Facile entry into the 3H,9H-bis[1,2,4]triazolo-[1,5-a:5′,1′-d][1,3,5]triazinium (5/6/5 tricyclic NNN) system

Tetrahedron Letters

Volumn 47, Issue 44, 2006, Pages 7707-7709

  Fronabarger, John W ^a   Chapman, Robert D ^b   Gilardi, Richard D ^c  

^a Pacific Scientific Energetic Materials Co   (United States)

^b NAVAL AIR WARFARE CENTER   (United States)

^c NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3H,9H BIS[1,2,4]TRIAZOLO[1,5 A:50,10 D][1,3,5]TRIAZINIUM; BROMINE DERIVATIVE; CYANOGEN BROMIDE; IMINE; TRIAZINE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PARAMETERS; CHEMICAL PROCEDURES; CHEMICAL REACTION; REACTION ANALYSIS;

EID: 33748968138     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.106     Document Type: Article

References (14)

1. Chapman R.D., Fronabarger J.W., and Gilardi R.D. High-temperature explosives for insensitive-munitions applications. ILIR Annual Report 2000 (2001), Naval Air Warfare Center Weapons Division TP 8494, China Lake, CA. http://www.ntis.gov/help/ordermethods.asp pp 195-200. Article available from the National Technical Information Service: http://www.ntis.gov/help/ordermethods.asp; AD A443867
2. Wermann K., Walther M., Günther W., Göls H., and Anders E. Eur. J. Org. Chem. (2003) 1389-1403
3. Wermann K., Walther M., Günther W., Göls H., and Anders E. Tetrahedron 61 (2005) 673-685
4. Anders E., Wermann K., Wiedel B., Günther W., and Göls H. Eur. J. Org. Chem. (1998) 2923-2930
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8. 12Br (%): C, 18.95; H, 2.86; N, 53.00; Br, 25.20. Found: C, 18.96; H, 3.09; N, 52.45; Br (by difference), 25.50.
9. 2 included atomic coordinates and anisotropic thermal parameters for all non-H atoms. The H atoms were included using a riding model, except for the water hydrogens, which were refined with fixed associative distances. This structure was determined to be a two-component merohedral twin with a relative population ratio of 65:35.
10. Claramunt R.M., Sanz D., Catalán J., Fabero F., García N.A., Foces-Foces C., Llamas-Saiz A.L., and Elguero J. J. Chem. Soc., Perkin Trans. 2 (1993) 1687-1699
11. Bowie R.A., Thomason D.A., and Jarvis J.A.J. Tetrahedron Lett. (1973) 1643-1644
12. Child R.G. J. Heterocycl. Chem. 2 (1965) 98-99
13. 12 262-263 °C dec.
14. Emilsson H. J. Heterocycl. Chem. 26 (1989) 1077-1081