Molbank 2004, M383

http://www.mdpi.net/molbank/

　

3-methyl-1-[3-(3-methyl-2-oxobutylidene)-1,4-dihydro-quinoxalin-2-ylidene]butan-2-one . 

 

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

 

Laboratoire de Chimie Organique Physique, D└partement de Chimie, Facult└ des Sciences, Universit└ Mohamed Premier, BP 524, 60000, Oujda , Maroc.
E-mail : [email protected].  [email protected].

　

Received: 13 November 2003 / Accepted: 24 February 2004 / Published: 29 March 2004           

　

　

　

　

　

　

　

　

　

 

To a  solution of  3,8-dihydroxy-2,9-dimethyl deca-3,7-diene-5,6-dione 2 [1] (270 mg, 1.2 mmol) in absolute ethanol (20 mL) was added the  orthophenylenediamine 1 (129 mg, 1.2  mmol) and the mixture was refluxed for one hour [2]. The yellow precipitate 3 was filtered off, washed with ethanol and dried in air.

 

Yield: (170 mg , 50 %). 

Melting point: 70-71＜C (EtOH). 

IR (KBr,  cm-1):  2900 (CH of CH3), 1620 (C=O).

 

1H-NMR (200 MHz, CDCl3, d, ppm): 14.81 (s, 2H, N-H);  7.05 (m, 4H, C-H benz); 5.72 (s, 2H, =CH);  2.69 (m, 2H, C-H, J = 6.9 Hz);  1.19 (d, 12H, CH3, J = 6.9 Hz).

 

13C-NMR (200 MHz, CDCl3, d, ppm): 204.50 (C=O); 145.56 (C3) ; 126.17 (C6); 124.77 (C4a ); 116.55 (C5);  89.01 (=C-H); 40.79 (C-H);  20.07 (CH3).

 

HR/MS (C18H22N2O2): calc 298.1681;  found 298,1700.

 

References and notes:

 

1.      Bouabdallah, I.;  Zidane, I.;  Malek, F.;  Touzani, R.;  El Kodadi, M. and  Ramdani, A.Molbank 2003, M 345. 

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

 

Sample Availability : Available from the Authors.

　

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