CN109221192A - A kind of herbicidal composition and preparation method thereof containing penoxsuam - Google Patents
A kind of herbicidal composition and preparation method thereof containing penoxsuam Download PDFInfo
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- CN109221192A CN109221192A CN201811199342.5A CN201811199342A CN109221192A CN 109221192 A CN109221192 A CN 109221192A CN 201811199342 A CN201811199342 A CN 201811199342A CN 109221192 A CN109221192 A CN 109221192A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a kind of herbicidal compositions containing penoxsuam, including primary activity ingredient and second order activity ingredient, primary activity ingredient includes penoxsuam 2-8 mass parts, second order activity ingredient is selected from halosulfuronmethyl 4-10 mass parts, oxaziclomefone 2-10 mass parts, pyrazosulfuron 3-7 mass parts, bensulfuron-methyl 3-7 mass parts, second active constituent is one of halosulfuronmethyl, oxaziclomefone, pyrazosulfuron, is also possible to two kinds of active mixtures: bensulfuron-methyl and oxaziclomefone.A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.The present invention relates to herbicidal composition technical fields.Herbicidal composition and preparation method thereof of this kind containing penoxsuam, invention preparation flow is scientific and reasonable, and herbicidal effect is good.
Description
Technical field
The present invention relates to herbicidal composition technical field, specially a kind of herbicidal composition containing penoxsuam and
Preparation method.
Background technique
With the continuous development of present agricultural and science and technology, the type and use scope for making existing herbicide are therewith not yet
Disconnected to increase, the scientific and reasonable use of herbicide not only increases the yield of plantation crops, and reduces artificial removing weeds
Work difficulty, traditional herbicidal methods are to be started early 20th century by manpower weeding or uprooting weed using weeding by machine, both
Method not only consumes a large amount of labours and the energy, but also herbicidal effect is undesirable, after carrying out weeding using herbicidal composition,
The problem of crop smothering, is just substantially resolved.It is convenient, effective and economical that herbicidal composition weeding has the advantages that, has become
The indispensable weeding means of modern agricultural technology, the use of herbicidal composition not only ensure that agricultural year, stable yields, mention
High labor productivity and working condition is improved, but also promotes the innovation of cultivation technique, such as zero tillage and film-mulching cultivation method
Development, in addition traditional herbicidal composition because its internal chemical constituent it is relatively complicated, lead to combinations of herbicides
Object in actual use, is not only polluted to ecological environments such as the soil of nature and water sources, but also to a certain degree
On destroy the ecological balance in farmland, specifically, herbicide would generally murder the natural enemy of part pest in use, lead
Cause pest be able to spread unchecked growth, on year-on-year basis under pest remain unchanged crops can be damaged.
Summary of the invention
(1) the technical issues of solving
In view of the deficiencies of the prior art, the present invention provides a kind of herbicidal composition containing penoxsuam and its preparations
Method, can effectively solve labour mentioned above in the background art and the energy largely consume, artificial and weeding by machine's effect
In actual use, the ecological environments such as soil and water source to nature pollute undesirable and herbicidal composition,
The ecological balance in farmland is destroyed, specifically, herbicide would generally murder the natural enemy of part pest in use, cause
Pest is able to spread unchecked growth, on year-on-year basis under pest the problem of crops can still being damaged etc..
(2) technical solution
In order to achieve the above object, the present invention is achieved by the following technical programs: a kind of weeding containing penoxsuam
Agent composition, including primary activity ingredient and second order activity ingredient, the primary activity ingredient include penoxsuam 2-8 mass
Part, the second order activity ingredient is selected from halosulfuronmethyl 4-10 mass parts, oxaziclomefone 2-10 mass parts, pyrazosulfuron 3-7 matter
Part, bensulfuron-methyl 3-7 mass parts are measured,
Preferably, second active constituent is one of halosulfuronmethyl, oxaziclomefone, pyrazosulfuron, can also be with
It is two kinds of active mixtures: bensulfuron-methyl and oxaziclomefone.
