Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN)
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 2006, 2006(2), M466; https://doi.org/10.3390/M466
Submission received: 15 July 2005
/
Accepted: 6 September 2005
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Published: 28 February 2006
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 aromat); 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 (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%).
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
- Dvoretzky, I.; Richter, G.H. J.Org.Chem. 1950, 15, 1285.
- 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
Daoudi, M.; Bennani, B.; Zahid, A.; Mchich, M.; Ben Hadda, T. Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN). Molbank 2006, 2006, M466. https://doi.org/10.3390/M466
AMA Style
Daoudi M, Bennani B, Zahid A, Mchich M, Ben Hadda T. Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN). Molbank. 2006; 2006(2):M466. https://doi.org/10.3390/M466
Chicago/Turabian StyleDaoudi, Maria, Brahim Bennani, Assou Zahid, Mohamed Mchich, and Taibi Ben Hadda. 2006. "Synthesis of tridentate Nitrogen Ligand : N,N-bis-(3,5-dimethylpyrazol-1-ylmethyl)benzylamine (NNNN)" Molbank 2006, no. 2: M466. https://doi.org/10.3390/M466
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