CN102977141A - Method for preparing fosthiazate - Google Patents
Method for preparing fosthiazate Download PDFInfo
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- CN102977141A CN102977141A CN2012105771887A CN201210577188A CN102977141A CN 102977141 A CN102977141 A CN 102977141A CN 2012105771887 A CN2012105771887 A CN 2012105771887A CN 201210577188 A CN201210577188 A CN 201210577188A CN 102977141 A CN102977141 A CN 102977141A
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Abstract
The invention provides a method for preparing fosthiazate, comprising the following steps of carrying out a reaction on 2-thiazolidinone and an alkali in a solvent to generate a salt, and then carrying out a reaction on the salt and O-ethyl-S-sec-butylthiophosphoryl chloride, thereby obtaining the fosthiazate. The method provided by the invention is unique in principle, and especially suitable for industrial large batch production of fosthiazate.
Description
Technical field
The present invention relates to a kind of preparation method of colophonate, belong to agricultural insecticide nematocides fabricating technology field.
Background technology
The colophonate chemical name is: (RS)-and S-sec-butyl-O-ethyl-2-oxo-1,3-thiazolidine-3-base is for phosphonic acid ester, it is the efficient desinsection nematocides of a kind of wide spectrum low toxicity, because there is unsafe factor in existing production technique, the production production capacity is limited, and recent years, market presented the situation that supply falls short of demand year after year.
Japanese Patent JP63088193A report is done alkali with sodium Metal 99.5, reacts as follows:
Generate a large amount of hydrogen in this reaction process, very large potential safety hazard is arranged in the production, be unsuitable for large-scale industrial production.
Summary of the invention
The purpose of this invention is to provide a kind of reaction conditions gentle, safely, be suitable for the preparation method of the colophonate of suitability for industrialized production.
The technical scheme that the present invention takes:
A kind of preparation method of colophonate, it is to be reacted in solvent by 2-thiazolidone and alkali to generate salt, and then and O-ethyl-S-sec-butyl thiophosphoryl chloride carry out condensation reaction and produce and obtain, its reaction formula is:
Described alkali is sodium methylate, sodium ethylate, n-propyl alcohol sodium, n-propyl alcohol potassium, propyl carbinol sodium, propyl carbinol potassium, sodium isopropylate, potassium isopropoxide, isobutyl sodium alkoxide, isobutyl potassium alcoholate, sodium tert-butoxide, potassium tert.-butoxide, neopentyl alcohol sodium, neopentyl alcohol potassium, 1,1-dimethyl propylene sodium alkoxide or 1,1-dimethyl propylene potassium alcoholate one or more arbitrary combination wherein;
Described solvent is benzene,toluene,xylene, tetrahydrofuran (THF), 2-methyltetrahydrofuran, Isosorbide-5-Nitrae-dioxane or methyl tertiary butyl ether one or more arbitrary combination wherein.
The temperature of salt-forming reaction is 0～100 degree, and the reaction times is 0.5～10 hour.
The temperature of condensation reaction is-80～+ 35 degree, and the reaction times is 0.5～5 hour.
The add-on of alkali is 0.8～1.2 times of 2-thiazolidone molar weight.
The add-on of O-ethyl-S-sec-butyl thiophosphoryl chloride is 0.8～1.2 times of 2-thiazolidone molar weight.
The invention solves the safety problem in the existing technique, reaction can be carried out under relatively mild condition, do not generate the hydrogen of hidden peril of explosion in the reaction process, eliminated with sodium Metal 99.5 to the potential safety hazard that production brings, be specially adapted to large-scale industrialization and produce colophonate.
Embodiment
The following examples are the further elaborations to technical solution of the present invention, rather than restriction protection scope of the present invention.
Embodiment 1
Electric stirring is being housed, in the 2000ml there-necked flask of thermometer, stir the lower toluene 800ml that adds, 2-thiazolidone 50g, sodium methylate 26g, temperature control 0～10 degree stirs 10h, then be cooled to-80 degree, temperature control-80～-60 degree drip the mixed solution of O-ethyl-S-sec-butyl thiophosphoryl chloride 100g and toluene 100ml, drip Bi Jixu and stir 5h, then reaction solution are warming up to 0 degree, with 10% sodium chloride aqueous solution 300ml * 3 washings, the organic phase anhydrous sodium sulfate drying filters, and the decompression precipitation gets light yellow oily liquid, this light yellow oily liquid is washed with sherwood oil 100ml * 2, the lower 50 degree vacuum of lower floor's oily liquids decompression are taken out 1h after will washing, and getting light yellow oily liquid is colophonate, net weight 120g, content 95.0%, yield 83.0%(calculates with the 2-thiazolidone).
Embodiment 2
Electric stirring is being housed, in the 1000ml there-necked flask of thermometer, stir the lower 2-of adding methyltetrahydrofuran 300ml, dimethylbenzene 200ml, toluene 100ml, 2-thiazolidone 50g, sodium isopropylate 10g, 1,1-dimethyl propylene potassium alcoholate 35g, neopentyl alcohol potassium 10g, temperature control 70～80 degree stir 0.5h, then are cooled to 10 degree, the lower mixed solution that drips O-ethyl-S-sec-butyl thiophosphoryl chloride 115g and 2-methyltetrahydrofuran 100ml of temperature control 10～35 degree, 30min dropwises, then continue to stir 0.5h, reaction solution is washed the organic phase anhydrous sodium sulfate drying with 10% sodium chloride aqueous solution 300ml * 3, filter, the decompression precipitation gets light yellow oily liquid, and this light yellow oily liquid with sherwood oil 100ml * 2 washings, will be washed the lower 50 degree vacuum of rear lower floor oily liquids decompression and takes out 1h, getting light yellow oily liquid is colophonate, net weight 125g, content 96.2%, yield 87.6%(calculates with the 2-thiazolidone).
