CN115974804A - Synthesis process of novel arylpyrrole compound pesticide - Google Patents
Synthesis process of novel arylpyrrole compound pesticide Download PDFInfo
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- CN115974804A CN115974804A CN202310054215.0A CN202310054215A CN115974804A CN 115974804 A CN115974804 A CN 115974804A CN 202310054215 A CN202310054215 A CN 202310054215A CN 115974804 A CN115974804 A CN 115974804A
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- acetonitrile
- oxazolone
- phosphoric acid
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- 238000000034 method Methods 0.000 title claims abstract description 22
- 230000008569 process Effects 0.000 title claims abstract description 19
- 239000000575 pesticide Substances 0.000 title claims abstract description 16
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 14
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 13
- 150000001875 compounds Chemical class 0.000 title claims abstract description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 45
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 32
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 24
- SJHPCNCNNSSLPL-CSKARUKUSA-N (4e)-4-(ethoxymethylidene)-2-phenyl-1,3-oxazol-5-one Chemical compound O1C(=O)C(=C/OCC)\N=C1C1=CC=CC=C1 SJHPCNCNNSSLPL-CSKARUKUSA-N 0.000 claims abstract description 20
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 16
- PNQBEPDZQUOCNY-UHFFFAOYSA-N trifluoroacetyl chloride Chemical compound FC(F)(F)C(Cl)=O PNQBEPDZQUOCNY-UHFFFAOYSA-N 0.000 claims abstract description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 11
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910000388 diammonium phosphate Inorganic materials 0.000 claims abstract description 10
- 235000019838 diammonium phosphate Nutrition 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 8
- FWALJUXKWWBNEO-UHFFFAOYSA-N 2-(4-chloroanilino)acetic acid Chemical compound OC(=O)CNC1=CC=C(Cl)C=C1 FWALJUXKWWBNEO-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000010933 acylation Effects 0.000 claims abstract description 6
- 238000005917 acylation reaction Methods 0.000 claims abstract description 6
- 230000018044 dehydration Effects 0.000 claims abstract description 6
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 6
- 238000005886 esterification reaction Methods 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 6
- 239000002917 insecticide Substances 0.000 claims description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000006227 byproduct Substances 0.000 abstract description 8
- 238000005406 washing Methods 0.000 abstract description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 36
- 239000000047 product Substances 0.000 description 10
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 6
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 239000002351 wastewater Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- -1 pyrrole compound Chemical class 0.000 description 4
- 239000004471 Glycine Substances 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 238000005070 sampling Methods 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- QGJGBYXRJVIYGA-UHFFFAOYSA-N 2-azaniumyl-2-(4-chlorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(Cl)C=C1 QGJGBYXRJVIYGA-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 208000001613 Gambling Diseases 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 239000005916 Methomyl Substances 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 210000003470 mitochondria Anatomy 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 230000026731 phosphorylation Effects 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a synthesis process of a novel arylpyrrole compound pesticide, belonging to the technical field of pesticides, acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and the acetonitrile and trifluoroacetic acid are heated to 60 ℃ to react to synthesize trifluoroacetyl chloride; reacting trifluoroacetyl chloride with p-chlorophenyl glycine in the presence of a specific catalyst under heating, performing a series of acylation, dehydration and esterification reactions, and finally synthesizing an intermediate oxazolone, wherein phosphoric acid is directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate; the content yield of oxazolone after water washing and desolventizing can reach about 96%, and the intermediate control synthesis is basically kept above 97%, and exists in a solid form at room temperature. The process has the advantages of reducing cost, improving yield, being simple and convenient to operate, simultaneously taking the phosphoric acid synthesized in the reaction as a byproduct for sale, further improving income, and directly introducing ammonia gas into the phosphoric acid for reaction to prepare diammonium hydrogen phosphate, further improving the sale price of the byproduct.
Description
Technical Field
The invention relates to the technical field of pesticides, and particularly relates to a synthesis process of a novel arylpyrrole compound pesticide.
