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Preparation method of bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino

A technology based on oxides and pyridyl, which is applied in the field of preparation of di[2-ethyl]amine, can solve the problems of difficult recovery, large loss, and easy pollution, so as to increase electrophilicity and improve product yield. rate, strong nucleophilicity, and reactivity

Inactive Publication Date: 2017-05-17
江苏燎原环保科技股份有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is difficult to recycle the two raw materials during post-processing, and the loss is large, which is easy to cause pollution

Method used

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  • Preparation method of bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino
  • Preparation method of bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino
  • Preparation method of bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] In a 250ml four-necked reaction flask, add 50ml of anhydrous methanol and 0.055mol of sodium methoxide to obtain a sodium alkoxide solution, add 0.05mol of newly prepared bis(2-mercaptoethyl)amine, react for 20 minutes, and add newly prepared 2-chloropyridine-N-oxide 0.15mol. Heating to reflux, TLC tracking the whole process of the reaction, and timely qualitative and quantitative determination of the product and the end of the reaction, to stop the reaction. After cooling, filter, and heat under reduced pressure on a rotary evaporator to evaporate the low boiling point solvent. Add an aqueous solution containing hydrochloric acid to the high boiling residue and stir evenly, adjust the pH to 3, extract three times with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, remove the solvent under reduced pressure on a rotary evaporator to obtain a light yellow liquid crude product, The crude product was purified by column chromatography, and the solvent w...

Embodiment 2

[0035] In a 250ml four-necked reaction flask, add 40ml of anhydrous methanol and 0.045mol potassium ethylate to obtain a potassium alcoholate solution. After adding newly prepared bis(2-mercaptoethyl)amine (0.03mol) to react for 15 minutes, add 0.112 mol of 2-chloropyridine-N-oxide, other preparation processes are the same as in Example 1, and the resulting product yield is 80%.

Embodiment 3

[0037]In a 250ml four-necked reaction flask, add 60ml of anhydrous methanol and 0.065mol of potassium ethoxide to obtain a potassium alkoxide solution, add newly prepared bis(2-mercaptoethyl)amine (0.08mol) and react for 25 minutes, then add 0.175mol of 2-chloropyridine-N-oxide compound, other preparation processes are the same as in Example 1, and the resulting product yield is 81%.

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Abstract

The invention discloses a preparation method of bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino. The bis[2-N-oxide-pyridyl-2-sulfenyl]ethyl]amino is synthesized by the interaction of 2-chloropyridine-N-oxide and bis(2-mercaptoethyl)amino. The preparation method has the advantages that the eletrophilicity of alpha-carbon of a strong oxidized pyridine ring on N-, the nucleophilicity of strong thiol negative ions of an alkaline medium, and the reaction activity of two reaction matters are sufficiently utilized, and excessive 2-chloropyridine-N-oxide can be recycled, so that the yield is high, and the matter consumption is little.

Description

technical field [0001] The invention belongs to the technical field of marine antifouling, and specifically relates to a preparation method of bis[2-(N-oxide-pyridyl-2-thio)ethyl]amine, which is mainly used for producing antifouling in marine antifouling coatings. Pollution agent to prevent marine organisms from attaching and growing on the surface of marine facilities such as breeding nets, ships, offshore oil and gas platforms, piers, bridge piers, and seawater pipelines. Background technique [0002] The attachment and growth of marine organisms on the surface of marine facilities is called marine biofouling. Marine biofouling can increase the navigation resistance of ships, block pipelines and breeding nets, affect the normal use of acoustic instruments and other offshore equipment, and increase offshore oil pollution. And the burden of natural gas exploitation platform, accelerated metal corrosion and other serious hazards, resulting in huge losses in marine military ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/89
CPCC07D213/89
Inventor 崔健栾和林储正相冯启明
Owner 江苏燎原环保科技股份有限公司
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