Molbank 2005, M426

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1-Hydroxymethyl-3,5-diphenylpyrazole

Ibrahim Bouabdallah, Abdelkrim Ramdani*, Ismail Zidane and Rachid Touzani

Laboratory of Physical Organic Chemistry, Department of Chemistry, Faculty of Sciences, University Mohammed the first

BP 524, 60 000 Oujda, Morocco.

e-mail : Bouabdallah@sciences.univ-oujda.ac.ma, [email protected]

Received: 20 May 2004 / Accepted: 9 July 2004 / Published: 1 August 2005

Keywords: pyrazol, formaldehyde

To a solution of 3,5-diphenylpyrazole 1 [1] (200 mg, 0.90 mmol) in ethanol (10 mL) was added formaldehyde 2 (110 mg, 1.28 mmol, 35 %) and the mixture was refluxed for two hours [2, 3]. The reaction was continued at room temperature for 12 h. The mixture was concentrated at reduced pressure. The residue was purified by recrystallization to afford the product 3 as a white solid.

Yield: 160 mg, 71 %.

Melting point: 122-123°C (CH₃CH₂OH).

IR (KBr, cm^-1): 3120 (ν_O-H); 1530 (ν_C=C); 1440, 1423, 1380, 1360, 1260 (δ_O-H); 1180, 1150, 1131, 1030, 1010, 927, 905, 760, 690.

¹H-NMR (200 MHz, CDCl₃): δ= 7.89 (m, 2 H, CH ph : o-H); 7.74 (m, 2 H, CH ph : o-H); 7.55 (m, 3 H, CH ph : m-H, p-H); 7.49 (m, 3 H, CH ph : m-H, p-H); 6.75 (s, 1H, CH pz); 5.70 (s, 2 H, CH₂).

MS (EI, 70eV; m/z): 250; 220; 191; 165; 143; 126; 110; 89; 77; 63; 51; 40.

References and Notes:

1.Ali, S. S.; Ashraf, C. M. ; Younas, M. and Ehsan, A. Pak. J. Sci. Ind. Res., 1993, 36, 12, 502-510.

2.Driessen, W. J. R.. Neth. Chem. Soc. 1982, 101, 441.

3.Bouabdallah, I.; Zidane, I and Ramdani, A. Rapport de DESA. Faculty of Sciences, Oujda, Maroc, 2001.

Sample Availability: Available from MDPI.

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