Background
The pyrrole compound pesticide has wide application range, can be used for vegetables, fruit trees, ornamental plants and the like, can be widely used for preventing and controlling pests and mites on various crops such as cotton, vegetables, oranges, grapes, soybeans and the like, has the pesticide effect 4-16 times higher than that of conventional pesticides such as methomyl, acephate and the like, and can also be used for preventing and controlling termites. The insecticidal mechanism is to block the oxidation phosphorylation of mitochondria, and the product has stomach toxicity, certain contact killing effect and systemic activity on pests.
With the advent of national high-toxicity pesticide substitution policies and the improvement of environmental protection consciousness of people, low-toxicity and high-efficiency pesticide products are more and more widely applied as representatives of recommended pesticide varieties for controlling diseases and pests of pollution-free agricultural products, and are very safe to human bodies and livestock. Is particularly suitable for being used in export products and high-quality products. Through demonstration and popularization in recent two years, pyrrole insecticides are selected as the first choice of pesticides for pollution-free vegetables in big cities in China.
The original process takes p-chlorophenyl glycine, phosphorus trichloride and trifluoroacetic acid as raw materials to react, and acetonitrile is taken as a solvent. A large amount of hydrogen chloride is generated in the reaction, and the reaction is prevented from going forward. And the formation of colloidal phosphorous acid is accompanied with wall-sticking stirring, which has great influence on the reaction, thereby causing a series of defects of difficult operation, high energy consumption, incomplete reaction, low yield and the like. For this phenomenon, triethylamine (organic base, which generates soluble salts with inorganic acid) is used as an acid-binding agent, so that excess hydrogen chloride is consumed, the fluidity of the system is increased, and the forward reaction is ensured. The use of triethylamine also brings about a series of problems:
1. the cost is increased, reaction byproducts are increased, and the central control data is not high.
2. The wastewater is difficult to recover and treat, the recovery rate is low, and the environment is greatly damaged.
3. Is inflammable, and the steam and the air can form explosive mixture, and the explosion caused by the high heat energy in case of open fire has high danger coefficient.
4. Can react with oxidant strongly. The steam is heavier than air and can be diffused to a far place at a lower position, and the steam can be ignited and reburned when meeting a fire source. Has corrosiveness and high requirements on equipment.
5. Triethylamine is easy to volatilize, has large influence on the field environment, has extremely high requirements on equipment use and operation, and generates a large amount of triethylamine hydrochloride after the triethylamine and hydrochloric acid are neutralized, thereby causing pipeline blockage and operation lag.
In conclusion, the use of triethylamine brings great inconvenience to the whole production.
Disclosure of Invention
The embodiment of the invention provides a synthesis process of a novel aryl pyrrole compound pesticide, aiming at solving the problems in the background technology.
The embodiment of the invention provides a synthesis process of a novel aryl pyrrole compound pesticide, which is an aryl pyrrole compound synthesized by taking phosphorus oxychloride as an acylating agent and using a specific catalyst through reaction, wherein the reaction equation is as follows:
the method comprises the following steps:
acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and the acetonitrile and trifluoroacetic acid are subjected to a heating reaction to synthesize trifluoroacetyl chloride;
adding trifluoroacetyl chloride and p-chlorophenyl glycine into a specific catalyst for heating reaction, and finally synthesizing an intermediate oxazolone after a series of acylation, dehydration and esterification reactions;
after being washed by water and desolventized, the oxazolone exists in a solid form at room temperature.
Preferably, the phosphoric acid solution formed by the reaction is directly introduced into ammonia gas for reaction to produce diammonium hydrogen phosphate, and the reaction equation is as follows:
H 3 PO 4 +2NH 3 →(NH 4 ) 2 HPO 4
preferably, acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and trifluoroacetic acid is heated to 60 ℃ for reaction.
Compared with the prior art, the invention has the beneficial effects that:
1. the novel process is synthesized by taking phosphorus oxychloride as an acylating agent and using a specific catalyst, does not use triethylamine as an acid-binding agent any more, reduces the cost, improves the yield and is simple and convenient to operate.