Preferably, the preparation method of the penoxsuam: under nitrogen protection, sodium hydride is dissolved in 1,2- methoxyl group second
In alkane, 10 DEG C are cooled in ice bath, intermediate is added, reacts slight exotherm, is cooled to 6 DEG C with ice bath, after crossing 10min, is added 2,
2- difluoroethanol reacts slight exotherm, after about 1h, removes ice bath, temperature rises to 28 DEG C or so, and reaction solution is stirred overnight, 5
At~10 DEG C, 5% hydrochloric acid is added in reaction solution, is cooled with an ice bath, reaction solution stirs 20min or so, then filters, and uses
Water, methanol washing, are handled with phosphorus pentachloride after dry, arrive penoxsuam white powder, the chemical name of the intermediate are as follows:
The fluoro- 6- trifluoromethyl-N- of 2- (5,8- dimethoxys-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
Preferably, the halosulfuronmethyl preparation method the following steps are included:
Step 1: by 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid ethyl ester, first hydrolysis obtains 1- methyl-under alkaline condition
5- sulfoamido -4- pyrazole carboxylic acid sodium, then acidification neutralization obtains 1- methyl -5- sulfoamido -4- pyrrole in acid condition again
Iminazole acid；
Step 2: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid and methylating reagent that step 1 is obtained are in methanol solvate
In, 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters is obtained in 40 DEG C~100 DEG C of at a temperature of progress methylation reaction；
Step 3: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters and chlorination reagent that step 2 is obtained are anti-in chlorination
In the presence of answering solvent and catalyst, the chloro- 1- methyl -5- sulphur of 3- is obtained in 0 DEG C~60 DEG C of at a temperature of progress chlorination reaction
Amide groups -4- pyrazole carboxylic acid methyl esters；
Step 4: the chloro- 1- methyl -5- sulfonamide of the 3- for first obtaining n-butyl isocyanate, triethylene diamine and step 3
Base -4- pyrazole carboxylic acid methyl esters is added in acylation reaction solvent, is then heated to 100 DEG C~160 DEG C addition acylating reagents and is gone forward side by side
Row back flow reaction recycles acylation reaction solvent after reaction, and condensation reaction solvent and 4,6- bis- are added directly into residue
Methoxyl group -2- pyrilamine carries out condensation reaction, obtains halosulfuronmethyl.
Preferably, the synthetic route of the oxaziclomefone are as follows: reacted for raw material with dichloro industry sulfone with 3,5- dichlorobenzoic acid
3,5- dichlorobenzoyl chloride is prepared, obtains 3,5- dybenal through hydrogen reducing, then replaced to obtain 3,5- dichloro benzyl chloride with hydrochloric acid,
It reacts to obtain 3,5- dichlorobenzonitrile, then the benzonitrile replaced with the dimethyl that 3,5- dichlorobenzonitrile is made in iodomethane with Cymag again,
It is hydrolyzed into amide, then obtains 1- methyl-1-(3,5- dichlorophenyl) ethamine through Hofmann degradation, finally generates N- methylene with formaldehyde
Base-1- methyl-1-(3,5- dichlorophenyl) ethamine is obtained using ethyl phenylacetate as raw material and ethyl acetate through claisen reaction
3- phenylacetyl ethyl acetate reacts to obtain 5- phenyl -2,2,6 one front threes again with acetone after 3- phenylacetyl hydrolysis of ethyl acetate
- 4 ketone of base -2H, 4H-1,3 dioxa bad hexene, 5- phenyl -2,2, -4 ketone of 6- trimethyl -2H, 4H-1,3- dioxine with
N- methylene-1- methyl-1-(3,5- dichlorophenyl) ethamine, which reacts, is made oxaziclomefone.
A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed
Filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.
Preferably, the sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and is sent to check analysis
Interior is tested analysis.
Preferably, the packaging is main is sealed packet for the combinations of herbicides liquid after check analysis by flask for medicinal preparations
Dress should also be checked the leakproofness of flask for medicinal preparations by inspector after packaging, prevent combinations of herbicides liquid from generating leakage.
Preferably, the storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, and should also there be inspector in when storage
Carry out the leakproofness of its finished product of secondary check.
Compared with prior art, beneficial effects of the present invention: preparation flow of the present invention is scientific and reasonable, and penoxsuam is rice
Field broad-spectrum herbicide can also prevent and kill off anti-bensulfuron-methyl weeds in rice field, and to many broad-leaveds and sedge weed and barnyard grass etc.
