2-[3-(2-Oxo-2-phenylethylidene)-1,4-dihydro-6-methyl Quinoxalin-2-ylidene]-1-phenyl Ethanone

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

Laboratoire de Chimie Organique Physique, Département de Chimie, Faculté des Sciences, Université Mohamed Premier, BP 524, 60000, Oujda, Maroc

Email: [email protected], [email protected].

Received: 11 March 2003 / Accepted: 24 June 2003 / Published 28 June 2003

To a solution of dienone 2 [1] (1 g, 3.4 mmol) in absolute ethanol (20 mL) was added 4-methyl o-phenylenediamine 1 (0.41 g, 3.4 mmol) and the mixture was refluxed for 1 hour [2, 3]. The solid was then filtered and washed twice with 10 mL of ethanol to afford product 3 as an orange solid (1.14 g , 88%).

Melting point: 180-181°C. 

IR (KBr, cm^-1): 1560 (C=O) ; 1240 (C=C).

¹H-NMR (200 MHz, CDCl₃, d, ppm): 8.05 (m, 4H, -CH Benz); 7.56 (m, 6H, -CH Benz.bis: p-H, m-H); 7.12 (m, 3H, -CH Benz); 6.57 (s, 2H, -CHCO); 2.48 (s, 3H, CH₃).

E. A: Anal. Calc. for C₂₅H₂₀N₂O₂: C 78.93, H 5.30, N 7.36, Found: C 79.04, H 5.30, N 7.07.

References and Notes

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

2. Touzani, R.; Benhadda, T.; Elkadiri, S.; Ramdani, A.; Maury, O.; Lebozec, H.; Toupet, L.; Dixneuf., P. H. New. J. Chem. 2001, 25, 391-394.

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

Sample availability: available from the authors. 

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