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N’,N’-bis[(3,5-dimethyl-1-pyrazolyl)methyl],N,N-dimethyl-para-phenylenediamine

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 2005, 2005(1), M398; https://doi.org/10.3390/M398
Submission received: 18 March 2004 / Accepted: 25 March 2004 / Published: 1 July 2005

Keywords:
pyrazol; ligand

Molbank 2005 m398 i001
The mixture of N,N-dimethyl-para-phenylenediamine 2 (136 mg, 10 mmol) and 1-hydroxy-methyl-3,5-dimethylpyrazol 1 (252 mg, 20 mmol) in CH3CN (20 mL), was stirred at room temperature for five days[1,2]. The organic layer was dried over Na2SO4, filtered and concentrated at reduced pressure. The residue was purified by recrystallysation in dichloromethane-diethylether to give product 3 as a black solid (300 mg, 85 %).
Melting point: 88-90 °C (dichloromethane-diethylether: 1/1).
IR (KBr, cm-1): 2990 (CH3); 1580 (C=C); 1510 (C=N).
1H-NMR (300 MHz, CDCl3): δ= 6.68 (2H, d, H1, J = 8.9 Hz); 6.53 (2H, d, H2, J = 8.9Hz); 5.68 (2H, s, CH pyrazolyl); 5.30 (4H, s, CH2); 2.83 (6H, s, N-CH3); 2.19 (6H, s, CH3); 1.85 (6H, s, CH3).
13C-NMR (300 MHz, CDCl3): δ= 148.63; 147.96; 140.23; 136.38; 126.32; 113.59; 106.74; 66.15; 41.22; 13.96; 11.18.
EI-MS (70 eV, m/z): 352; 243; 215; 148; 109; 96; 77; 54; 42.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes:

  1. Driessen, W. J. R.. Neth. Chem. Soc. 1982, 101, 441.
  2. Bouabdallah, I.; Zidane, I; Ramdani, A. Rapport de DESA; Faculté des sciences: Oujda, Maroc, 2001. [Google Scholar]
  • Sample Availability: Available from the Authors.

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MDPI and ACS Style

Bouabdallah, I.; Zidane, I.; Touzani, R.; Ramdani, A. N’,N’-bis[(3,5-dimethyl-1-pyrazolyl)methyl],N,N-dimethyl-para-phenylenediamine. Molbank 2005, 2005, M398. https://doi.org/10.3390/M398

AMA Style

Bouabdallah I, Zidane I, Touzani R, Ramdani A. N’,N’-bis[(3,5-dimethyl-1-pyrazolyl)methyl],N,N-dimethyl-para-phenylenediamine. Molbank. 2005; 2005(1):M398. https://doi.org/10.3390/M398

Chicago/Turabian Style

Bouabdallah, Ibrahim, Ismail Zidane, Rachid Touzani, and Abdelkrim Ramdani. 2005. "N’,N’-bis[(3,5-dimethyl-1-pyrazolyl)methyl],N,N-dimethyl-para-phenylenediamine" Molbank 2005, no. 1: M398. https://doi.org/10.3390/M398

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