Barnyard grass, which can effectively be prevented and kill off, with residual activity ensure that the high yield and stable yields of crops, and joined addition in penoxsuam
Halosulfuronmethyl, oxaziclomefone, pyrazosulfuron or bensulfuron-methyl, halosulfuronmethyl can prevent malignant weed rhizome of nutgrass flatsedge special efficacy
Except part broadleaf weeds, oxaziclomefone is inner sucting conduction type herbicide for paddy field, is mainly inhaled by the root of weeds and cauline leaf base portion
It receives.Leaves and stems chlorosis after weeds contact medicament stops growing, until withered, pyrazosulfuron can be prevented and kill off annual and perennial
Broadleaf weeds and sedge weed, bensulfuron-methyl are suitable for rice field and prevent and kill off life in 1 year and perennial broadleaf weed and nutgrass flatsedge, further
Improve the effect of weeding.
Detailed description of the invention
Attached drawing is used to provide further understanding of the present invention, and constitutes part of specification, with reality of the invention
It applies example to be used to explain the present invention together, not be construed as limiting the invention.
In the accompanying drawings:
Fig. 1 is the preparation flow schematic diagram of herbicidal composition of the present invention.
Specific embodiment
Hereinafter, preferred embodiments of the present invention will be described with reference to the accompanying drawings, it should be understood that preferred reality described herein
Apply example only for the purpose of illustrating and explaining the present invention and is not intended to limit the present invention.
Embodiment 1:
As shown in Figure 1, the present invention provides a kind of herbicide containing halosulfuronmethyl, including formula as below composition: five fluorine sulphurs
Careless amine and halosulfuronmethyl are mixed in a certain ratio composition, and the formula is made of raw material from the following weight: penoxsuam
2-8 mass parts, halosulfuronmethyl 4-10 mass parts.
According to the above technical scheme, the preparation method of penoxsuam: under nitrogen protection, sodium hydride is dissolved in 1,2- first
In oxygroup ethane, 10 DEG C are cooled in ice bath, intermediate is added, reacts slight exotherm, is cooled to 6 DEG C with ice bath, after crossing 10min,
2,2- difluoroethanol is added, reacts slight exotherm, after about 1h, removes ice bath, temperature rises to 28 DEG C or so, and reaction solution is stirred
5% hydrochloric acid is added in reaction solution, is cooled with an ice bath at 5~10 DEG C by night, and reaction solution stirs 20min or so, subsequent mistake
Filter, is washed with water, methanol, is handled after dry with phosphorus pentachloride, and penoxsuam white powder, the chemical name of the intermediate are arrived
Referred to as: the fluoro- 6- trifluoromethyl-N- of 2- (5,8- dimethoxys-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
According to the above technical scheme, halosulfuronmethyl preparation method the following steps are included:
Step 1: by 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid ethyl ester, first hydrolysis obtains 1- methyl-under alkaline condition
5- sulfoamido -4- pyrazole carboxylic acid sodium, then acidification neutralization obtains 1- methyl -5- sulfoamido -4- pyrrole in acid condition again
Iminazole acid；
Step 2: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid and methylating reagent that step 1 is obtained are in methanol solvate
In, 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters is obtained in 40 DEG C~100 DEG C of at a temperature of progress methylation reaction；
Step 3: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters and chlorination reagent that step 2 is obtained are anti-in chlorination
In the presence of answering solvent and catalyst, the chloro- 1- methyl -5- sulphur of 3- is obtained in 0 DEG C~60 DEG C of at a temperature of progress chlorination reaction
Amide groups -4- pyrazole carboxylic acid methyl esters；
Step 4: the chloro- 1- methyl -5- sulfonamide of the 3- for first obtaining n-butyl isocyanate, triethylene diamine and step 3
Base -4- pyrazole carboxylic acid methyl esters is added in acylation reaction solvent, is then heated to 100 DEG C~160 DEG C addition acylating reagents and is gone forward side by side
Row back flow reaction recycles acylation reaction solvent after reaction, and condensation reaction solvent and 4,6- bis- are added directly into residue
Methoxyl group -2- pyrilamine carries out condensation reaction, obtains halosulfuronmethyl.
A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed
Filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.
According to the above technical scheme, the sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and send
It tests in check analysis room analysis.
According to the above technical scheme, it is described packaging mainly by flask for medicinal preparations by the combinations of herbicides liquid after check analysis into
Row sealed package should also be checked the leakproofness of flask for medicinal preparations by inspector after packaging, prevent combinations of herbicides liquid from generating leakage.
According to the above technical scheme, the storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, when storage also
There should be inspector to carry out the leakproofness of its finished product of secondary check.
