2-[-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 Mohamed 1^er, 60 000 Oujda, Maroc. E-mail: [email protected]  ; [email protected]

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

The product 3 was prepared by the condensation of dienone 2 [1] (1g, 3.11 mmol) with o-phenylenediamine 1 (0.33g, 3.11 mmol) by refluxing an ethanol (50 mL) solution for 1 h. under nitrogen [2, 3]. The brown solid that formed, was collected by filtration and was purified by recrystallization in (acetone-chloroform : 50-50). The colour of the compound: red, yield : (1g, 81%).

Melting point : 198-200°C (acetone-chloroform)

IR (KBr, cm^-1) : 1570 (C=O) ; 1410 (C=C).

¹H-NMR (200 MHz, CDCl₃) d : 7.9 (d, 4H, J= 8.06Hz, -CH Benz) ; 7.31 (d, 4H, J= 8.06Hz, CH Benz) ; 7.15-7.17 (m, 4H, -CH Benz) ; 6.51 (s, 2H, -CHCO) ;  2.44 (s, 6H, 2CH₃).

E. A:  Anal. Calc for: C₂₆H₂₂N₂O₂ .C₆H₆.H₂O , C : 78.34,  H : 6.16, N : 5.71

                                                              Found , C : 79.16, H : 5.78, N : 5.86.

References :

1.      R. W. Saalfrank, N. Lôw, B. Demleitner, D. Stalk and M. Teichert, Chem. Eur. J., 1998, 4, 1305-1311.

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.

4.      Benzene was used in a former cristallization.

Sample Availability: Available from the Authors.

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