19166-62-2Relevant academic research and scientific papers
Oxidation of: O -dioxime by (diacetoxyiodo)benzene: Green and mild access to furoxans
He, Chunlin,Pang, Siping,Zhang, Qi,Zhang, Xun,Zhao, Cheng
supporting information, p. 1489 - 1493 (2022/01/31)
Furoxan has been widely used in the field of high energy density materials because of its excellent properties such as high density, high standard enthalpy of formation and high nitrogen content. However, its existing synthesis methods are still restricted by the problems of difficult substrate preparation and manual handling of hazardous reagents. Herein, we disclosed a mild oxidation strategy to efficiently obtain furoxan derivatives starting from readily available o-dioxime substrates. This reaction features high functional group tolerance and easy scale-up, and has excellent regioselectivity for specific nonsymmetric o-dioximes. This method greatly reduces the safety risk and simplifies the operation process, and means that diversified furoxan derivatives can be easily accessed, thus paving the way for the wide application of furoxan derivatives. This journal is
Method for synthesizing 3-cyano-4-nitrofuroxan
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Paragraph 0025; 0026; 0027; 0028; 0029; 0030; 0031; 0032, (2016/10/10)
The invention discloses a method for synthesizing 3-cyano-4-nitrofuroxan.The method includes the following steps that firstly, malononitrile and sodium nitrite are added into water under stirring and at the temperature of -5-0 DEG C, then glacial acetic acid is added dropwise, the temperature is increased to 10-25 DEG C, reaction is conducted for 3-5 h, and malononitrile oxime sodium salt is obtained; secondly, under stirring, the malononitrile oxime sodium salt is added into anhydrous ethanol, then hydroxylamine hydrochloride is added, heating is conducted after addition till reflux reaction is conducted for 3-6 h, and 1-amino-2-cyano dioxime is obtained; thirdly, under stirring, 1-amino-2-cyano dioxime is dissolved in diethyl ether, glacial acetic acid and lead dioxide are added, reaction is conducted for 3-5 h at the temperature of 10-25 DEG C, and 3-cyano-4-aminofuroxan is obtained; fourthly, under stirring, concentrated sulfuric acid is slowly added into a sodium tungstate dehydrate and 30% hydrogen peroxide slowly at the temperature of -10-0 DEG C, the temperature is increased to 20-35 DEG C after addition, then 3-cyano-4-aminofuroxan is added in batches, the temperature of 25-35 DEG C is preserved after addition, reaction is conducted for 2-3 h, and 3-cyano-4-nitrofuroxan is obtained.The method is mainly used for synthesizing 3-cyano-4-nitrofuroxan.
Condensations with Oxime O-Sulfonates, I. - Synthesis of 2-Amino-4,5-dihydro-4,5-diimino-1H-pyrrole-3-carboxylates
Kinast, Guenther
, p. 1561 - 1567 (2007/10/02)
The reaction of the oxime O-tosylates 1 with amidinoacetic acid esters 2 does not lead to the expected pyrazines 4, but rather to the novel 4,5-dihydro-1H-pyrrole-3-carboxylates 8 (= 2-pyrroline-3-carboxylates) by rearrangement via 7.The hydrolysis of the pyrroles 8 and their reactions with amines have been studied.
