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Pyrazine compound and application thereof

A compound and halogen technology, which is applied to pyrazine compounds and their application in lithium isotope extraction and separation, can solve the problems of difficult synthesis of extractants, pollution, and low extraction and separation coefficients.

Active Publication Date: 2019-06-07
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the prior art methods, there are still defects such as serious pollution, low extraction separation coefficient, low extraction rate, slow extraction speed, difficult extraction agent synthesis, and low stripping efficiency. It is urgent to develop safe, green, and efficient compounds for use in Extraction and separation of lithium isotopes

Method used

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  • Pyrazine compound and application thereof
  • Pyrazine compound and application thereof
  • Pyrazine compound and application thereof

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preparation example Construction

[0087] The preparation of formula (I) compound

[0088] The compounds of the present invention can be prepared by standard methods known in the art or by known methods analogous thereto. General methods for preparing the compounds of the invention are set forth below. The starting materials and reagents described in the following experimental reaction schemes are generally commercially available. A preparation method of a compound of formula I, comprising the steps of:

[0089]

[0090] (1) In the first solvent, the compound of formula A reacts with the compound of formula D to obtain the compound of formula B;

[0091] (2) In the second solvent, in the presence of palladium acetate and iodobenzene acetate, the compound of formula B undergoes an oxidation reaction to obtain the compound of formula (I);

[0092] The definition of each group is as described in the first aspect of the present invention.

[0093] In another preferred embodiment, the cyclization reaction has o...

Embodiment 1

[0151] The synthetic method of compound C1:

[0152]

[0153] Step 1: Add 0.158g (1mmol) of commercially available compound A1 and 5mL of ethanol to the three-neck flask, add dropwise a solution of 0.07mL of ethylenediamine and 1ml of ethanol at room temperature, stir for 15min and heat to 100°C , Reaction 4h. Add water, extract with ethyl acetate to obtain an organic layer, wash with saturated brine, dry the organic layer with anhydrous magnesium sulfate, and obtain 0.076 g of compound B1 by column chromatography, with a yield of 42%.

[0154] The second step: add 0.576g of compound B1 (3.2mmol), 2.254g of iodobenzene acetate (7mmol), 0.030g of palladium acetate (0.125mmol) in the sealed tube, and add 30mL of acetonitrile and 1mL of acetic anhydride, mix and heat to 165°C and stirred for 36h. Evaporate acetonitrile, add 1.60g of sodium hydroxide and 30mL of methanol, hydrolyze for 4h, neutralize, extract with ethyl acetate to obtain an organic layer, wash with saturated ...

Embodiment 2

[0156] The synthetic method of compound C2:

[0157]

[0158] Step 1: Add 1.04g (A2, 5mmol) of commercially available raw materials 9,10-phenanthrenequinone and 20mL of absolute ethanol to a 100mL one-mouth bottle, add about 0.35mL (5mmol) of ethylenediamine and 5mL of anhydrous Mixed solution of ethanol; the reaction solution is a yellow turbid solution. After heating up to 100°C for about 2 hours, solids precipitate out. Stop stirring for about 4 hours, filter to obtain a light yellow product, stir and filter with ethanol and a little dichloromethane, and obtain 0.805 The product compound B2 of g, yield 70%.

[0159] Step 2: Add 0.231g of compound B2 (1.0mmol), 0.676g of iodobenzene acetate (2.0mmol), 0.010g of palladium acetate (0.042mmol) into the sealed tube, and add 5mL of dry acetonitrile, mix and heat to 165°C And stirred the reaction for 18h. Acetonitrile was evaporated, sodium hydroxide and methanol were added, hydrolyzed, neutralized, extracted with ethyl aceta...

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Abstract

The invention discloses a pyrazine compound and application thereof. In particular, the present invention provides a compound represented by the formula (I), wherein the extractant composed of the compound has a high extraction rate for lithium ions, and the organic phase is easy to enrich lithium-7 isotopes, so as to realize the extraction and separation of lithium isotopes.

Description

technical field [0001] The invention belongs to the field of chemical industry. Specifically, the present invention relates to pyrazine compounds and their application in extraction and separation of lithium isotopes. Background technique [0002] Lithium (Li) element has two stable isotopes, Li-7 and Li-6, with natural abundances of 92.48% and 7.52%, respectively. After separation and concentration of these two isotopic materials, they occupy an important position in the field of nuclear materials. For example, lithium-7 isotopic materials (abundance>99.995%) are the most essential molten salt coolants in thorium-based molten salt reactors. At the same time, high The abundant lithium-7 isotope is also an important reagent for regulating pH in PWRs. Lithium-6 isotope, on the other hand, is an essential fuel in controlled thermonuclear fusion reactors. [0003] At present, the separation methods of lithium isotopes reported in domestic and foreign literature include: ph...

Claims

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Application Information

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IPC IPC(8): C07D241/38C22B26/12C22B3/36
CPCY02P10/20
Inventor 张伟顾洪熙郑卫琴胡金波
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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