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Short Note

(3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole

by
Noureddine Hammou Ahabchane
,
Joseph Téné Ghomsi
and
El Mokhtar Essassi
*
Laboratoire de chimie organique hétérocyclique, Faculté des sciences, Avenue Ibn- Batouta, Rabat, Maroc
*
Author to whom correspondence should be addressed.
Molecules 2001, 6(6), M231; https://doi.org/10.3390/M231
Submission received: 12 January 2001 / Accepted: 15 May 2001 / Published: 25 May 2001
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Versions Notes
Molecules 06 m231 i001
The compound 3, which exists in tautomeric equilibria between enamine (form A) and methylene imine (form B) as schown in scheme 1, was prepared by addition of the 3,3-dimercapto-1-phenyl-prop-2-ene-1-one 2 to 3-N-(2-aminophenylamino)-5-phenylpyrazole 1 [1]. A mixture of dimercapto propenone 2 (1.96 g, 0.01 mol) and 3-N (2-aminophenylamino)-5-phenylpyrazole 1 (2.50 g , 0,01mol) in xylene (60 mL) was refluxed for 2 h. After removal of the solvent, the residue was purified by crystallization (ethanol) to afford 3 in good yield (3.02 g, 80%).
Mp.: 166-168 °C.
MS DCI (NH3): [M+H] +: 379.
IR (KBr, cm-1): 1680(vC=0), 3372 (nNH).
1H NMR (DMSOd6) d : 13.79 (s, 1H, NH), 13.50(s, 1H, NH), 9.14 (s, 1H, NH), 7.99-7.01 (m, 14H), 6.80 (s, 1H, C4’H), 6.19 (s, 1H, C2=CH), 3.40 (s, 2H, C2-CH2).
Anal. Calc. For C24H18N4O (378): C 76.19, H 4.76, N 14.81; Found: C 76.05, H 4.73, N 14.32.

Supplementary materials

Supplementary File 1Supplementary File 2

Reference

  1. Essassi, E. M.; Salem, M. Bull. Soc. Chim. Belg. 1985, 94, 755. [CrossRef]
  • Sample Availability: Available from the authors and from MDPI.

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MDPI and ACS Style

Ahabchane, N.H.; Ghomsi, J.T.; Essassi, E.M. (3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole. Molecules 2001, 6, M231. https://doi.org/10.3390/M231

AMA Style

Ahabchane NH, Ghomsi JT, Essassi EM. (3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole. Molecules. 2001; 6(6):M231. https://doi.org/10.3390/M231

Chicago/Turabian Style

Ahabchane, Noureddine Hammou, Joseph Téné Ghomsi, and El Mokhtar Essassi. 2001. "(3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole" Molecules 6, no. 6: M231. https://doi.org/10.3390/M231

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