41536-80-5Relevant articles and documents
An alternating π-stacked bisdithiazolyl radical conductor
Leitch, Alicea A.,Reed, Robert W.,Robertson, Craig M.,Britten, James F.,Yu, Xueyang,Secco, Richard A.,Oakley, Richard T.
, p. 7903 - 7914 (2007)
A general synthetic route to the resonance-stabilized pyrazine-bridged bisdithiazolyl framework, involving the reductive deprotection of 2,6-diaminopyrazine-bisthiocyanate and cyclization with thionyl chloride, has been developed. An N-methyl bisdithiazolyl radical, 4-methyl-4H-bis[1,2,3] dithiazolo[4,5-b: 5′,4′-e]pyrazin-3-yl, has been prepared and characterized in solution by electron paramagnetic resonance spectroscopy and cyclic voltammetry. Its crystal structure has been determined at several temperatures. At 295 K, the structure belongs to the space group Cmca and consists of evenly spaced radicals π-stacked in an alternating ABABAB fashion along the x-direction. At 123 K, the space group symmetry is lowered by loss of C-centering to Pccn, so that the radicals are no longer evenly spaced along the π-stack. At 88 K, a further lowering of space group symmetry to P2 1/c is observed. Extended Huckel Theory band structure calculations indicate a progressive opening of a band gap at the Fermi level in the low-temperature structures. Magnetic susceptibility measurements over the range 4-300 K reveal essentially diamagnetic behavior below 120 K. Variable-temperature single-crystal conductivity (σ) measurements indicate that the conductivity is activated, even at room temperature, with a room-temperature value σRT = 0.001 S cm-1 and a thermal activation energy Eact = 0.19 eV. Under an applied pressure of 5 GPa, σRT is increased by 3 orders of magnitude, but the conductivity remains activated, with Eact being lowered to 0.11 eV at 5.5 GPa.
Bimodal association of a bis-1,2,3-dithiazolyl radical
Leitch, Alicea A.,McKenzie, Courtney E.,Oakley, Richard T.,Reed, Robert W.,Richardson, John F.,Sawyer, Lenora D.
, p. 1088 - 1090 (2006)
The N-ethyl pyrazine-bridged bis-1,2,3-dithiazolyl radical 2 (R1 = Et) associates at room temperature as a C-C bonded σ-dimer which, on heating, converts to a laterally S-S σ-bonded structure. The Royal Society of Chemistry 2006.
An improved synthesis of 2,6-diamino-3,5-dinitropyrazine-1-oxide
Zhao, Xiaofeng,Liu, Zuliang
, p. 425 - 426 (2013/09/12)
An improved synthesis of 2,6-diamino-3,5-dinitropyrazine-1-oxide (LLM-105) is described, using N-nitroso-bis- (cyanomethyl)amine as the starting material in four steps including cyclisation, acidification; nitration and N-oxidation with a total yield of 54%. The factors influencing the reaction steps are discussed.
Composition of matter having bioactive properties
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, (2008/06/13)
Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.
2,6-Diamino-3,5-diaryl-1,4-pyrazine derivatives as novel antioxidants
Cavalier,Burton,De Tollenaere,Dussart,Marchand,Rees,Marchand-Brynaert
, p. 768 - 772 (2007/10/03)
The coupling of arylboronic acids with 2,6-diamino-3,5-dibromo-1,4-pyrazine (6) gave 2,6-diamino-3,5-diaryl-1,4-pyrazines (7). The reaction of 7 with methyl glyoxal in aqueous EtOH-HCl led to the N,N′-disubstituted products 8, instead of the expected bicy
The Preparation of 2,6-Diaminopyrazine, 2,6-Diazidopyrazine and Some of Their Derivatives
Shaw, John T.,Brotherton, Christine E.,Moon, Robert W.,Winland, Mark D.,Anderson, Mark D.,Kyler, Keith S.
, p. 11 - 16 (2007/10/02)
A much improved synthesis of the heretofore difficultly obtainable 2,6-diaminopyrazine (4) was afforded by the low-pressure catalytic hydrogenation (palladium on carbon) of 2,6-diazidopyrazine (2); reaction of 2,6-dichloropyrazine (1) and sodium azide gav