2. The content of the phosphoric acid synthesized in the reaction reaches 30-40% after being washed and concentrated, the pure product is colorless-like liquid, the phosphoric acid can be sold as a byproduct, the income is improved, meanwhile, the phosphoric acid can also be directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate, and further, the sale price of the byproduct is improved.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention more apparent, the technical solutions of the embodiments of the present invention are described clearly and completely below, and it is obvious that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Thus, the following detailed description of the embodiments of the present invention is not intended to limit the scope of the invention as claimed, but is merely representative of selected embodiments of the invention. All other embodiments, which can be obtained by a person skilled in the art without inventive efforts based on the embodiments of the present invention, are within the scope of protection of the present invention.
Example 1
Acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and the acetonitrile and trifluoroacetic acid are heated to 60 ℃ to react to synthesize trifluoroacetyl chloride; reacting trifluoroacetyl chloride with parachlorophenylglycine by adding a specific catalyst for heating, performing a series of acylation dehydration esterification reactions, finally synthesizing an intermediate oxazolone, and simultaneously introducing ammonia gas directly into phosphoric acid for reaction to prepare diammonium hydrogen phosphate; after the oxazolone is washed by water and desolventized, the oxazolone is finally controlled to be 97.09 percent and exists in a solid form at room temperature, and the content of each component is shown in the following table:
| data statistics | Glycine/%) | Intermediate 1 | Intermediate 2 | Hetero 1/%) | Hetero 2/%) | Oxazolone/%) | Impurity 3/%) |
| Sampling central control for heat preservation at 60-65 ℃ for 4 hours | / | 0.31 | 0.19 | 0.15 | 1.23 | 97.09 | / |
Example 2
Acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and the acetonitrile and trifluoroacetic acid are heated to 60 ℃ to react to synthesize trifluoroacetyl chloride; reacting trifluoroacetyl chloride with p-chlorophenyl glycine in the presence of a specific catalyst under heating, performing a series of acylation, dehydration and esterification reactions, and finally synthesizing an intermediate oxazolone, wherein phosphoric acid is directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate; after the oxazolone is washed with water and desolventized, the final medium concentration is controlled to 97.81%, the oxazolone exists in a solid form at room temperature, and the content of each component is shown in the following table:
| data statistics | Glycine/%) | Intermediate 1 | Intermediate 2 | Hetero 1/%) | Hetero 2/%) | Oxazolone/%) | Impurity 3/%) |
| Sampling central control for heat preservation at 60-65 ℃ for 4 hours | 0.39 | 0.34 | 1.03 | / | / | 97.81 | / |
Example 3
Acetonitrile is used as a solvent, phosphorus oxychloride is used as an acylating agent, and the acetonitrile and trifluoroacetic acid are heated to 60 ℃ to react to synthesize trifluoroacetyl chloride; reacting trifluoroacetyl chloride with p-chlorophenyl glycine in the presence of a specific catalyst under heating, performing a series of acylation, dehydration and esterification reactions, and finally synthesizing an intermediate oxazolone, wherein phosphoric acid is directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate; after the oxazolone is washed with water and desolventized, the final neutralization control is 97.05%, the oxazolone exists in a solid form at room temperature, and the content of each component is shown in the following table:
| data statistics | Glycine/%) | Intermediate 1 | Intermediate 2 | Hetero 1/%) | Hetero 2/%) | Oxazolone/%) | Impurity 3/%) |
| Sampling central control for heat preservation at 60-65 ℃ for 4 hours | 0.22 | 0.34 | 0.47 | 0.97 | / | 97.05 | / |
In conclusion:
1. the controlled synthesis in the process is basically kept above 97%, and the yield of the intermediate oxazolone reaches 96%.
2. After the reaction synthesis is finished, the oxazolone is washed by water to obtain a pure product, the phosphoric acid is concentrated to 30-40% for sale, and the water concentrated by distillation is directly applied to next washing, so that no three wastes are generated, the method is environment-friendly and clean, and is environment-friendly; meanwhile, the phosphoric acid can also be directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate, thereby improving the sale price of byproducts.
