N,N-bis[3-(1,5-dimethylpyrazolyl)methyl]aniline

Ibrahim Bouabdallah; Ismail Zidane; Rachid Touzani; Abdelkrim Ramdani

doi:10.3390/M397

,

and

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.

Molbank2005, 2005(1), M397;https://doi.org/10.3390/M397

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Keywords:

pyrazol; ligand

The mixture of aniline 1 (97 mg, 1 mmol), 3-chloromethyl-1,5-dimethyl pyrazol 2 (301.6 mg, 2 mmol) and sodium carbonate (444 mg, 4 mmol) in acetonitrile (10 mL) was refluxed for three hours [,]. The solvent was removed at reduced pressure. The residue was purified by recrystallysation to afford the produt 3 as a white solid. Yield: (205 mg, 69 %).

Melting point: 132-134°C (CH₂Cl₂).

IR (KBr, cm^-1): 2930 (CH₃); 1586 (C=C); 1500 (C=N); 1390, 1260, 1180, 1030, 990, 880.

¹H-NMR (300 MHz, CDCl₃) : δ= 7.14 (t, 2H, H², J = 7.27 Hz) ; 6.87 (d, 2H, H¹, J = 8.32 Hz) ; 6.64 (t, 1H, H³, J = 7.27 Hz); 5.86 (s, 2H, C-H pyrazol); 4.49 (s, 4H, N-CH₂); 3.70 (s, 6H, N-CH₃ ); 2.16 ( s, 6H, CH₃).

¹³C-NMR (75 MHz, CDCl₃): δ= 139.56; 129.32; 113.27; 104.50; 49.08; 36.25; 11.63.

EI-MS (70 eV, m/z): 309; 200; 109; 95; 77; 56.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes:

Driessen, W. J. R. Neth. Chem. Soc. 1982, 101, 441.
Malek, F. Thèse de Doctorat d’Etat; Faculté des Sciences: Oujda, Maroc, 1995. [Google Scholar]

Sample Availability: Available from the Authors.

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