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Short Note

1,1’-dibenzyl-5,5’-diphenyl-3,3’-bipyrazole

by
Ibrahim Bouabdallah
*,
Abdelkrim Ramdani
,
Ismail Zidane
and
Rachid Touzani
Laboratoire de Chimie Organique Physique, Département de Chimie, Faculté des Sciences, Université Mohamed Premier, BP 524, 60000, Oujda, Maroc
*
Author to whom correspondence should be addressed.
Molbank 2006, 2006(4), M482; https://doi.org/10.3390/M482
Submission received: 24 October 2005 / Accepted: 15 January 2006 / Published: 1 June 2006
Versions Notes

Molbank 2006 m482 i001
A mixture of 5,5’-diphenyl-3,3’-bipyrazole 1 (143 mg, 0.5 mmol) [1] and potassium tert-butoxide (112 mg, 1 mmol) in 20 mL of dry THF was stirred under reflux for 30 min [2]. After cooling the mixture to 0°C, the benzylbromide (171 mg, 1 mmol) in THF (5 mL) was then added drop by drop. After stirring under reflux for 3 h, the mixture was filtered and evaporated. The residue was purified on silica column (CH2Cl2) and recrystallized from ethanol, to give product 2 (0.17g, 73 % yield) as a white solid.
Melting point: 236 - 237°C (EtOH)
IR (KBr, cm-1) : 3050 (νC-H, arom.); 1500 (νC=N); 1470 (νC=C); 1420; 1370; 1345; 1325; 1300 (δC-N); 1190; 1105; 1030; 945; 835; 820; 800; 750; 725.
1H-NMR (CDCl3, 300 MHz) : d= 7.34 - 7.33 (m, 12 H, H3’’’, H3’’, H4’’’ , H4’’); 7.25 (d, 4 H, H2 ’’, J = 8.8 Hz); 7.08 (d, 4 H, H2’’’, J = 8.5 Hz); 6.78 (s, 2 H, C4-H) ; 5.40 (s, 4 H, C6H5-CH2).
13C-NMR (CDCl3, 75 MHz) : d= 146.27 (C3); 145.55 (C5); 138.15 (C1’’’); 131.01 (C1’’); 129.12 (C3’’); 128.99 (C2’’); 128.92 (C3’’’); 128.81(C4’’); 127.69 (C4’’’); 127.05 (C2’’’); 104.78 (C4); 53.68 (CH2).
MS (EI), m/z: 466 (35.3 %); 430 (0.1 %); 389 (9.0 %); 363 (29.8 %); 321(0.4 %); 277 (11.3 %); 105 (18.0 %); 91(100.0 %); 77(14.8 %); 51(6.4 %).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes:

  1. Shironina, T. M.; Igidov, N. M.; Koz’minykh, E. N.; Kon’shina, L. O.; Kasatkina, Yu. S.; Koz’minykh, V. O. Russ. J. Org. Chem. 2001, 37(10), 1486–1494.
  2. Bouabdallah, I.; Ramdani, A.; Zidane, I.; Touzani, R.; Eddike, D.; Radi, S.; Haidoux, A. Journal Marocain de Chimie hétérocyclique in press. 2004.
  • Sample Availability: Available from MDPI.

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MDPI and ACS Style

Bouabdallah, I.; Ramdani, A.; Zidane, I.; Touzani, R. 1,1’-dibenzyl-5,5’-diphenyl-3,3’-bipyrazole. Molbank 2006, 2006, M482. https://doi.org/10.3390/M482

AMA Style

Bouabdallah I, Ramdani A, Zidane I, Touzani R. 1,1’-dibenzyl-5,5’-diphenyl-3,3’-bipyrazole. Molbank. 2006; 2006(4):M482. https://doi.org/10.3390/M482

Chicago/Turabian Style

Bouabdallah, Ibrahim, Abdelkrim Ramdani, Ismail Zidane, and Rachid Touzani. 2006. "1,1’-dibenzyl-5,5’-diphenyl-3,3’-bipyrazole" Molbank 2006, no. 4: M482. https://doi.org/10.3390/M482

APA Style

Bouabdallah, I., Ramdani, A., Zidane, I., & Touzani, R. (2006). 1,1’-dibenzyl-5,5’-diphenyl-3,3’-bipyrazole. Molbank, 2006(4), M482. https://doi.org/10.3390/M482

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