Embodiment 2:
As shown in Figure 1, the present invention provides a kind of herbicide containing halosulfuronmethyl, including formula as below composition: five fluorine sulphurs
Careless amine and oxaziclomefone are mixed in a certain ratio composition, and the formula is made of raw material from the following weight: penoxsuam 2-
8 mass parts, oxaziclomefone 2-10 mass parts.
According to the above technical scheme, the preparation method of penoxsuam: under nitrogen protection, sodium hydride is dissolved in 1,2- first
In oxygroup ethane, 10 DEG C are cooled in ice bath, intermediate is added, reacts slight exotherm, is cooled to 6 DEG C with ice bath, after crossing 10min,
2,2- difluoroethanol is added, reacts slight exotherm, after about 1h, removes ice bath, temperature rises to 28 DEG C or so, and reaction solution is stirred
5% hydrochloric acid is added in reaction solution, is cooled with an ice bath at 5~10 DEG C by night, and reaction solution stirs 20min or so, subsequent mistake
Filter, is washed with water, methanol, is handled after dry with phosphorus pentachloride, and penoxsuam white powder, the chemical name of the intermediate are arrived
Referred to as: the fluoro- 6- trifluoromethyl-N- of 2- (5,8- dimethoxys-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
According to the above technical scheme, the synthetic route of oxaziclomefone are as follows: with 3,5- dichlorobenzoic acid for raw material and dichloro industry
Sulfone reaction preparation 3,5- dichlorobenzoyl chloride, obtains 3,5- dybenal through hydrogen reducing, then replaced to obtain 3,5- bis- with hydrochloric acid
Benzyl chloride chlorine, then react to obtain 3,5- dichlorobenzonitrile with Cymag, then replaced with the dimethyl that 3,5- dichlorobenzonitrile is made in iodomethane
Benzonitrile, be hydrolyzed into amide, then obtain 1- methyl-1-(3,5- dichlorophenyl) ethamine through Hofmann degradation, it is finally raw with formaldehyde
It is raw material and ethyl acetate through Clarkson using ethyl phenylacetate at N- methylene-1- methyl-1-(3,5- dichlorophenyl) ethamine
Reaction obtains 3- phenylacetyl ethyl acetate, reacts to obtain phenyl -2 5- with acetone again after 3- phenylacetyl hydrolysis of ethyl acetate,
- 4 ketone of 2,6 one trimethyl -2H, 4H-1,3 dioxa bad hexene, 5- phenyl -2,2,6- trimethyl -2H, 4H-1,3- dioxane
- 4 ketone of hexene and N- methylene-1- methyl-1-(3,5- dichlorophenyl) ethamine, which react, is made oxaziclomefone.
A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed
Filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.
According to the above technical scheme, the sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and send
It tests in check analysis room analysis.
According to the above technical scheme, it is described packaging mainly by flask for medicinal preparations by the combinations of herbicides liquid after check analysis into
Row sealed package should also be checked the leakproofness of flask for medicinal preparations by inspector after packaging, prevent combinations of herbicides liquid from generating leakage.
According to the above technical scheme, the storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, when storage also
There should be inspector to carry out the leakproofness of its finished product of secondary check.
Embodiment 3:
As shown in Figure 1, the present invention provides a kind of herbicide containing halosulfuronmethyl, including formula as below composition: five fluorine sulphurs
Careless amine, bensulfuron-methyl and oxaziclomefone are mixed in a certain ratio composition, and the formula is made of raw material from the following weight: five
Penoxsulam 2-8 mass parts, bensulfuron-methyl 3-7 mass parts, oxaziclomefone.
