67-62-9Relevant articles and documents
High-density energetic mono- or bis(Oxy)-5-nitroiminotetrazoles
Joo, Young-Hyuk,Shreeve, Jean'ne M.
, p. 7320 - 7323 (2010)
Making an impact: Oxy-5-aminotetrazoles, which were obtained from the reaction of cyanogen azide and alkyl oxy-amine in 100% nitric acid (see scheme), give a series of highly energetic oxy-5-nitroiminotetrazolates in good yield. These compounds exhibit good physical and detonation properties, such as moderate thermal stabilities, high densities, high endothermy, good detonation pressures P, and good detonation velocities D.
Synthetic Model Complex of the Key Intermediate in Cytochrome P450 Nitric Oxide Reductase
McQuarters, Ashley B.,Blaesi, Elizabeth J.,Kampf, Jeff W.,Alp, E. Ercan,Zhao, Jiyong,Hu, Michael,Krebs, Carsten,Lehnert, Nicolai
, p. 1398 - 1413 (2019)
Fungal denitrification plays a crucial role in the nitrogen cycle and contributes to the total N2O emission from agricultural soils. Here, cytochrome P450 NO reductase (P450nor) reduces two NO to N2O using a single heme site. Despite much research, the exact nature of the critical "Intermediate I" responsible for the key N-N coupling step in P450nor is unknown. This species likely corresponds to a Fe-NHOH-type intermediate with an unknown electronic structure. Here we report a new strategy to generate a model system for this intermediate, starting from the iron(III) methylhydroxylamide complex [Fe(3,5-Me-BAFP)(NHOMe)] (1), which was fully characterized by 1H NMR, UV-vis, electron paramagnetic resonance, and vibrational spectroscopy (rRaman and NRVS). Our data show that 1 is a high-spin ferric complex with an N-bound hydroxylamide ligand that is strongly coordinated (Fe-N distance, 1.918 ? Fe-NHOMe stretch, 558 cm-1). Simple one-electron oxidation of 1 at -80 °C then cleanly generates the first model system for Intermediate I, [Fe(3,5-Me-BAFP)(NHOMe)]+ (1+). UV-vis, resonance Raman, and M?ssbauer spectroscopies, in comparison to the chloro analogue [Fe(3,5-Me-BAFP)(Cl)]+, demonstrate that 1+ is best described as an FeIII-(NHOMe)? complex with a bound NHOMe radical. Further reactivity studies show that 1+ is highly reactive toward NO, a reaction that likely proceeds via N-N bond formation, following a radical-radical-type coupling mechanism. Our results therefore provide experimental evidence, for the first time, that an FeIII-(NHOMe)? electronic structure is indeed a reasonable electronic description for Intermediate I and that this electronic structure is advantageous for P450nor catalysis because it can greatly facilitate N-N bond formation and, ultimately, N2O generation.
Vinylogous Aza-Michael Addition of Urea Derivatives with p-Quinone Methides Followed by Oxidative Dearomative Cyclization: Approach to Spiroimidazolidinone Derivatives
Kaur, Navpreet,Singh, Priyanka,Banerjee, Prabal
supporting information, p. 2813 - 2824 (2021/04/21)
Herein, we report an efficient protocol for the synthesis of spiro-imidazolidinone-cyclohexadienones from p-quinone methides (p-QMs) and dialkyloxy ureas under mild conditions. The strategy follows a two-step process involving an initial vinylogous conjugate addition of urea derivatives to p-QMs, followed by oxidative dearomative cyclization of open-chain product to the projected spiro-imidazolidinones. This protocol exhibits good functional group tolerance and provides a straightforward method to access spiro-imidazolidinone-cyclohexadienones. In follow-up chemistry, we have shown the debenzylation of spiroimidazolidinones to give N-hydroxycyclic ureas. (Figure presented.).
Methoxylamine preparation method and methoxylamine hydrochloride preparation method
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Paragraph 0056-0061; 0077-0079, (2021/01/04)
The invention discloses a methoxylamine preparation method which at least comprises the following steps of enabling feed gas containing methyl nitrite and a reducing agent to be in contact with a reduction reaction catalyst in a reactor, and performing reduction reaction to obtain methoxylamine. According to the method, the important intermediate methyl nitrite in the technical process of preparing ethylene glycol from coal can be fully utilized, and the conversion rate of methyl nitrite is high. The invention also provides a method for preparing methoxylamine hydrochloride by taking methoxylamine obtained by the method as a raw material.
