1-Hydroxymethyl-3-Methoxy-5-methyl Pyrazole

Rachid Touzani, Abdelkrim Ramdani* and Sghir El Kadiri

Laboratry of Chemistry Organic-Physics, Department of Chemistry, Faculty of Sciences,University of Mouhamed The First, BP 524-60000-Oujda, Morocco. E-mail: [email protected]; E-mail: [email protected]

Received: 4 November 1999 / Accepted: 18 November 1999 / Published: 23 February 2000

The product 2 was prepared by the addition of formalin (CH₂O) to 1 [1] according to the reported procedure [2-3]. To a solution of the diazole 1 (5.6g, 0.04mol) in ethanol (20ml) was added formalin (5ml, 40%) and the mixture heated to reflux for 1 h. The stirring was continued at room temperature for 12 h and concentrated at reduced pressure. The residue was purified by recrystallization from ether to afford 2 as a white solid (5.52g, 81%).

M.p. 88-90 °C.

IR (KBr, cm^-1): 3272, 1720, 1600, 1550, 1448, 1330, 1240, 1029, 780, 760, 750.

¹H-NMR (CDCl₃): 6.50 (s, 1H, CH); 5.50 (s, 2H, CH₂OH); 3.90 (s, 3H, OCH₃); 2.15 (s, 3H, CH₃).

M ^.+ (m/z) :170; 154; 140(75) ; 109(100); 80; 52; 42.

Acknowledgment: We gratefully acknowledge Pierre Henri DIXNEUF for his generous support.

References

1.	Jones, R. G.; Hanret, M. J.; Lauglin, K. M. J. Org. Chem. 1954, 19, 1428.
2.	Driessen, W. L. Recl Trav. Chim. Pays Bas 1982 ,101 ,441.
3.	Elguero, J. Heterocycles 1986, 24, 2233.

Sample Availability: Available from the authors and MDPI.

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