Molbank 2006,
M472 |
1-(ethoxycarbonylmethyl)-3-(1¡¯-tolyl-3¡¯-(ethoxycarbonyl)5¡¯-hydroxypyrazolyl)-2-oxo quinoxaline
Souad Ferfra,Noureddine H.Ahabchane, El Mokhtar Essassi*
Laboratoire de Chimie Organique H¨¦t¨¦rocyclique, Facult¨¦ des Sciences, BP 1014, Avenue Ibn
Batouta,
e-mail: [email protected]
*Author to whom correspondence should be addressed
Received:
Keywords: cyclocondensations, quinoxaline, hydrazonoyl bromide
To a solution of hydrazonoyl
bromide (5.70 g, 0.02 mol) 2 and
1 [1] (3.18
g, 0.01 mol) in tetrahydrofuran (60 ml) was added triethylamine (2.02 g, 0.02 mol in 10 ml of THF). The
reaction mixture was refluxed for 48 hours. The solvent was evaporated under
reduced pressure and the resulting crude material was chromatographied
over silica gel column using 10:90 ethylacetate:hexane as eluent (yield 70%).
Melting
point: 182-184¡ãC
IR (KBr , cm-1 ): 1640 ( nN-C=O); 1720 (nN-C=O).
1H- NMR ( 250 MHz, CDCl3): d= 7.81-7.04 (8H, m, H arom); 5.02 (2H, s,
NCH2); 4.44 (2H, q, J=7 Hz, CH2); 4.25 (2H, q, J = 7
Hz, CH2); 2.36 (3H, s,
CH3-¦µ); 1.37 (3H, t, J =
7 Hz, CH3); 1.27 (3H, t, J = 7 Hz, CH3).
13C- NMR (250MHz, CDCl3): d= 166.5 (Cq); 164.2 (Cq); 161.6 (Cq); 154.5 (Cq); 143.8 (Cq); 143.4
(Cq); 135.9 (Cq); 135.5 (Cq); 129.4 (CHar); 129.1 CHar);
129.1 (Cq); 127.8 (CHar); 126.8 (Cq); 125.3 (CHar); 122.0
(CHar); 120.7 (CHar); 114.0 (CHar); 96 (C4);
62.3 (CH2); 61.7 (CH2); 44.2 (NCH2); 21.0 (¦µ-CH3); 14.2 (CH3).
MS (IE): 476
Reference
1. Ferfra, S. Ahabchane N.H., Essassi, E. M.; Molecules, submitted
Sample Availability: Available from MDPI.
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