Synthetic method of omega-substituted biuret compound

Abstract

The invention belongs to the field of organic matter synthetic methods, and specifically relates to a synthetic method of an omega-substituted biuret compound. The synthetic method comprises the following steps: (1) condensation: adding substituted arylamine and potassium cyanate into a mixed solution of water and acetonitrile, warming, dropwise adding a part of acetic acid at the temperature of 45 to 100 DEG C, then adding remaining acetic acid 1 h later, and then reacting for 6 to 12 h; and (2) aftertreatment: carrying out recrystallization or column chromatography on an obtained product toobtain the omega-substituted biuret compound. The synthetic method overcomes the disadvantage that a nitrogen nitryl compound with dangerousness needs to be used in an existing synthetic process, anda one-pot method is adopted for replacing an existing two-step reaction with low yield.

Description

technical field [0001] The invention belongs to the field of organic compound synthesis methods, and relates to a synthesis method of ω-substituted biuret compounds, in particular to a condensation reaction between dicyanic acid and amine generated by potassium cyanate and acetic acid, which is a novel Synthesis method of ω-substituted biuret compounds. Background technique [0002] Biuret compounds have many excellent properties and have received continuous attention in organic synthesis chemistry and material chemistry. Efficient and highly selective synthesis of ω-substituted biuret compounds has important practical significance and application value. [0003] Up to now, there are very few routes for synthesizing biuret compounds, and biuret compounds are synthesized by the following route (Journal of the American Chemical Society, 1929, 51 (6): 1806-1810.) (Formula 1 ). In order to obtain biuret compounds, it is necessary to obtain nitrobiuret first. The preparation o...

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Problems solved by technology

[0005] In addition, nitrobiuret is potentially dangerous (Journal of the American Chemical Society 1993, 115, 905-916.), and needs to be operated under a relatively safe condition. Due to its potential danger, it cannot be transported, and it can only be transported now. For current use; the substrate applicability of the second step reaction is not good, and the reaction yield of some substrates is lower than 40%

[0006] The existing synthetic route has great defects. First, strong acid and strong base will be used in the process of synthesizing the intermediate, which does not meet the requirements of green chemistry. The conversion rate of the first step reaction is only 40%, and the conversion rate of the second step reaction is only 40%. Some substrates are only 40%, and the atom utilization rate is low; the reaction needs to be completed in two steps, and the nitrobiuret intermediate needs to be obtained first, and then the reaction is carried out, the steps are cumbersome and the time is long

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