According to the above technical scheme, the preparation method of penoxsuam: under nitrogen protection, sodium hydride is dissolved in 1,2- first
In oxygroup ethane, 10 DEG C are cooled in ice bath, intermediate is added, reacts slight exotherm, is cooled to 6 DEG C with ice bath, after crossing 10min,
2,2- difluoroethanol is added, reacts slight exotherm, after about 1h, removes ice bath, temperature rises to 28 DEG C or so, and reaction solution is stirred
5% hydrochloric acid is added in reaction solution, is cooled with an ice bath at 5~10 DEG C by night, and reaction solution stirs 20min or so, subsequent mistake
Filter, is washed with water, methanol, is handled after dry with phosphorus pentachloride, and penoxsuam white powder, the chemical name of the intermediate are arrived
Referred to as: the fluoro- 6- trifluoromethyl-N- of 2- (5,8- dimethoxys-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
According to the above technical scheme, the synthetic route of oxaziclomefone are as follows: with 3,5- dichlorobenzoic acid for raw material and dichloro industry
Sulfone reaction preparation 3,5- dichlorobenzoyl chloride, obtains 3,5- dybenal through hydrogen reducing, then replaced to obtain 3,5- bis- with hydrochloric acid
Benzyl chloride chlorine, then react to obtain 3,5- dichlorobenzonitrile with Cymag, then replaced with the dimethyl that 3,5- dichlorobenzonitrile is made in iodomethane
Benzonitrile, be hydrolyzed into amide, then obtain 1- methyl-1-(3,5- dichlorophenyl) ethamine through Hofmann degradation, it is finally raw with formaldehyde
It is raw material and ethyl acetate through Clarkson using ethyl phenylacetate at N- methylene-1- methyl-1-(3,5- dichlorophenyl) ethamine
Reaction obtains 3- phenylacetyl ethyl acetate, reacts to obtain phenyl -2 5- with acetone again after 3- phenylacetyl hydrolysis of ethyl acetate,
- 4 ketone of 2,6 one trimethyl -2H, 4H-1,3 dioxa bad hexene, 5- phenyl -2,2,6- trimethyl -2H, 4H-1,3- dioxane
- 4 ketone of hexene and N- methylene-1- methyl-1-(3,5- dichlorophenyl) ethamine, which react, is made oxaziclomefone.
A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed
Filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.
According to the above technical scheme, the sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and send
It tests in check analysis room analysis.
According to the above technical scheme, it is described packaging mainly by flask for medicinal preparations by the combinations of herbicides liquid after check analysis into
Row sealed package should also be checked the leakproofness of flask for medicinal preparations by inspector after packaging, prevent combinations of herbicides liquid from generating leakage.
According to the above technical scheme, the storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, when storage also
There should be inspector to carry out the leakproofness of its finished product of secondary check.
Embodiment 4:
As shown in Figure 1, the present invention provides a kind of herbicide containing halosulfuronmethyl, including formula as below composition: five fluorine sulphurs
Careless amine and pyrazosulfuron are mixed in a certain ratio composition, and the formula is made of raw material from the following weight: penoxsuam 2-
8 mass parts, pyrazosulfuron 3-7 mass parts.
According to the above technical scheme, the preparation method of penoxsuam: under nitrogen protection, sodium hydride is dissolved in 1,2- first
In oxygroup ethane, 10 DEG C are cooled in ice bath, intermediate is added, reacts slight exotherm, is cooled to 6 DEG C with ice bath, after crossing 10min,
2,2- difluoroethanol is added, reacts slight exotherm, after about 1h, removes ice bath, temperature rises to 28 DEG C or so, and reaction solution is stirred
5% hydrochloric acid is added in reaction solution, is cooled with an ice bath at 5~10 DEG C by night, and reaction solution stirs 20min or so, subsequent mistake
Filter, is washed with water, methanol, is handled after dry with phosphorus pentachloride, and penoxsuam white powder, the chemical name of the intermediate are arrived
Referred to as: the fluoro- 6- trifluoromethyl-N- of 2- (5,8- dimethoxys-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
A kind of preparation method of the herbicidal composition containing penoxsuam includes the following steps: that preparing kettle is mixed
Filtering, metering, packaging and storage after grinding, sand mill fine grinding, sampling analysis, qualification.
According to the above technical scheme, the sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and send
It tests in check analysis room analysis.
According to the above technical scheme, it is described packaging mainly by flask for medicinal preparations by the combinations of herbicides liquid after check analysis into
Row sealed package should also be checked the leakproofness of flask for medicinal preparations by inspector after packaging, prevent combinations of herbicides liquid from generating leakage.
According to the above technical scheme, the storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, when storage also
There should be inspector to carry out the leakproofness of its finished product of secondary check.
Based on above-mentioned, the present invention has the advantages that preparation flow is scientific and reasonable, penoxsuam is rice field broad-spectrum weed-killing
Agent can also prevent and kill off anti-bensulfuron-methyl weeds in rice field, and have residual activity to many broad-leaveds and sedge weed and barnyard grass etc.
Barnyard grass, which can effectively be prevented and kill off, ensure that the high yield and stable yields of crops, and joined in penoxsuam addition halosulfuronmethyl,
Oxaziclomefone, pyrazosulfuron or bensulfuron-methyl further improve the effect of weeding.
