Molbank 2004, M369

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1-(4-{[(3,5-dimethyl-1H-pyrazol-1-yl)methyl] amino} phenyl) ethanone

 

Mohamed El Kodadi, Fouad Malek and Abdelkrim Ramdani*.

 

Laboratory of Chemistry Organic-Physics, Department of Chemistry, Faculty of Sciences, University Mohammed The First, BP 524-60 000 Oujda, Morocco.

Email: [email protected]

 

Received: 5 January 2003 / Accepted: 19 November 2003 / Published: 24 February 2004


Keywords: pyrazole, ligand, aminoketone.

 

 

　

　

　

　

　

　

　

　

　

　

A mixture of (3,5-dimethyl-1H-pyrazol-1-yl)methanol 1 [1] (1.86 g, 14.8 mmol) and 4-amino-acetophenone 2 (1g, 7.4 mmol) in acetonitrile (50 mL) was stirred in a closed vessel at room temperature for 6 days [2, 3, 4]. The white precipitate was filtred off, washed with acetonitrile and dried in air.

Yield: (1.3g, 73%).

 

Melting Point = 142-144＜C (CH3CN).

 

IR (KBr, cm-1): 3260(m, NH), 2900(m, -CH), 1670(s, C=O), 1580 (s, C=C), 1520(m, C-N), 1310(w), 1230(s), 1120(w), 810(w).

 

1H NMR (400 MHz, CDCl3) d ppm: 7.8 (d, 2H, -CH Benz, J= 5.71 Hz); 6.75 (d, 2H, -CH Benz, J= 5.71 Hz); 5.72 (s,1H, Pz); 5.45 (t, 1H,-NH, J= 3.42Hz); 5.4 (d, 2H, N-CH2-N, J=3.42 Hz); 2.48 (s, 3H, CH3 CO); 2.32 (s, 3H, CH3); 2.2 (s, 3H, CH3).

 

13C NMR (100 MHz, CDCl3) d ppm: 195.95(C2); 149.33(C6); 147.53(C4); 138.22(C3); 130.01(C5); 127.67(C8); 112.04(C11); 105.55(C10); 56.41(C7); 25.49(C1); 12.85(C9); 10.59(C12).

 

FAB MS: 244 [M+1].

 

References

 

  1. Sorrel, T. N.; Vankai, V. A.; Garrity, M. L., Inorg. Chem., 1991, 30, 207.
  2. Malachowski, M. R. ; Davidson , M. G.; Hoffman, J. N. Inorg. Chim. Acta, 1989, 157, 91.
  3. Sheu, S. C.; Tien, M. J.; Cheng, M. C.; Ho, T. I.; Peng, S. M.; Lin, Y. C. J. Chem. Soc. Dalton Trans., 1995, 3503.
  4. Touzani, R.; Ramdani, A.; Ben-Hadda, T.; El Kadiri, S.; Maury, O.; Le Bozec, H.; Dixneuf, P. H., Synth. Commun. 2001, 31, 1315.

 

　

Sample Availability : Available from the Authors.

　

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