REACTIONS OF 3-AMINO-5-METHYLISOXAZOLE WITH ENOL ETHERS: SYNTHESIS OF NEW ISOXAZOLYLENAMINES DERIVATIVES AND SUBSTITUTED ISOXAZOLO[2,3-a]PYRIMIDINONES

被引：0

作者：

Al-Ayed, Abdullah Soliman ^{[1
]}

Khalfallah, Ali ^{[2
]}

Kaddachi, Mohamed Tahar ^{[1
]}

机构：

[1] Univ Qassim 53 Al Rass, Dept Chem, Fac Sci & Arts, Al Rass, Saudi Arabia

[2] Univ Gabes, Appl Organ Chem Lab, Dept Chem, Fac Sci, Gabes 6072, Tunisia

来源：

REVUE ROUMAINE DE CHIMIE | 2012年 / 57卷 / 11期

关键词：

3-amino-5-methylisoxazole; ethoxymethylenemalonate; ethoxymethylenecyano-acetate; isoxazolo[2,3]pyrimidinones; isoxazolylenamines; IN-VITRO; ACIDS;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new series of isoxazolylenamines and substituted isoxazolo[2,3-a]pyrimidinones were prepared via condensation of ethoxymethylenemalonate 2a-d and ethoxymethylenecyanoacetate 2e-h with 3-amino-5-methylisoxazole 1. When reactions were carried out under reflux in xylene, the thermal cyclisation of isoxazolylenamines intermediates 3a-d afforded exclusively the isoxazolo[2,3-a]pyrimidinones 4a-d. All the synthesized compounds were characterized by elemental analysis, MS, IR and NMR spectrometry.

引用

页码：901 / 906

页数：6

共 34 条

[1] Ammar H. Ben, 2002, J ORGANOMET CHEM, V662, P63
[2] AUZZI G, 1990, FARMACO, V45, P1193
[3] New [Ru3(CO)12]-based catalysts with imidazolinium salt, diimine, or bis(oxazoline) ligands and ruthenium bis(oxazoline) complex for tandem isomerisation/claisen rearrangement of dienyl ethers -: X-ray structure of [RuCl{(R,R)-bis(isopropyloxazoline)}(p-eymene)]BF4
Ben Ammar, H
Le Nôtre, J
Salem, M
Kaddachi, MT
Toupet, L
Renaud, JL
Bruneau, C
Dixneuf, PH
[J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (22) : 4055 - 4064
[4] Ben Ammar H., 2003, PHYS CHEM NEWS, V9, P137, DOI DOI 10.1081/SCC-120025194
[5] Synthesis of endocyclic enol methyl ethers of 3-acylthiotetronic acids and their reactions with amines
Budnikova, MV
Rubinov, DB
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (10) : 1478 - 1485
[6] Synthesis of enantiopure Δ2-isoxazoline derivatives and evaluation of their affinity and efficacy profiles at human β-adrenergic receptor subtypes
Dallanoce, Clelia
Meroni, Giuseppe
De Amici, Marco
Hoffmann, Carsten
Klotz, Karl-Norbert
De Micheli, Carlo
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (13) : 4393 - 4401
[7] Synthesis and antitumor activity of 2,5-bis(3′-indolyl)-furans and 3,5-bis(3′-indolyl)-isoxazoles, nortopsentin analogues
Diana, Patrizia
Carbone, Anna
Barraja, Paola
Kelter, Gerhard
Fiebig, Heinz-Herbert
Cirrincione, Girolamo
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (12) : 4524 - 4529
[8] Pyridine-Based Heterocycles. Synthesis of New Pyrido [4′,3′:4,5]thieno[2,3-d]pyrimidines and Related Heterocycles
El-Kashef, Hussein
Farghaly, Abdel-Rahman
Al-Hazmi, Ahmed
Terme, Thierry
Vanelle, Patrice
[J]. MOLECULES, 2010, 15 (04) : 2651 - 2666
[9] SYNTHESIS AND TOPICAL ANTI-INFLAMMATORY ACTIVITY OF SOME STEROIDAL "[16-ALPHA,17-ALPHA-D]ISOXAZOLIDINES
GREEN, MJ
TIBERI, RL
FRIARY, R
LUTSKY, BN
BERKENKOPH, J
FERNANDEZ, X
MONAHAN, M
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (12) : 1492 - 1495
[10] Gui J.Y., 2009, J AGR FOOD CHEM, V57, P7422

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