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10,14-Dibenzyl-6,18-dimethyl-1,5,10,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene
 
 
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Volume 2003
Issue 1
10.3390/M313
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Short Note

10,14-(Cyanomethyl)-6,18-dimethyl-1,5,9,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene

by
Farid Berhili
1,
Rachid Touzani
1,
Abdelkrim Ramdani
1 and
Sghir El Kadiri
2,*
1
Laboratoire de Chimie Organique-Physique, Faculté des Sciences, Université Mohammed Ier Oujda, Maroc
2
Laboratoire de Chimie de l'Environnement et des Matériaux, Faculté des Sciences, Université Mohammed Ier Oujda, Maroc
*
Author to whom correspondence should be addressed.
Molbank 2003, 2003(1), M313; https://doi.org/10.3390/M313
Submission received: 16 June 2002 / Accepted: 30 September 2002 / Published: 11 March 2003
Versions Notes

Molbank 2003 m313 i001
A suspension of sodium carbonate (12 g, 120 mmol) in acetonitrile (250 mL) was refluxed under magnetic stirring, then a solution of bis-(3-chloromethyl-5-methylpyrazolyl)propane (1) (2.03 g, 7 mmol) [1,2,3] and diamine 2 (1.9 g , 7 mmol) in acetonitrile (50 mL) was added dropwise. The solution was refluxed under stirring for two hours, filtered and the solvent was removed in vacuum, the residue was purified on alumina column with (CH2Cl2/MeOH : 97/3) as eluent to give the macrocycle 3 as an oily substance.
Yield: (1.1 g, 50 %).
(FAB)+ [M+H]+ = 363.
1H NMR (250 MHz, CDCl3) d ppm: 5.93 (s, 2H, HPz) ; 4.00 (t, 4H, CH2-CH2-Pz) ; 3.60 (s, 4H, CH2-CN) ; 3.50 (s, 4H, Pz-CH2-N) ; 2.50 (t, 4H, N-CH2-CH2) ; 2.16 (s, 6H, CH3-Pz) ; 1.60 (m, 2H, Pz-CH2-CH2-CH2) ; 1.56 (m, 2H, N-CH2-CH2).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Tarrago, G.; El Kadiri, S.; Marzin, C.; Coquelet, C. New J. Chem. 1991, 15, 677.
  2. Bienvenue, E.; Choua, S.; Lobo-Recio, M-Has.; Marzin, C.; Pacheco, P.; Seta, P.; Tarrago, G. Inorg. Biochem. 1995, 57, 157.
  3. Bol, J. E.; Driessen, W. L.; Reedjik, J. J. Chem. Soc., Chem. Commun. 1995, 13, 65.

Share and Cite

MDPI and ACS Style

Berhili, F.; Touzani, R.; Ramdani, A.; El Kadiri, S. 10,14-(Cyanomethyl)-6,18-dimethyl-1,5,9,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene
. Molbank 2003, 2003, M313. https://doi.org/10.3390/M313

AMA Style

Berhili F, Touzani R, Ramdani A, El Kadiri S. 10,14-(Cyanomethyl)-6,18-dimethyl-1,5,9,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene
. Molbank. 2003; 2003(1):M313. https://doi.org/10.3390/M313

Chicago/Turabian Style

Berhili, Farid, Rachid Touzani, Abdelkrim Ramdani, and Sghir El Kadiri. 2003. "10,14-(Cyanomethyl)-6,18-dimethyl-1,5,9,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene
" Molbank 2003, no. 1: M313. https://doi.org/10.3390/M313

APA Style

Berhili, F., Touzani, R., Ramdani, A., & El Kadiri, S. (2003). 10,14-(Cyanomethyl)-6,18-dimethyl-1,5,9,14,19,20-hexaazatricyclo[14.2.1.15,8]icosa-6,8(20), 16(19), 17-tetraene
. Molbank, 2003(1), M313. https://doi.org/10.3390/M313

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