Finally, it should be noted that being not intended to restrict the invention the foregoing is merely preferred embodiment of the invention, to the greatest extent
Present invention has been described in detail with reference to the aforementioned embodiments for pipe, for those skilled in the art, still can be with
It modifies the technical solutions described in the foregoing embodiments or equivalent replacement of some of the technical features.It is all
Within the spirit and principles in the present invention, any modification, equivalent replacement, improvement and so on should be included in guarantor of the invention
Within the scope of shield.
Claims (9)
1. a kind of herbicidal composition containing penoxsuam, it is characterised in that: including primary activity ingredient and second order activity at
Point, the primary activity ingredient includes penoxsuam 2-8 mass parts, and the second order activity ingredient is selected from halosulfuronmethyl 4-10
Mass parts, oxaziclomefone 2-10 mass parts, pyrazosulfuron 3-7 mass parts, bensulfuron-methyl 3-7 mass parts.
2. a kind of herbicidal composition containing penoxsuam according to claim 1, it is characterised in that: described second is living
Property ingredient be one of halosulfuronmethyl, oxaziclomefone, pyrazosulfuron, be also possible to two kinds of active mixtures: the phonetic sulphur of benzyl
Grand and oxaziclomefone.
3. a kind of herbicidal composition containing penoxsuam according to claim 1, it is characterised in that: the five fluorine sulphur
The preparation method of careless amine: under nitrogen protection, sodium hydride is dissolved in 1,2- Ethyl Methyl Ether, 10 DEG C are cooled in ice bath, is added
Enter intermediate, react slight exotherm, be cooled to 6 DEG C with ice bath, after crossing 10min, 2,2- difluoroethanol is added, reacts slight exotherm,
After about 1h, ice bath is removed, temperature rises to 28 DEG C or so, and reaction solution is stirred overnight, and at 5~10 DEG C, 5% hydrochloric acid is added
It in reaction solution, is cooled with an ice bath, reaction solution stirs 20min or so, then filters, is washed with water, methanol, with phosphoric after drying
Phosphorus processing, arrives penoxsuam white powder, the chemical name of the intermediate are as follows: the fluoro- 6- trifluoromethyl-N- (5,8- bis- of 2-
Methoxyl group-[1,2,4] triazol [1,5-c] pyrimidine -2-base).
4. a kind of herbicidal composition containing penoxsuam according to claim 1, it is characterised in that: the chlorine pyrrole is phonetic
The grand preparation method of sulphur the following steps are included:
Step 1: by 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid ethyl ester, first hydrolysis obtains 1- methyl -5- sulphur under alkaline condition
Amide groups -4- pyrazole carboxylic acid sodium, then acidification neutralization obtains 1- methyl -5- sulfoamido -4- pyrazoles first in acid condition again
Acid；
Step 2: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid and methylating reagent that step 1 is obtained in methanol solvate,
1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters is obtained in 40 DEG C~100 DEG C of at a temperature of progress methylation reaction；
Step 3: the 1- methyl -5- sulfoamido -4- pyrazole carboxylic acid methyl esters and chlorination reagent that step 2 is obtained are molten in chlorination reaction
In the presence of agent and catalyst, the chloro- 1- methyl -5- sulfonamide of 3- is obtained in 0 DEG C~60 DEG C of at a temperature of progress chlorination reaction
Base -4- pyrazole carboxylic acid methyl esters；
Step 4: the chloro- 1- methyl -5- sulfoamido -4- of the 3- for first obtaining n-butyl isocyanate, triethylene diamine and step 3
Pyrazole carboxylic acid methyl esters is added in acylation reaction solvent, is then heated to 100 DEG C~160 DEG C addition acylating reagents and is flowed back
Acylation reaction solvent is recycled in reaction after reaction, and condensation reaction solvent and 4,6- dimethoxy-are added directly into residue
2- pyrilamine carries out condensation reaction, obtains halosulfuronmethyl.
