2-[6-methyl-3-(2-(4-methylphenyl)-2-oxoethylidene)-1,4-dihydro- quinoxaline-2(1H)-ylidene]-1-(4-methylphenyl) ethanone

Mohamed El Kodadi, Fouad Malek, Rachid Touzani, Ismail Zidane, Ibrahim Bouabdallah and Abdelkrim Ramdani*.

Laboratoire de Chimie Organique Physique, Département de Chimie, Faculté des Sciences, Université Mohammed 1^er, 60 000 Oujda, Maroc. E.mail : [email protected]  ; [email protected].

Received: 14 October 2003 / Accepted: 23 October 2003 / Published: 24 February 2004

The product 3 was prepared by the condensation of dienone 2 [1] (1g, 3.1 mmol) with 3,4-diaminotoluene 1 (0.38 g, 3.1 mmol) by refluxing an ethanol (50 mL) solution for 1 h. under nitrogen [2, 3]. The solid that formed, was purified by chromatography on silica gel (CH₂Cl₂). The colour of the compound: red-brown; yield : (0.9 g, 71%).

Melting  point  = 180-182°C ( CH₂Cl₂).

IR (KBr, cm^-1) : 2950 (CH₃) ; 1600 (C=O) ; 1480 (C=C).

¹H-NMR (200 MHz, CDCl₃) d : 7.89 (d, 4H, J=8.04 Hz, CH Benz) ; 7.3 (d, 4H, J=8.04 Hz, CH Benz) ; 7.05 (m, 3H, -CH Benz) ; 6.49 (s, 1H, -CHCO) ; 6.47 (s, 1H, -CHCO) ;

2.43 (s, 6H, 2CH₃) ; 2.37 (s, 3H, CH₃).

E. A :  Anal. Calc d for C₂₇H₂₄N₂O₂, C : 79.39 ,H : 5.92, N : 6.86

                                              Found , C : 79.45, H :  6.07, N : 6.59.

References :

1.      R. W. Saalfrank, N. Lôw, B. Demleitner, D. Stalk and M. Teichert, Chem. Eur. J., 1998, 4, 1305.

2.      R. Touzani, T. Ben-hadda , S. El Kadiri, A. Ramdani, O. Maury, H. Le Bozec, L. Toupet and P. H. Dixneuf, New J. Chem., 2001, 25, 391-395.

3.      M. J. Waring, T. Ben-hadda , A. T. Kotchevar,  A. Ramdani, R. Touzani, S. El Kadiri , A. Hakkou, M. Bouakka,  and T. Ellis, Molecules, 2002, 7, 641-656.

Sample Availability: Available from the Authors.

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