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Synthesis method of 2-amino-5-iodopyrazine

A synthetic method, the technology of aminopyrazine, applied in the direction of organic chemistry, can solve the problems of high market price, lack of literature and related patent reports, and difficult synthesis, and achieve the effect of stable product quality, easy control, and simple post-processing

Inactive Publication Date: 2017-05-17
SHANDONG YOUBANG BIOCHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] 2-Amino-5-iodopyrazine is an important organic intermediate widely used in the synthesis of medicines, pesticides, dyes and colorants, rubber accelerators and chemical reagents. This product has great value, but its synthesis is difficult and the market Expensive, lack of literature and related patent reports

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 2-aminopyrazine (0.95g, 10mmol), N-iodosuccinimide (1.80g, 8mmol) and methanol 10ml into a 50mL single-necked round bottom flask. The mixture in the reaction flask was stirred and reacted at 60°C for 15 hours. TLC and GC confirmed the completion of the reaction. After the reaction, the solvent was removed by rotary evaporation to obtain a crude product, which was separated by silica gel column chromatography to obtain the pure product 2-amino-5-iodopyrazine. After drying, the calculated yield was 52.36%, with a purity of 98.45% (HPLC). NMR analysis: 1 HNMR (400 Hz, deuterated DMSO) δ: 8.111 (d, 1H), 7.739 (d, 1H), 6.618 (s, 2H).

Embodiment 2

[0018] Add 2-aminopyrazine (0.95g, 10mmol), N-iodosuccinimide (2.25g, 10mmol), and 10ml of ethanol into a 50mL single-necked round bottom flask. The mixture in the reaction flask was stirred and reacted at 60°C for 15 hours. TLC and GC confirmed the completion of the reaction. After the reaction, the solvent was removed by rotary evaporation to obtain a crude product, which was separated by silica gel column chromatography to obtain the pure product 2-amino-5-iodopyrazine. After drying, the calculated yield was 54.18%, with a purity of 98.71% (HPLC).

Embodiment 3

[0020] Add 2-aminopyrazine (9.50 g, 100 mmol), N-iodosuccinimide (29.25 g, 130 mmol) and 100 ml of ethyl acetate into a 500 mL single-necked round bottom flask. The mixture in the reaction flask was stirred and reacted at 60° C. for 12 hours. TLC and GC confirmed the completion of the reaction. After the reaction, the solvent was removed by rotary evaporation to obtain a crude product, which was separated by silica gel column chromatography to obtain the pure product 2-amino-5-iodopyrazine. After drying, the calculated yield was 65.30%, and the purity was 99.00% (HPLC).

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Abstract

The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of 2-amino-5-iodopyrazine. The synthesis method of 2-amino-5-iodopyrazine comprises the following steps: carrying out a reaction on 2-aminopyrazine and N-iodosuccinimide which serve as raw materials under the action of a proper solvent at proper temperature for hours to generate 2-amino-5-iodopyrazine, and carrying out purification to obtain pure 2-amino-5-iodopyrazine. The synthesis method of 2-amino-5-iodopyrazine has the beneficial effects that the reaction raw materials are readily available and reasonable in price; the reaction conditions are mild; the synthesis method is easy to operate and control; post-treatment is simple; the product quality is stable; and the purity is high.

Description

[0001] (1) Technical field [0002] The invention relates to the field of organic synthesis, in particular to a synthesis method of 2-amino-5-iodopyrazine. [0003] (2) Background technology [0004] 2-Amino-5-iodopyrazine is an important organic intermediate widely used in the synthesis of medicines, pesticides, dyes and colorants, rubber accelerators and chemical reagents. This product has great value, but its synthesis is difficult and the market Expensive, lack of literature and related patent reports. [0005] (3) Contents of the invention [0006] In order to make up for the defects of the prior art, the present invention provides a synthetic method of 2-amino-5-iodopyrazine which can be applied in laboratory and industrial synthesis. [0007] The present invention is achieved through the following technical solutions: [0008] A kind of synthetic method of 2-amino-5-iodopyrazine, is characterized in that, comprises the following steps: [0009] Using 2-aminopyrazine ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/20
CPCC07D241/20
Inventor 耿宣平来超来子腾来新胜
Owner SHANDONG YOUBANG BIOCHEM TECH
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