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Volume 2006
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Short Note

N,N-bis[(1,5-dimethylpyrazol-3-yl)methyl]para-toluidine

by
Ibrahim Bouabdallah
*,
Abdelkrim Ramdani
,
Ismail Zidane
and
Rachid Touzani
Laboratoire de Chimie Organique Physique, Département de Chimie, Faculté des Sciences, Université Mohamed Premier, BP 524, 60000, Oujda, Maroc
*
Author to whom correspondence should be addressed.
Molbank 2006, 2006(4), M483; https://doi.org/10.3390/M483
Submission received: 24 October 2005 / Accepted: 15 January 2006 / Published: 1 March 2006
Versions Notes

Molbank 2006 m483 i001
The mixture of para-toluidine 1 (0.535 g, 5 mmol), 3-chloromethyl-1,5-dimethylpyrazol 2 (1.44 g, 10 mmol) and sodium carbonate (4.24 g, 40 mmol) in acetonitrile (50 mL) was refluxed for three hours [1,2,3]. The solvent was removed at reduced pressure. The residue was purified through a silica column (CH2Cl2) to give the product 3 (726 mg, 45 % yield) as a white solid.
Melting point: 98 - 100°C (CCl4)
IR (KBr, cm-1): 3020 (ν=C-H); 2960 (νC-H, CH3); 2920 (νC-H, CH2); 2875 (νC-H, N-CH3); 1620 (νC=N); 1530 (νC=C); 1430; 1390 (δC-N); 1340; 1235; 1185; 940; 800 (δ=C-H); 780.
1H-NMR (CDCl3, 300 MHz): d= 6.94 (d, 2 H, H2’, J = 8.4 Hz); 6.78 (d, 2 H, H3’, J = 8.4 Hz); 5.85 (s, 2 H, C4-H); 4.46 (s, 4 H, N-CH2-pz); 3.69 (s, 6 H, N-CH3); 2.19 (s, 3 H, CH3-C6H4 ); 2.16 (s, 6 H, C5-CH3).
13C-NMR (CDCl3, 75 MHz): d= 149.72 (C3); 143.50 (C1’); 139.51(C5); 129.85 (C3’); 125.42 (C4’); 113.54 (C2’); 104.51(C4); 49.34 (N-CH2-pz); 36.25 (N-CH3); 20.62 (CH3-C6H4); 11.65 (C5-CH3).
MS (EI), m/z: 323 (5.4 %); 228 (0.4 %); 214 (100 %); 109 (24.5 %); 91 (4.4 %); 77 (0.5 %); 56 (4.9 %); 40 (3.5 %).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes

  1. Bouabdallah, I.; Ramdani, A.; Zidane, I.; Touzani, R. Molbank 2005, M 397.
  2. Bouabdallah, I.; Ramdani, A.; Zidane, I.; Touzani, R.; Eddike, D.; Radi, S.; Haidoux, A. J. Chem. Res. 2005, 242–244.
  3. Malek, F. Thèse de Doctorat d’Etat; Faculté des Sciences: Oujda, Maroc, 1995. [Google Scholar]
  • Sample Availability: Available from MDPI.

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MDPI and ACS Style

Bouabdallah, I.; Ramdani, A.; Zidane, I.; Touzani, R. N,N-bis[(1,5-dimethylpyrazol-3-yl)methyl]para-toluidine. Molbank 2006, 2006, M483. https://doi.org/10.3390/M483

AMA Style

Bouabdallah I, Ramdani A, Zidane I, Touzani R. N,N-bis[(1,5-dimethylpyrazol-3-yl)methyl]para-toluidine. Molbank. 2006; 2006(4):M483. https://doi.org/10.3390/M483

Chicago/Turabian Style

Bouabdallah, Ibrahim, Abdelkrim Ramdani, Ismail Zidane, and Rachid Touzani. 2006. "N,N-bis[(1,5-dimethylpyrazol-3-yl)methyl]para-toluidine" Molbank 2006, no. 4: M483. https://doi.org/10.3390/M483

APA Style

Bouabdallah, I., Ramdani, A., Zidane, I., & Touzani, R. (2006). N,N-bis[(1,5-dimethylpyrazol-3-yl)methyl]para-toluidine. Molbank, 2006(4), M483. https://doi.org/10.3390/M483

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