CN109180641A - A kind of preparation method of imidacloprid - Google Patents
A kind of preparation method of imidacloprid Download PDFInfo
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- CN109180641A CN109180641A CN201811232022.5A CN201811232022A CN109180641A CN 109180641 A CN109180641 A CN 109180641A CN 201811232022 A CN201811232022 A CN 201811232022A CN 109180641 A CN109180641 A CN 109180641A
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- imidacloprid
- preparation
- negative pressure
- hydrogen chloride
- hydrochloric acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Public affairs of the present invention are related to a kind of preparation method of imidacloprid.The present invention is in N- nitro-imido grpup imidazolidine, 2-vhloro-5-chloromethylpyridine, solvent, catalyst investment container, the hydrogen chloride that stirring heating negative pressure extraction generates, hydrogen chloride prepares hydrochloric acid through water absorption, it reacts and finishes negative pressure prolapse solvent, then part water recrystallization is added, obtains imidacloprid raw medicine.The present invention has the advantages that easy to operate, high income, by-product hydrochloric acid, at low cost, environmentally protective.
Description
Technical field
The present invention relates to a kind of preparation methods of imidacloprid, belong to preparation technique of pesticide field.
Background technique
In recent years, imidacloprid there is efficient, wide spectrum, low toxicity, pest to be not likely to produce anti-as nicotinoids ultra high efficiency insecticide
Property the features such as to people, storage, plant and natural enemies security, and has and tags, the multiple actions such as stomach toxicity and interior suction.After contacting pests medicament,
Nervous centralis normal conduction is obstructed, and keeps its paralysis dead.Product quick-acting is good, just has higher preventive effect within 1 day after medicine, residual life is long
Up to 25 days or so.Drug effect and temperature are positively correlated, and temperature is high, good disinsection effect, are mainly used for preventing and treating sucking pest.But
In current existing production technology, the preparation method of imidacloprid is complicated, and the three wastes are more, and effect is not ideal enough.
Patent CN106749178 A using N- nitro-imido grpup imidazolidine and sodium hydroxide at salt then again with the chloro- 5- of 2-
Chloromethylpyridine imidacloprid synthesis under phase transfer catalyst, solvent action；Patent CN105924428 A nitroguanidine, 70% sulfuric acid
Imidazolidine is first made, then at salt under potassium carbonate, catalyst action, then is acted on 2-vhloro-5-chloromethylpyridine and generates pyrrole worm
Quinoline；Patent CN107235956 A is using N- nitro-imido grpup imidazolidine and sodium hydroxide at salt and then toluene band water, piptonychia benzene
Solubilizer and 2-vhloro-5-chloromethylpyridine effect generate imidacloprid again afterwards.It is all that acid binding agent alkali is added most in advance in these methods
After generate sodium chloride salt, three-protection design is complicated, uneconomical.
The content of invention
The present invention overcomes the deficiencies in the prior art, provide that a kind of simple process, reaction efficiency is high, production cost is lower green
The preparation method for the imidacloprid that colour circle is protected.
The technical solution adopted by the present invention thus are as follows: a kind of preparation method of imidacloprid, steps are as follows: N- nitro-Asia
Amido imidazolidine, 2-vhloro-5-chloromethylpyridine, solvent, catalyst are put into container, and stirring heating negative pressure extraction generates
Hydrogen chloride, hydrogen chloride prepare hydrochloric acid through water absorption, react and finish negative pressure prolapse solvent, and part water recrystallization is then added, filters
Obtain imidacloprid raw medicine.
The catalyst is one or more of metal chloride, metal iodide, pyridiniujm, ammonia salt.
The hydrogen chloride gas that negative pressure extraction generates, then water absorption prepare hydrochloric acid.
After reaction, then precipitation recycling design adds part water and is recrystallized to give imidacloprid product.
Reactivity is improved by the way that catalyst is added in the present invention, allows the chloro- 5- chlorine of N- nitro-imido grpup imidazolidine, 2-
Picoline, which directly reacts, generates hydrogen chloride, and the absorption of hydrogen chloride gas water is prepared into by-product hydrochloric acid.
Do not add acid binding agent alkali in the present invention in advance, avoids the salt that reaction generates, reduce the discharge of high slat-containing wastewater.
The present invention has the advantage that 1) present invention reaction reduces the generation of abraum salt, process cleans compared with prior art；
2) hydrogen chloride gas that present invention reaction generates, which prepares hydrochloric acid with water absorption, realizes recycling for material；3) institute of the present invention
State method post-processing simply, negative pressure prolapse solvent adds a small amount of water and is recrystallized to give imidacloprid product after reaction.
Specific embodiment
The present invention is described in further detail with reference to embodiments, but the present invention is not limited solely to following embodiment.
Embodiment 1:
N- nitro-imido grpup imidazolidine 48,2-vhloro-5-chloromethylpyridine 50.3g, dimethylamino naphthyridine are put into reaction kettle
1.5 g, 0.5 g of metal chloride, dimethylbenzene 300ml throw and finish stirring heating, and slowly band negative pressure, and 106 ~ 110 DEG C maintain the reflux for
State response 5 hours, Bi Gaiwei precipitation mode is reacted, prolapse solvent takes off and finishes addition water 400ml, is then warming up to 70 ~ 80 DEG C,
Filtering, drying, obtains 32.6 g of imidacloprid, 97.0% yield 82.5% of content.
