CN108271796A - A kind of herbicidal composition of penoxsuam and KIH 6127 - Google Patents
A kind of herbicidal composition of penoxsuam and KIH 6127 Download PDFInfo
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- CN108271796A CN108271796A CN201810256283.4A CN201810256283A CN108271796A CN 108271796 A CN108271796 A CN 108271796A CN 201810256283 A CN201810256283 A CN 201810256283A CN 108271796 A CN108271796 A CN 108271796A
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
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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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
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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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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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
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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
- 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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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
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- C07—ORGANIC CHEMISTRY
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- C07C231/00—Preparation of carboxylic acid amides
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- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
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- C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
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- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
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Abstract
The invention discloses the herbicidal compositions of a kind of penoxsuam and KIH 6127, it is ground including being mixed, grinding machine fine grinding, sample detection, it is filtered after qualification, metering is weighed, bottled storage, preparation method is scientific and reasonable, it is at low cost, reaction step is few, yield is higher, it is easy to operate, pollution is few, safety, the advantages that producing more economical environmental protection, it is suitble to large-scale industrial production, belong to organic heterocyclic class, it is inner sucting conduction type herbicide for paddy field, mainly by the root of weeds and cauline leaf basal sink, weeds contact leaves and stems chlorosis after medicament, it stops growing, until withered, it is safe to transplanting rice, to rice annual grassy weeds, it is especially efficient to barnyard grass, residual effect is long, it is very safe to lawn, and residual effect efficient to the annual gramineous weed before bud is long, it is non-hazardous to non-weeds biology.
Description
Technical field
The present invention relates to medical compounds technical field, the combinations of herbicides of specially a kind of penoxsuam and KIH 6127
Object.
Background technology
Widely distributed weeds have 30000 kinds in the whole world, different degrees of harm are caused to crop for about 1800 kinds every year, often
Crop production reduction is up to 9.7% year caused by Weed infestation, and herbicide refers to that weeds can be made thoroughly or selectively to occur is withered
Medicament, also known as herbicide, to eliminate or inhibit a substance of plant growth.Common herbicide kind is organic compound
It is miscellaneous to can be widely used for the ground such as prevention farmland, orchard, floral nursery, grassland and bare place, railway line, river, reservoir, warehouse for object
The noxious plants such as grass, miscellaneous filling, miscellaneous tree have efficiently controlled many weeds using herbicide in the last hundred years, but chemical agent is big
Amount using also having caused a series of problem, the appearance, soil pollution of such as herbicide-resistant weeds plant, the degeneration of water quality,
And the harm etc. to non-weeds biology, it is unfavorable for carrying out weeding.
But herbicidal composition currently on the market is not only complicated, but also have a single function, herbicide-resistant weeds
Appearance, soil pollution, the degeneration of water quality and the harm etc. to non-weeds biology of plant are unfavorable for carrying out weeding.
Invention content
The present invention provides a kind of herbicidal composition of penoxsuam and KIH 6127, can effectively solve above-mentioned background skill
Appearance, soil pollution, the degeneration of water quality and the harm etc. to non-weeds biology of herbicide-resistant weeds plant are proposed in art
Deng the problem of being unfavorable for carrying out weeding.
To achieve the above object, the present invention provides the following technical solutions：A kind of herbicide of penoxsuam and KIH 6127
Composition, it is characterised in that：Formula is by penoxsuam, KIH 6127, halosulfuronmethyl, oxaziclomefones, pretilachlor, dichloroquinoline
Acid and pyrazosulfuron, the formula are made of following raw material：5-10 parts of penoxsuam, 8-10 parts of KIH 6127, chlorine pyrrole
6-10 parts of 10-15 parts of Sulfometuron Methyl 5-15 Fen, oxaziclomefones, 1-5 parts of pretilachlor, 10-15 parts of dichloro quinolinic acid and pyrazosulfuron.
According to above-mentioned technical proposal, the preparation method of the penoxsuam is former for starting with 2- methoxy menthyl acetates
Material, reacts with methyl formate, sodium methoxide, obtains the sodium salt of 3- hydroxyl -2- methoxy-methyl acrylates, then anti-with methyl isothiourea
Deserved 2,5- dimethoxy-4 's-hydroxy pyrimidine then obtains chloro- 2, the 5- dimethoxypyridins of 4- with phosphorus oxychloride chlorination, then with
Hydration hydrazine reaction obtains 2,5- dimethoxy-4 's-hydrazinopyrimidine, and 3- amino -5,8- dimethoxys are obtained with cyanogen bromide cyclization【1,2,
4】Triazol【4,3-c】Pyrimidine, then intermediate 2-amino -5,8- dimethoxy [1,2,4]-triazol is obtained by the reaction with sodium methoxide
[1,5-c]-pyrimidine is reacted with the fluoro- 6- trifluoromethyls benzene sulfonyl chlorides of 2-, obtains the fluoro- 6- trifluoromethyls-N- of intermediate 2-（5,8-
Dimethoxy-【1,2,4】Triazol [1,5-c] pyrimidine -2-base）Benzsulfamide, then obtain five with the condensation of 2,2- difluoroethanols
Penoxsulam.