Embodiment 3
Electric stirring is being housed, in the 1000ml there-necked flask of thermometer, stir the lower toluene 400ml that adds, dimethylbenzene 400ml, 2-thiazolidone 50g, sodium tert-butoxide 30g, isobutyl sodium alkoxide 17g, temperature control 80 degree stir 10h, then be cooled to-60 degree, temperature control-60～-50 degree drip the mixed solution of O-ethyl-S-sec-butyl thiophosphoryl chloride 115g and toluene 100ml, drip Bi Jixu and stir 5h, then reaction solution are warming up to 10 degree, with 10% sodium chloride aqueous solution 300ml * 3 washings, the organic phase anhydrous sodium sulfate drying filters, and the decompression precipitation gets light yellow oily liquid, this light yellow oily liquid is washed with sherwood oil 200ml, the lower 50 degree vacuum of lower floor's oily liquids decompression are taken out 1h after will washing, and getting light yellow oily liquid is colophonate, net weight 118g, content 95.1%, yield 81.8%(calculates with the 2-thiazolidone).
Embodiment 4
Electric stirring is being housed, in the 1000ml there-necked flask of thermometer, stir the lower toluene 500ml that adds, 2-thiazolidone 50g, 1,1-dimethyl propylene potassium alcoholate 63g, temperature control 100 degree stir 1h, then are cooled to-60 degree, and temperature control-60 ~-40 degree drip the mixed solution of O-ethyl-S-sec-butyl thiophosphoryl chloride 110g and toluene 100ml, drip Bi Jixu and stir 2h, then reaction solution is warming up to 10 degree, with 10% sodium chloride aqueous solution 300ml * 3 washings, anhydrous sodium sulfate drying, filter, the decompression precipitation gets light yellow oily liquid, and this light yellow oily liquid with sherwood oil 200ml washing, will be washed the lower 50 degree vacuum of rear lower floor oily liquids decompression and takes out 1h, getting light yellow oily liquid is colophonate, net weight 119g, content 96.5%, yield 83.7%(calculates with the 2-thiazolidone).
Claims (5)
1. the preparation method of a colophonate is characterized in that: reacted in solvent by 2-thiazolidone and alkali and generate salt, and then and O-ethyl-S-sec-butyl thiophosphoryl chloride carry out condensation reaction and produce and obtain, its reaction formula is:
2. the preparation method of colophonate according to claim 1 is characterized in that:
Described alkali is sodium methylate, sodium ethylate, n-propyl alcohol sodium, n-propyl alcohol potassium, propyl carbinol sodium, propyl carbinol potassium, sodium isopropylate, potassium isopropoxide, isobutyl sodium alkoxide, isobutyl potassium alcoholate, sodium tert-butoxide, potassium tert.-butoxide, neopentyl alcohol sodium, neopentyl alcohol potassium, 1,1-dimethyl propylene sodium alkoxide or 1,1-dimethyl propylene potassium alcoholate one or more arbitrary combination wherein;
Described solvent is benzene,toluene,xylene, tetrahydrofuran (THF), 2-methyltetrahydrofuran, Isosorbide-5-Nitrae-dioxane or methyl tertiary butyl ether one or more arbitrary combination wherein.
3. the preparation method of colophonate according to claim 1 and 2 is characterized in that:
The temperature of salt-forming reaction is 0～100 degree, and the reaction times is 0.5～10 hour;
The temperature of condensation reaction is-80～+ 35 degree, and the reaction times is 0.5～5 hour.
4. the preparation method of colophonate according to claim 2, it is characterized in that: the add-on of alkali is 0.8～1.2 times of 2-thiazolidone molar weight.
5. the preparation method of colophonate according to claim 1, it is characterized in that: the adding molar weight of O-ethyl-S-sec-butyl thiophosphoryl chloride is 0.8～1.2 times of 2-thiazolidone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012105771887A CN102977141A (en) | 2012-12-27 | 2012-12-27 | Method for preparing fosthiazate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012105771887A CN102977141A (en) | 2012-12-27 | 2012-12-27 | Method for preparing fosthiazate |
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| CN102977141A true CN102977141A (en) | 2013-03-20 |
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| CN2012105771887A Pending CN102977141A (en) | 2012-12-27 | 2012-12-27 | Method for preparing fosthiazate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114982776A (en) * | 2022-05-17 | 2022-09-02 | 中研瑞科科技(北京)有限公司 | Fullerene functional liquid for preventing and treating root knot nematode disease of crops and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1752093A (en) * | 2005-10-26 | 2006-03-29 | 浙江工业大学 | Synthesis method of (R,S)-S-secondary butyl o-ethyl-2-oxo-1,3-thiazolidine-3-thiosulphate |
| CN102702263A (en) * | 2012-05-24 | 2012-10-03 | 山东华阳农药化工集团有限公司 | New process for synthetizing lythidathion |
-
2012
- 2012-12-27 CN CN2012105771887A patent/CN102977141A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1752093A (en) * | 2005-10-26 | 2006-03-29 | 浙江工业大学 | Synthesis method of (R,S)-S-secondary butyl o-ethyl-2-oxo-1,3-thiazolidine-3-thiosulphate |
| CN102702263A (en) * | 2012-05-24 | 2012-10-03 | 山东华阳农药化工集团有限公司 | New process for synthetizing lythidathion |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114982776A (en) * | 2022-05-17 | 2022-09-02 | 中研瑞科科技(北京)有限公司 | Fullerene functional liquid for preventing and treating root knot nematode disease of crops and preparation method thereof |
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Application publication date: 20130320 |