3. The phenomenon of a gambling pipeline is avoided, the operation labor force of workers in a workshop is reduced, and the field environment is effectively improved.
4. Compared with phosphorus trichloride, the consumption of phosphorus oxychloride is reduced, and the cost is reduced.
5. The whole reaction is efficient and mild, the phenomena of material flushing and difficult control are avoided, and the operation safety is high.
The content of the original process product is only about 85-90%, and the yield is only 85%. After triethylamine is used in the original process, the recovery treatment difficulty is large, and the concrete expression is as follows: the wastewater is firstly neutralized by adding alkali to PH =10, steam distillation is consumed, the triethylamine distilled out needs to be added with alkali to remove water, the content of the recovered triethylamine is only 92%, and the content of the product cannot be recovered in yield after the triethylamine is reused. And the residual waste water is also subjected to three steps of salt distillation and slag discharge. These solid wastes require costly disposal. The use of triethylamine brings about a series of inconveniences, which results in higher cost and poorer field environment.
The content of the product can reach 97%, the yield can reach 96%, and the income is improved by 10%. Triethylamine is not used and does not need to be recovered, after the wastewater is simply distilled and concentrated, the content of phosphoric acid reaches 30-40%, the phosphoric acid is colorless and transparent liquid and is sold as a byproduct, and meanwhile, the phosphoric acid can also be directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate, so that the sale price of the byproduct is improved. The distilled waste water is recycled, no three wastes are generated, and the whole process is environment-friendly, safe, simple and convenient.
The present invention is not limited to the above-described preferred embodiments, but various modifications and changes can be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (3)
1. A synthesis process of novel arylpyrrole compound insecticide is characterized in that phosphorus oxychloride is used as an acylating agent, and a specific catalyst is used for reaction to synthesize the arylpyrrole compound, wherein the chemical structural formula of the arylpyrrole compound is as follows:
the process of claim 1 for the synthesis of a novel class of arylpyrrole insecticides, wherein the reaction equation is:
3CF 3 COOH+POCl 3 →3CF 3 COCl+H 3 PO 4
the method comprises the following steps:
taking acetonitrile as a solvent, taking phosphorus oxychloride as an acylating agent, and performing a heating reaction with trifluoroacetic acid to synthesize trifluoroacetyl chloride;
adding trifluoroacetyl chloride and p-chlorophenylglycine into the specific catalyst for heating reaction, and finally synthesizing an intermediate oxazolone after a series of acylation, dehydration and esterification reactions;
after being washed by water and desolventized, the oxazolone exists in a solid form at room temperature.
2. The process for synthesizing a novel arylpyrrole compound pesticide as claimed in claim 1, wherein the synthesis process comprises the following steps: the phosphoric acid solution formed by the reaction is directly introduced into ammonia gas for reaction to prepare diammonium hydrogen phosphate, and the reaction equation is as follows:
H 3 PO 4 +2NH 3 →(NH4) 2 HPO 4
3. the process for synthesizing a novel arylpyrrole compound pesticide as claimed in claim 1, wherein the synthesis process comprises the following steps: and taking the acetonitrile as a solvent, taking the phosphorus oxychloride as an acylating agent, and heating the acetonitrile and the trifluoroacetic acid to 60 ℃ for reaction.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN116987044A (en) * | 2023-09-28 | 2023-11-03 | 山东亿嘉农化有限公司 | Synthesis process of 4- (p-chlorophenyl) -2-trifluoromethyl-3-oxazol-5-one |
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- 2023-02-03 CN CN202310054215.0A patent/CN115974804A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116987044A (en) * | 2023-09-28 | 2023-11-03 | 山东亿嘉农化有限公司 | Synthesis process of 4- (p-chlorophenyl) -2-trifluoromethyl-3-oxazol-5-one |
| CN116987044B (en) * | 2023-09-28 | 2024-01-26 | 山东亿嘉农化有限公司 | Synthesis process of 4- (p-chlorophenyl) -2-trifluoromethyl-3-oxazol-5-one |
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