUZ, METİN TANSU and Özdemir, Hasan and Seçen, Hasan},
title = {A concise synthesis and the antibacterial activity of 5,6-dimethoxynaphthalene-2-carboxylic acid},
journal = {TURKISH JOURNAL OF CHEMISTRY},
year = {2005},
volume = {29},
number = {2},
pages = {199--205},
issn = {1300-0527},
url = {https://akademik.atauni.edu.tr/yayinlar/67334-a-concise-synthesis-and-the-antibacterial-activity-of-56-dimethoxynaphthalene-2}
}