Embodiment 2:
N- nitro-imido grpup imidazolidine 48,2-vhloro-5-chloromethylpyridine 50.3g, dimethylamino naphthyridine are put into reaction kettle
1.5 g, 0.5 g of metal iodide, dimethylbenzene 300ml throw and finish stirring heating, and slowly band negative pressure, and 106 ~ 110 DEG C maintain the reflux for
State response 5 hours, Bi Gaiwei precipitation mode is reacted, prolapse solvent takes off and finishes addition water 400ml, is then warming up to 70 ~ 80 DEG C,
Filtering, drying, obtains 33.6 g of imidacloprid, 97.5% yield 85.5% of content.
Embodiment 3:
N- nitro-imido grpup imidazolidine 48,2-vhloro-5-chloromethylpyridine 50.3g, dimethylamino naphthyridine are put into reaction kettle
2.5 g, 0.5 g of metal iodide, dimethylbenzene 300ml throw and finish stirring heating, and slowly band negative pressure, and 106 ~ 110 DEG C maintain the reflux for
State response 5 hours, Bi Gaiwei precipitation mode is reacted, prolapse solvent takes off and finishes addition water 400ml, is then warming up to 70 ~ 80 DEG C,
Filtering, drying, obtains 33.9 g of imidacloprid, 97.8% yield 86.5% of content.
Embodiment 4:
N- nitro-imido grpup imidazolidine 48,2-vhloro-5-chloromethylpyridine 50.3g, dimethylamino naphthyridine are put into reaction kettle
2.5 g, 0.5 g of metal iodide, dimethylbenzene 300ml throw and finish stirring heating, and slowly band negative pressure, and 100 DEG C ~ 105 maintain the reflux for
State response 10 hours, Bi Gaiwei precipitation mode is reacted, prolapse solvent takes off and finishes addition water 400ml, is then warming up to 70 ~ 80 DEG C,
Filtering, drying, obtains 33.8 g of imidacloprid, 97.5% yield 86.0% of content.
Claims (4)
1. a kind of preparation method of imidacloprid, which is characterized in that steps are as follows: N- nitro-imido grpup imidazolidine, the chloro- 5- of 2-
Chloromethylpyridine, solvent, catalyst are put into container, and the hydrogen chloride that stirring heating negative pressure extraction generates, hydrogen chloride is through water
Absorption prepares hydrochloric acid, reacts and finishes negative pressure prolapse solvent, and part water recrystallization is then added, and suction filtration obtains imidacloprid raw medicine.
2. the preparation method of imidacloprid according to claim 1, which is characterized in that the catalyst is metal chlorination
One or more of object, metal iodide, pyridiniujm, ammonia salt.
3. the preparation method of imidacloprid according to claim 2, which is characterized in that the hydrogen chloride that negative pressure extraction generates
Gas, then water absorption prepare hydrochloric acid.
4. the preparation method of imidacloprid according to claim 3, which is characterized in that after reaction, precipitation recycling design,
Then it adds part water and is recrystallized to give imidacloprid product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201811232022.5A CN109180641A (en) | 2018-10-22 | 2018-10-22 | A kind of preparation method of imidacloprid |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811232022.5A CN109180641A (en) | 2018-10-22 | 2018-10-22 | A kind of preparation method of imidacloprid |
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| CN109180641A true CN109180641A (en) | 2019-01-11 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112321565A (en) * | 2020-12-16 | 2021-02-05 | 江苏长青农化股份有限公司 | Imidacloprid preparation process |
| CN114105880A (en) * | 2021-12-06 | 2022-03-01 | 江苏瑞祥化工有限公司 | Method for recycling imidacloprid wastewater |
| CN114621187A (en) * | 2020-12-09 | 2022-06-14 | 南通天泽化工有限公司 | Synthetic method of imidacloprid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772354A (en) * | 2014-02-21 | 2014-05-07 | 江苏克胜作物科技有限公司 | Synthesis method of imidacloprid as insecticide |
| CN103848983A (en) * | 2014-02-17 | 2014-06-11 | 南通大学 | Synthetic method of bromo-polycarbonate |
-
2018
- 2018-10-22 CN CN201811232022.5A patent/CN109180641A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103848983A (en) * | 2014-02-17 | 2014-06-11 | 南通大学 | Synthetic method of bromo-polycarbonate |
| CN103772354A (en) * | 2014-02-21 | 2014-05-07 | 江苏克胜作物科技有限公司 | Synthesis method of imidacloprid as insecticide |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114621187A (en) * | 2020-12-09 | 2022-06-14 | 南通天泽化工有限公司 | Synthetic method of imidacloprid |
| CN112321565A (en) * | 2020-12-16 | 2021-02-05 | 江苏长青农化股份有限公司 | Imidacloprid preparation process |
| CN114105880A (en) * | 2021-12-06 | 2022-03-01 | 江苏瑞祥化工有限公司 | Method for recycling imidacloprid wastewater |
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Application publication date: 20190111 |
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