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Short Note

Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN)

by
Maria Daoudi
1,
Brahim Bennani
1,
Assou Zahid
1,
Mohamed Mchichi
2 and
Taibi Ben Hadda
2,*
1
Laboratoire de Chimie Organique, Faculté des Sciences Dhar El Mehraz, 50000 Fès, Morocco
2
Laboratoire d’Activation Moléculaire, Faculté des Sciences, 60000 Oujda, BP 524, Morocco
*
Author to whom correspondence should be addressed.
Molbank 2005, 2005(6), M450; https://doi.org/10.3390/M450
Submission received: 8 March 2004 / Accepted: 18 March 2004 / Published: 1 August 2005
Molbank 2005 m450 i001
The product 2 was prepared by the addition of benzylamine (C6H5CH2NH2) to 1 [1] according to the reported procedure [2]. To a solution of 1 (1.26 g, 10 mmol) in acetonitrile (25 ml) was added benzylamine (0.536 g, 5 mmol) and the mixture was stirred. The stirring was continued at room temperature for 4 days. The residue was precipitated by addition of cold water, purified and dried by hexane and under vacuum, to afford 2 as a white solid (1.08 g, 63%).
Melting point: 72 °C.
IR (KBr, cm–1): 3262 (= C-H aromatic); 3080 (CH); 1603 (C=C); 1500, 1472 (C=N); 1507; 1351; 1290; 1230.
1H-NMR (400 MHz, CDCl3): δ= 7.4 (s, 5H, Ph); 5.9 (s, 2H, Pyrazol); 5.0 (s, NCH2N); 3.9 (s, 2H, Ph-CH2-N); 2.3 (s, 6H, CH3); 2.1 (s, 6H, CH3).
MS (DCI/NH3, CHCl3) = Calculated for [M]+, C19H25N5= 323. Found 324 ([M+H]+, 92.5%); 228 ([MH – C5H7N2]+, 100%); 114 ([C5H7N2+NH4]+, 42.5%).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgments

We are indebted to the "Programme Thématique d'Appui à la Recherche Scientifique PROTARS N° P1T2/27", and the "Wylaya d'Oujda" for financial support.

References

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

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MDPI and ACS Style

Daoudi, M.; Bennani, B.; Zahid, A.; Mchichi, M.; Ben Hadda, T. Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN). Molbank 2005, 2005, M450. https://doi.org/10.3390/M450

AMA Style

Daoudi M, Bennani B, Zahid A, Mchichi M, Ben Hadda T. Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN). Molbank. 2005; 2005(6):M450. https://doi.org/10.3390/M450

Chicago/Turabian Style

Daoudi, Maria, Brahim Bennani, Assou Zahid, Mohamed Mchichi, and Taibi Ben Hadda. 2005. "Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN)" Molbank 2005, no. 6: M450. https://doi.org/10.3390/M450

APA Style

Daoudi, M., Bennani, B., Zahid, A., Mchichi, M., & Ben Hadda, T. (2005). Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN). Molbank, 2005(6), M450. https://doi.org/10.3390/M450

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