16339-18-7

Usage

Safety Profile

Poison by ingestion. Questionablecarcinogen with experimental tumorigenic data.Experimental reproductive effects. Many N-nitrosocompounds are carcinogens. When heated todecomposition it emits toxic fumes of NOx and CNí. Seealso N-NITROSO COMPOUNDS

InChI:InChI=1/C4H4N4O/c5-1-3-8(7-9)4-2-6/h3-4H2

Upstream product

• 628-87-5 iminodiacetonitrile 

Downstream Products

• 41536-80-5 2,6-Diaminopyrazine 
• 41536-72-5 2,6-diamino-1λ⁵-pyrazin-1-one 

Relevant academic research and scientific papers

100 kg-grade production process of 2,6-diamino-1-oxopyrazine

The invention discloses a 100 kg-grade production process of 2,6-diamino-1-oxopyrazine. The 100 kg-grade production process comprises the following steps: adding iminodiacetonitrile into a fuming sulfuric acid solution, conducting cooling to a temperature of -5 DEG C or below, and performing stirring; dropwise adding a sodium nitrite solution, keeping the temperature of a system not to exceed 0 DEG C all the time in the dropwise adding process, keeping the temperature of the system at room temperature after dropwise adding is finished, and carrying out stirring; sequentially carrying out extraction, reduced-pressure distillation and evaporative drying on a reaction product to obtain nitrosated iminodiacetonitrile; adding absolute methanol into the nitrosated iminodiacetonitrile, and addinga hydroxylamine hydrochloride solid after stirring; dropwise adding triethylamine drops, wherein a temperature does not exceed 0 DEG C all the time; after dropwise adding is finished, keeping the temperature to be lower than 0 DEG C, then allowing the temperature to return to room temperature, and conducting reacting for 4-6 hours; and after the reaction is finished, carrying out suction filtration to obtain a filter cake which is an impurity-containing product, namely a crude DAPO product. According to the method, about 100 kg of DAPO can be produced in one kettle, the comprehensive yield ofthe product can reach 50% or above, the melting point of the product is stabilized at about 280 DEG C, and the purity of the product exceeds 99% according to the results of a liquid chromatography test.

Preparation method of N-nitrosoiminodiacetonitrile

The invention discloses a preparation method of N-nitroiminoaminodiacetonitrile. The method comprises the following steps: controlling the feeding temperature at -5-10 DEG C, adding iminodiacetonitrile and an aqueous sulfuric acid solution having a mass fraction of 15-25% into a reaction container, performing stirring to achieve sufficient dissolving, dropwise adding an aqueous sodium nitrite solution having a mass fraction of 15-30%, carrying out a reaction at a controlled reaction temperature of 10-50 DEG C for 0.5-1.5 h, performing extraction on the obtained reaction mixed solution by usingethyl acetate, and distilling off the solvent to dryness in order to obtain the N-nitrosoiminodiacetonitrile. The method is mainly used for preparing N-nitrosoiminodiacetonitrile.

Synthetic method N -nitroiminodiacetonitrile (by machine translation)

The invention discloses a synthetic method, N -nitroiminodiacetonitrile. The method comprises the steps: controlling the charging temperature to -5 °C~10 °C, adding iminodiacetonitrile to the reaction container, filtering the obtained filtrate and sulfuric acid with a 0.5h~1. 5h mass fraction of 98% 20%~30% 10 °C~50 °C The reaction solution, the filtrate was cooled, filtered off 0 °C~5 °C and the filtrate was collected, and the resulting filter cake was washed to neutral, dried to obtain N - metho-nitroiminodiacetonitrile. The synthesis of N -nitroiminodiacetonitrile is mainly used in the invention. (by machine translation)

Method for synthesizing 2,6-diamido-pyrazine-1-oxide by using one-pot method

The invention discloses a method for synthesizing 2,6-diamido-pyrazine-1-oxide by using a one-pot method and aims to solve the problems of low yields, high impurity contents, intensive conditions, long cycles, heavy waste generation, high cost and inadequacy of industrial production in the prior art. The method for synthesizing 2,6-diamido-pyrazine-1-oxide by using the one-pot method has a synthesis route as shown in the description. The method is high in yield, high in purity, gentle in synthesis condition, short in synthesis cycle, low in waste generation, low in cost and applicable to industrial production.

N-Nitroso Compounds. Part 5. Hydrogen-Deuterium Exchange of N-Nitroso-2-(alkyl or arylamino)acetonitriles in Aqueous Solution

The hydrogen-deuterium exchange of the cyanomethyl protons of a series of nitrosamines, RN(N=O)CH2CN (R = alkyl, benzyl, p-substituted phenyl, and cyanomethyl), has been investigated kinetically in CD3COCD3-D2O or CD3CN-deuteriated phosphate buffer at 35.1 deg C.The order of the ring substituents of the arylnitrosoamines is found to be p-MeO > H > p-Cl.The electronic effect of the R group on the relative stability of the nitrosamino carbanion is discussed in relation to the resonance structure of the nitrosamines in aqueous solution.