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1-(4-{[(3,5-dimethyl-1H-pyrazol-1-yl)methyl] amino} phenyl) ethanone
 
 
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Volume 2004
Issue 1
10.3390/M370
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Short Note

2-{bis[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]amino}ethanol

by
Mohamed El Kodadi
,
Fouad Malek
,
Rachid Touzani
and
Abdelkrim Ramdani
*
Laboratory of Chemistry Organic-Physics, Department of Chemistry, Faculty of Sciences, University Mohammed The First, BP 524-60 000 Oujda, Morocco.
*
Author to whom correspondence should be addressed.
Molbank 2004, 2004(1), M370; https://doi.org/10.3390/M370
Submission received: 5 January 2003 / Accepted: 19 November 2003 / Published: 24 February 2004
Versions Notes

Molbank 2004 m370 i001
To a mixture of 3-chloromethyl-1,5-dimethylpyrazole 1 [1] (6g, 41mmol) and sodium carbonate (17g, 160mmol) in 150 mL of acetonitrile was added slowly 2-aminoethanol 2 (1.25g, 20.5 mmol). The mixture was stirred under reflux for 6h [2,3]. The solid material (Na2CO3, NaCl) was filtered and the filtrate was concentrated under reduced pressure. The residue was purified on alumina column with (CH2Cl2/EtOH: 97/3) as eluent to give the title compound 3 as yellowish solid (4.56g, 80%).
Melting Point = 64-66°C (CH2Cl2/EtOH).
Rf =0.6 (alumina -CH2Cl2/EtOH : 97/3).
IR (KBr, cm-1): 3380(OH), 2980(CH), 1680(C=C), 1560(C=N), 1460, 1400, 1300, 1160, 1140, 1070, 1040, 990, 800.
1H NMR (200 MHz, CDCl3) d ppm: 5.95(s, 2H, HPz); 3.70(s, 6H, N-CH3);
3.65(s, 4H, Pz-CH2); 3.55(t, 2H, O-CH2, J=5.12Hz); 2.66(t, 2H, N-CH2, J=5.12Hz);
2.21(s, 6H, 2CH3).
13C NMR (50MHz, CDCl3) d ppm: 11.65(Pz-CH3); 36.26(N-CH3); 51.70(CH2-CH2-N); 54.89(CH2-OH); 59.34(Pz-CH2-N); 105.55(PzC-H); 139.65(PzC=N); 148.72(PzC-N).
MS[EI]: m/z = 277; 246; 217; 168; 138; 109(100%); 95; 56; 42.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Yahyi, A. Thesis, University Mohammed The First, Oujda, Morocco, 1991.
  2. Malek, F.; Persin, M.; Ramdani, A.; Sarrazin, J.; Zidane, I. New J. Chem. 2002, 26, 876.
  3. Radi, S.; Ramdani, A.; Lekchiri, Y.; Morcellet, M.; Crini, G.; Morcellet, J.; Janus, L. Eur. Polym. J. 2000, 36, 1885.
  • Sample Availability: Available from the Authors.

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MDPI and ACS Style

El Kodadi, M.; Malek, F.; Touzani, R.; Ramdani, A. 2-{bis[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]amino}ethanol. Molbank 2004, 2004, M370. https://doi.org/10.3390/M370

AMA Style

El Kodadi M, Malek F, Touzani R, Ramdani A. 2-{bis[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]amino}ethanol. Molbank. 2004; 2004(1):M370. https://doi.org/10.3390/M370

Chicago/Turabian Style

El Kodadi, Mohamed, Fouad Malek, Rachid Touzani, and Abdelkrim Ramdani. 2004. "2-{bis[(1,5-dimethyl-1H-pyrazol-3-yl)methyl]amino}ethanol" Molbank 2004, no. 1: M370. https://doi.org/10.3390/M370

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