5. a kind of herbicidal composition containing penoxsuam according to claim 1, it is characterised in that: the oxazines grass
The synthetic route of ketone are as follows: preparation 3,5- dichlorobenzoyl chloride is reacted with dichloro industry sulfone for raw material with 3,5- dichlorobenzoic acid, through hydrogen
Gas restores to obtain 3,5- dybenal, then is replaced to obtain 3,5- dichloro benzyl chloride with hydrochloric acid, then react to obtain 3,5- bis- with Cymag
Benzyl chloride nitrile, then the benzonitrile replaced with the dimethyl that 3,5- dichlorobenzonitrile is made in iodomethane, are hydrolyzed into amide, then through Hofmann degradation
1- methyl-1-(3,5- dichlorophenyl) ethamine is obtained, finally generates N- methylene-1- methyl-1-(3,5- dichloro-benzenes with formaldehyde
Base) ethamine, 3- phenylacetyl ethyl acetate, 3- benzene are obtained through claisen reaction using ethyl phenylacetate as raw material and ethyl acetate
It reacts to obtain 5- phenyl -2,2 with acetone again after the hydrolysis of base ethyl acetoacetate, 6 one trimethyl -2H, 4H-1,3 dioxas go bad oneself
- 4 ketone of alkene, 5- phenyl-2,2 ,-4 ketone of 6- trimethyl-2H, 4H-1,3- dioxine and N- methylene-1- methyl-1-(3,
5- dichlorophenyl) the obtained oxaziclomefone of ethamine reaction.
6. a kind of preparation method of the herbicidal composition containing penoxsuam, characterized by the following steps: prepare kettle
It filtered after mixing grinding, sand mill fine grinding, sampling analysis, qualification, metering, pack and be put in storage.
7. a kind of preparation method of herbicidal composition containing penoxsuam according to claim 6, it is characterised in that:
The sampling analysis prepares admixing medical solutions in kettle by the acquisition of medical fluid collector, and is sent in check analysis room and tests point
Analysis.
8. a kind of preparation method of herbicidal composition containing penoxsuam according to claim 6, it is characterised in that:
The packaging is main to be sealed packaging for the combinations of herbicides liquid after check analysis by flask for medicinal preparations, after packaging should also be by
Inspector checks the leakproofness of flask for medicinal preparations, prevents combinations of herbicides liquid from generating leakage.
9. a kind of preparation method of herbicidal composition containing penoxsuam according to claim 6, it is characterised in that:
The storage is that the flask for medicinal preparations finished product after packaging is carried out storage storage, when storage should also have inspector carry out secondary check its at
The leakproofness of product.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2022023912A1 (en) * | 2020-07-25 | 2022-02-03 | Coromandel International Limited | Synergistic herbicidal formulations, process for preparing thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101601404A (en) * | 2009-07-23 | 2009-12-16 | 江苏辉丰农化股份有限公司 | Weeding composition containing penoxsulam and bensulfuron-methyl |
| CN102317275A (en) * | 2009-01-15 | 2012-01-11 | 辛根塔有限公司 | Novel herbicides |
| CN102792957A (en) * | 2011-05-23 | 2012-11-28 | 山东滨农科技有限公司 | Herbicide composition including penoxsulam and halosulfuron-methyl |
| CN103120172A (en) * | 2013-02-04 | 2013-05-29 | 广东中迅农科股份有限公司 | Floating granule for preventing and removing weeds of paddy field |
| CN103202309A (en) * | 2013-04-28 | 2013-07-17 | 江苏龙灯化学有限公司 | Compound herbicide composition |
| CN103392712A (en) * | 2013-06-30 | 2013-11-20 | 广东中迅农科股份有限公司 | Weeding composition containing oxaziclomefone and penoxsulam |
-
2018
- 2018-10-15 CN CN201811199342.5A patent/CN109221192A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102317275A (en) * | 2009-01-15 | 2012-01-11 | 辛根塔有限公司 | Novel herbicides |
| CN101601404A (en) * | 2009-07-23 | 2009-12-16 | 江苏辉丰农化股份有限公司 | Weeding composition containing penoxsulam and bensulfuron-methyl |
| CN102792957A (en) * | 2011-05-23 | 2012-11-28 | 山东滨农科技有限公司 | Herbicide composition including penoxsulam and halosulfuron-methyl |
| CN103120172A (en) * | 2013-02-04 | 2013-05-29 | 广东中迅农科股份有限公司 | Floating granule for preventing and removing weeds of paddy field |
| CN103202309A (en) * | 2013-04-28 | 2013-07-17 | 江苏龙灯化学有限公司 | Compound herbicide composition |
| CN103392712A (en) * | 2013-06-30 | 2013-11-20 | 广东中迅农科股份有限公司 | Weeding composition containing oxaziclomefone and penoxsulam |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2022023912A1 (en) * | 2020-07-25 | 2022-02-03 | Coromandel International Limited | Synergistic herbicidal formulations, process for preparing thereof |
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