NO donors. Part 18: Bioactive metabolites of GTN and PETN—Synthesis and vasorelaxant properties

Electroactive Explosives: Nitrate Ester‐Functionalized 1,2,4,5‐Tetrazines

“…As our target materials, we chose to prepare tetrazines substituted by derivatives of pentaerythritol tetranitrate (PETN) and nitroglycerin. The strong electrophile 3,6‐dichlorotetrazine ( 1 ) was employed to prepare the PETN derivative ( 2 ), through the nucleophilic reaction of Petrin (pentaerythitol trinitrate),11 using 2,4,6‐collidine as a base. The reaction proceeded smoothly under ambient conditions, using methylene chloride as the solvent to afford 2 in 70 % yield (Scheme ).…”

“…The reaction proceeded smoothly under ambient conditions, using methylene chloride as the solvent to afford 2 in 70 % yield (Scheme ). Similarly, the nitroglycerin‐derivatized tetrazine ( 3 ) was prepared in an analogous procedure with 1,3‐dinitroxy‐2‐hydoxy‐propane11 as the nucleophile. The UV/Vis spectra are shown in Figure 1.…”

Application of [PVI-SO3H]NO3 as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials

“…10,11 Architecture of novel renewable and sustainable nitrating reagent in the organic transformation has attracted much attention in the science and industry because of their unique properties, such as efficiency, reusability, reactivity, stability, selectivity, generality and easy separation of the catalyst. [12][13][14][15][16][17][18] These methods of preparation of energetic materials were previously reported in the presence of some various nitrating agents, co-catalysts, and solvents, mixed acid of concentrated nitric acid and sulfuric acid, high temperature, long reaction times, and low yields [19][20][21][22][23][24][25][26][27][28][29][30] (Scheme 1).…”

Investigation of the Impurities in Erythritol Tetranitrate (ETN) Using UHPLC‐QTOF

“…It is believed that this adduct is generated by the removal of a nitrate group from a molecule of the chemical species (ETN or ETN impurities) which is subsequently donated to another molecule providing a [M+NO 3 ] − adduct. In order to confirm the identity of the impurities detected in ETN, ETriN and EDiN standards were independently synthesized by the denitration of ETN with hydrazine, inspired by a previously published procedure for the reduction of pentaerythritol tetranitrate to pentaerythritol trinitrate and pentaerythritol dinitrate [16].…”