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Short Note

1-Hydroxymethyl-3-ethoxy-5-methylpyrazole

by
Rachid Touzani
1,*,
Abdelkrim Ramdani
1,
Sghir El Kadiri
1 and
Fabienne Gourand
2
1
Laboratory of Chemistry Organic-Physics, Departement of Chemistry, Faculty of Sciences, University of Mohammed The First, BP 524-60000-Oujda, Morocco
2
Laboratory of Chemistry Sciences, University of Caen, France
*
Author to whom correspondence should be addressed.
Molecules 1999, 4(11), M116; https://doi.org/10.3390/M116
Submission received: 18 September 1999 / Accepted: 4 October 1999 / Published: 23 November 1999
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Versions Notes
Molecules 04 m116 i001
The product 2 was prepared by the addition of formalin (CH2O) to 1 [1] according to the reported procedure [2]. The diazole 1 (6.16g, 0.04mol) was dissolved in ethanol (20ml) and formalin (5ml, 40%) was added and the mixture was heated to reflux for 1 h. The reaction was continued at room temperature for 12 h and the mixture was concentrated under reduced pressure. The unreacted formalin was removed by extraction in a ether/water mixture. The organic solution was concentrated in vacuum and the crude product was recrystallized from ether to yield 2 as a white solid (5.52g, 75%).
M.p. 70-72 °C.
IR (KBr, cm-1): 3274, 1722, 1600, 1550, 1448, 1330, 1236, 1029, 780, 760, 750.
1H NMR (CDCl3): 6.50 (s, 1H, CH); 5.52 (s, 2H, CH2OH); 4.35-4.25 (q, 2H, CH2CH3); 2.35 (s, 3H, CH3); 1.35-1.27 (t, 3H, CH2CH3).
MS (m/z): 185; 168; 155; 140; 127; 110; 82; 53.
Acknowledgement: We gratefully acknowledge Abdelkrim Ramdani for his generous support.

References

  1. Jones, R. G.; Hanret, M. J.; Lauglin, K. M. J. Org. Chem. 1954, 19, 1428. [CrossRef]
  2. Elguero, J. Heterocycles 1986, 24, 2233. [CrossRef]
Sample availability: available from the authors and MDPI.

Share and Cite

MDPI and ACS Style

Touzani, R.; Ramdani, A.; El Kadiri, S.; Gourand, F. 1-Hydroxymethyl-3-ethoxy-5-methylpyrazole. Molecules 1999, 4, M116. https://doi.org/10.3390/M116

AMA Style

Touzani R, Ramdani A, El Kadiri S, Gourand F. 1-Hydroxymethyl-3-ethoxy-5-methylpyrazole. Molecules. 1999; 4(11):M116. https://doi.org/10.3390/M116

Chicago/Turabian Style

Touzani, Rachid, Abdelkrim Ramdani, Sghir El Kadiri, and Fabienne Gourand. 1999. "1-Hydroxymethyl-3-ethoxy-5-methylpyrazole" Molecules 4, no. 11: M116. https://doi.org/10.3390/M116

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