Abstract
5-Methyl-1-(1-naphthyl)-1,2,3-triazol-4-carboxyl acid 3 was synthesized from 1-aminonaphthalene. The yielded product 3 was investigated with X-ray crystallographic, NMR, MS and IR techniques. Compound 3, C14H11N3O2, Mr = 253.26, crystallizes in the orthorhombic space group Pbca with unit cell parameters a = 10.068(2), b = 12.353(2), c = 20.102(4) Å, V = 2500.1(8) Å3, Z = 8, Dx = 1.346 Mgm-3. The final R was 0.0474. The molecular packing is stabilized by intermolecular O–H···N interactions.
Index Abstract
5-Methyl-1-(1-naphthyl)-1,2,3-triazol-4-carboxyl acid 3 was synthesized from 1-aminonaphthalene. The yielded product 3 was investigated with X-ray crystallographic, NMR, MS and IR techniques. Compound 3, C14H11N3O2, Mr = 253.26, crystallizes in the orthorhombic space group Pbca with unit cell parameters a = 10.068(2), b = 12.353(2), c = 20.102(4) Å, α = β = γ = 90.00º. V = 2,500.1(8) Å3, Z = 8, Dx = 1.346 Mgm−3. The final R was 0.0474. The molecular packing is stabilized by intermolecular O–H···N interactions.
Similar content being viewed by others
References
Ciba Ltd. Fr. Patent 1,389,779
He L-Q, Gilligan P, Chorvat R, Arvanitis AG (2001) US Patent 6,191,131, February 20, 2001
Dong H-S, Wei K, Wang Q-L, Quan B (2001) Synth Commun 31:81
Kohn EC, Liotta LA (1991) US Patent 637,145, September 15, 1991
Alvarez R, Velazquez S, San-Felix A, Aquaro S, De Clercq E, Perno CF, Karlsson A, Balzarini J, Camarasa MJ (1994) J Med Chem 37:4185
De Clercq E (2002) Med Res Rev 22:531
Sheldrick GM (1990) Acta Crystallogr A 46:467
Sheldrick GM (1997) SHELXL-97, program for crystal structure refinement. Universität Göttingen
Zhang Z-Y, Dong H-S, Zhu Y (1996) Acta Chim Sin 54:1054
Zhang Z-Y, Dong H-S, Guan Z-W, Yang S-Y (1997) Chem Res Chin Univ 13:27
Zhang Z-Y, Dong H-S, Yang S-Y Org Chem (1996) 16:430; (1998) 18:253
Dong H-S, Quan B, Zhu DW, Li WD (2002) J Mol Struct 613:1
Dong H-S, Quan B (2000) J Mol Struct 553:31
Dong H-S, Wang B (2005) J Chin Chem Soc 52:103
C12–N1–N2–N3 0.7(9); N1–N2–N3–C13 −2.1(10); N2–N3–C13–C12 2.7(10); N1–C12–C13–N3 −2.0(9); N2–N1–C12–C13 0.8(9); the dihedral angel of geom. torsion is 0.7 ~ 2.7 degrees
Dong H-S, Wang B (2005) J Chem Crystallogr 35:61
Glinski M, Wilczkowska E, Madura ID, Zachara J (2008) Acta Cryst C64:208
Acknowledgments
The authors would like to acknowledge Lanzhou University SKLAOC for their support.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Liu, SQ., Quan, B., Dong, HR. et al. The Synthesis and Crystal Structure of 5-Methyl-1-(1-naphthyl)-1,2,3-triazol-4-carboxyl Acid. J Chem Crystallogr 39, 87–90 (2009). https://doi.org/10.1007/s10870-008-9408-9
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10870-008-9408-9