Next Article in Journal
Syntheses and Structural Studies of Schiff Bases Involving Hydrogen Bonds
Previous Article in Journal
A Convenient Asymmetric Synthesis of a β-amino Ester with Additional Functionalization as a Precursor for Peptide Nucleic Acid (PNA) Monomers
Open AccessArticle

Synthesis, Molecular Structure and Characterization of Allylic Derivatives of 6-Amino-3-methyl-1,2,4-triazolo[3,4-f][1,2,4]-triazin-8(7H)-one

1
Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung City 80708, Taiwan, ROC
2
Department of Psychiatry, Longcyuan Veterans Hospital, Pingtung 912, Taiwan
3
Instrumentation Center, College of Science, National Taiwan University, Taipei City 106, Taiwan
*
Author to whom correspondence should be addressed.
Molecules 2006, 11(6), 444-452; https://doi.org/10.3390/11060444
Received: 31 May 2006 / Revised: 17 June 2006 / Accepted: 19 June 2006 / Published: 22 June 2006
1-Allyl- (2) and 7-allyl-6-amino-3-methyl-1,2,4-triazolo[3,4-f][1,2,4]triazin-8(7H)-one (3) were obtained via the 18-crown-6-ether catalyzed room temperature reactionof 6-amino-3-methyl-1,2,4-triazolo[3,4-f][1,2,4]triazin-8(7H)-one (1) with potassiumcarbonate and allyl bromide in dry acetone. The structures of these two derivatives wereverified by 2D-NMR measurements, including gHSQC and gHMBC measurements. Theminor compound 2 may possess aromatic character. A single crystal X-ray diffractionexperiment indicated that the major compound 3 crystallizes from dimethyl sulfoxide in themonoclinic space group P21/n and its molecular structure includes an attached dimethylsulfoxide molecule, resulting in the molecular formula C10H16N6O2S. Molecular structuresof 3 are linked by extensive intermolecular N-H···N hydrogen bonding [graph set C 1 (7)]. 1Each molecule is attached to the dimethyl sulfoxide oxygen via N-H···O intermolecularhydrogen bonding. The structure is further stabilized by π-π stacking interactions. View Full-Text
Keywords: 1; 2; 4-Triazine; 1; 2; 4-triazolo[3; 4-f][1; 2; 4]triazine; aromatic molecule; X-ray crystal structure; hydrogen bonds. 1; 2; 4-Triazine; 1; 2; 4-triazolo[3; 4-f][1; 2; 4]triazine; aromatic molecule; X-ray crystal structure; hydrogen bonds.
Show Figures

Figure 1

MDPI and ACS Style

Hwang, L.-C.; Jane, S.-Y.; Lai, H.-Y.; Tu, C.-H.; Lee, G.-H. Synthesis, Molecular Structure and Characterization of Allylic Derivatives of 6-Amino-3-methyl-1,2,4-triazolo[3,4-f][1,2,4]-triazin-8(7H)-one. Molecules 2006, 11, 444-452.

Show more citation formats Show less citations formats

Article Access Map by Country/Region

1
Only visits after 24 November 2015 are recorded.
Back to TopTop