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Short Note

Synthesis of New bis-Bidentate Nitrogen Ligand: 1,4-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]piperazine

1
Laboratoire de Chimie Organique, Département de Chimie, Faculté des Sciences Dhar El Mehraz, Fès, Morocco
2
Laboratoire d'Analyses, d'Essais et d'Environnement (LAEE), Département de Chimie, Faculté des Sciences Dhar Mehraz, Université Sidi Mohamed Ben Abdellah, 30000 Fès, Morocco
3
Institut fur Organische Chemie, J. W. Goethe-Universitat Frankfurt, Marie-Curie-Str. 11, 60439 Frankfurt/Main, Germany
4
Laboratoire d’activation moléculaire, Department of Chemistry, Faculty of Sciences, 60000 Oujda, Morocco
*
Authors to whom correspondence should be addressed.
Molbank 2006, 2006(2), M467; https://doi.org/10.3390/M467
Received: 15 July 2005 / Accepted: 27 September 2005 / Published: 28 February 2006
Molbank 2006 m467 i001
The product 2 was prepared by the addition of piperazine (C4H10N2) to 1 [1] according to the reported procedure [2]. To a solution of the substituted hydroxymethylpyrazole 1 (1.26 g, 10 mmol) in acetonitrile (50 ml) was added piperazine (0.95 g, 5 mmol) and the mixture was stirred. The stirring was continued at room temperature for 4 days. The solvent was evaporated under reduced pressure. The solid was cristallised in ethanol to afford 2 as a white solid (2.31 g, 76%).
Melting point: 158-160°C.
IR (KBr, cm– 1): 2270 (CH); 1650 (C=C, C=N).
1H- NMR (60 MHz, CDCl3): δ= 5 .8 (s, 3H, Pyrazol, H4,4'); 4.6 (s, 4H, 2NCH2N); 2.6 (s, 8H, 4CH2-N); 2.30 (s, 6H, 2CH3).
13C-NMR (300MHz, D2O): δ= 9.64 (Pz-CH3); 12.12 (Pz-CH3); 69.4 (Pz-CH2-N); 81.75 (N-CH2-CH2 N); 106.38(PzC-H); 141.66 (PzC=N); 149.94(PzC-N).
EI-MS (m/z; %): Calculated for C16H26N6 : 302.418. Found: 303[M+]; 109; 95.
Molbank 2006 m467 i002

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgments

We are indebted to the "Projet Global d’Université Mohamed Premier" for financial support.

References

  1. Dvoretzky, I.; Richter, G.H. J.Org.Chem. 1950, 15, 1285.
  2. Sheu, S-C.; Tien, M-J.; Cheng, M-C.; Ho, T-I.; Peng, S-M.; And Lin, Y-C. J. Chem. Soc. Dalton Trans 1995, 3503–3510.
  • Sample Availability: Available from the authors and MDPI.

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MDPI and ACS Style

El Fatmi, A.; Daoudi, M.; Ben Larbi, N.; Kerbal, A.; Filali Kaba, M.; El Bali, B.; Bolte, M.; Mchich, M.; Ben-Hadda, T. Synthesis of New bis-Bidentate Nitrogen Ligand: 1,4-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]piperazine. Molbank 2006, 2006, M467. https://doi.org/10.3390/M467

AMA Style

El Fatmi A, Daoudi M, Ben Larbi N, Kerbal A, Filali Kaba M, El Bali B, Bolte M, Mchich M, Ben-Hadda T. Synthesis of New bis-Bidentate Nitrogen Ligand: 1,4-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]piperazine. Molbank. 2006; 2006(2):M467. https://doi.org/10.3390/M467

Chicago/Turabian Style

El Fatmi, Abdeljalil, Maria Daoudi, Najib Ben Larbi, Abdelali Kerbal, Mohamed Filali Kaba, Brahim El Bali, Michael Bolte, Mohamed Mchich, and Taibi Ben-Hadda. 2006. "Synthesis of New bis-Bidentate Nitrogen Ligand: 1,4-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]piperazine" Molbank 2006, no. 2: M467. https://doi.org/10.3390/M467

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