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

Laboratoire de Chimie Organique, Département de Chimie, Faculté des Sciences Dhar El Mehraz, Fès, Morocco
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
Institut fur Organische Chemie, J. W. Goethe-Universitat Frankfurt, Marie-Curie-Str. 11, 60439 Frankfurt/Main, Germany
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;
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


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


  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.

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.

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.

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