(3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole
Laboratoire de chimie organique hétérocyclique, Faculté des sciences, Avenue Ibn- Batouta, Rabat, Maroc
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Molecules 2001, 6(6), M231; https://doi.org/10.3390/M231
Submission received: 12 January 2001
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Accepted: 15 May 2001
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Published: 25 May 2001
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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 2Reference
- 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 StyleAhabchane, 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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