Synthesis of Antimalarial 3-(2-Hydroxyethyl)-2-Methyl-1, 10-Phenanthroline-4-OL from 8-Aminoqueinoline = Sintesis Senyawa Antimalaria 3- ..
| Main Author: | Perpustakaan UGM, i-lib |
|---|---|
| Format: | Article NonPeerReviewed |
| Terbitan: |
[Yogyakarta] : Universitas Gadjah Mada
, 2004
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| Subjects: | |
| Online Access: |
https://repository.ugm.ac.id/17602/ http://i-lib.ugm.ac.id/jurnal/download.php?dataId=361 |
Daftar Isi:
- It has been conducted the synthesis of 3-(2-hydroxyethyl)-2-methyl-1,10-phenanthroline-4-ol was carried out from 8-aminoquinoline which are expected to posses antimalarial activity. The experiment perfomed consisted of two steps i.e (1) reaction of 8-aminoquinoline with 2-acetyl-butyrolactone and (2) cyclization of the resulted 341-(quinolin-8-ylamino)-ethylidene1-4,5-dihydro-furan-2-one. The reaction of 8- aminoquinoline with 2-acetyl-butyrolactone was performed in toluene at reflux for 6 hours in the presence of p-toluensulfonic acid as catalyst. This reaction gave 3-11-(quinolin-8-ilamino)-etilidetd-4,5-dihidro-furan-2-on in 60.6% yield. The cyclization of 3(1-(quinoline-8-ylamino)-ethyliden]-4,5-dihydro-furan-2-one was conducted in cloroform at reflux for 4 hours in the presence of H2SO4 as catalyst and also tween 80 as transfer phase catalyst to give 3-(2-hydroxy-ethyl)-2-methyl-1,10-phenanthroline-4-ol in 76.2% yield. Identification of the products were carried out by means of infra red (IR) spectroscopy, proton nuclear magnetic resonance (1H-NMR) spectroscopy, and mass spectroscopy (MS). Keywords: antimalarial, 8-aminoquinoline, cyclization, 1,10-phenantroline