According to above-mentioned technical proposal, the preparation method of the halosulfuronmethyl includes step a and step b；The step a
For：Built-in reaction dissolvent in reaction vessel puts into the chloro- 1- methyl -5- sulfoamidos -4- pyrazole carboxylic acid first of 3- into reaction vessel
Then catalyst is added in ester and diphenyl carbonate, compound III is obtained after reaction；The step b is：Built-in reaction in reaction vessel
Solvent takes in compounds Ⅳ and step a in gained compound III input reaction vessel, up to halosulfuronmethyl after reaction.
According to above-mentioned technical proposal, the pretilachlor preparation method 1), normal propyl alcohol sodium is dissolved in organic solvent I, in 0~
150 DEG C are added 2- chloroethene methylals as raw material, in 0~150 DEG C to the reaction was complete, the normal propyl alcohol sodium and as original
The molar ratio of the 2- chloroethene methylals of material is 2:1~1:10；First the reaction product air-distillation of gained is removed organic molten
Agent I, is then evaporated under reduced pressure, and obtains propoxyl group dimethylacetal.
2), propoxyl group dimethylacetal and tetrahydrofuran are mixed, the aqueous solution that acid is added at -10 DEG C~50 DEG C is straight
It is 0~3 to pH, heat preservation is to the reaction was complete；The reaction product of gained is extracted through dichloromethane, is taken off dichloromethane, is obtained 3- propoxyl group
Propionic aldehyde.
3), in autoclave, 3- propoxyl group propionic aldehyde, 2,6- diethylanilines are mixed with organic solvent II, catalysis is added
Agent, it is 1~10MPa to be passed through hydrogen to pressure, in 20~150 DEG C of heat preservations to the reaction was complete；The catalyst is palladium carbon；The third oxygen of 3-
The molar ratio of base propionic aldehyde and 2,6- diethylanilines is 1~2:1, the palladium in the palladium carbon is the mole of 2,6- diethylanilines
0.1%~10%；By the reaction product cooling release of gained, filtering, gained filtrate removes organic solvent II, obtains amidogen ether.
4), amidogen ether, sodium hydroxide solution and toluene are mixed, chloracetyl chloride is added at a temperature of -10~20 DEG C, then
In 20~100 DEG C of heat preservations to the reaction was complete, the molar ratio of the amidogen ether and chloracetyl chloride is 1:1~2, sodium hydroxide solution is chlorine
1~2 mass of chloroacetic chloride times.
According to above-mentioned technical proposal, the acid is hydrochloric acid, sulfuric acid, phosphonic acids, acetic acid, p-methyl benzenesulfonic acid, methanesulfonic acid or trifluoro
Acetic acid.
According to above-mentioned technical proposal, include the following steps：After grinding, grinding machine fine grinding, sample detection, qualification is mixed
It filters, metering is weighed, bottled storage.
According to above-mentioned technical proposal, the sampling analysis is acquired by liquid collector and prepares kettle inner liquid medicine, and is sent to inspection
Analysis room is tested to test analysis.
According to above-mentioned technical proposal, the storage is that finished product that packaging is completed is carried out storage preservation, and when storage should also have
Inspector carries out secondary check.
Compared with prior art, beneficial effects of the present invention：Preparation method is scientific and reasonable, it is at low cost, reaction step is few, receive
Rate is higher, easy to operate, pollution less, safety, production more economical environmental protection the advantages that, be suitble to large-scale industrial production, belong to organic
Heterocyclic is inner sucting conduction type herbicide for paddy field, mainly by the root of weeds and cauline leaf basal sink, after weeds contact medicament
Leaves and stems chlorosis stops growing, until it is withered, it is safe to transplanting rice, to rice annual grassy weeds, especially to barnyard grass height
Effect, residual effect are long, it is very safe to lawn, and residual effect efficient to the annual gramineous weed before bud is long, to non-weeds biology nothing
Harm.
Description of the drawings
Attached drawing is used to provide further understanding of the present invention, and a part for constitution instruction, the reality with the present 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 figure of the present invention.
Specific implementation mode
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 herbicidal composition of penoxsuam and KIH 6127, it is special
Sign is：Formula is by penoxsuam, KIH 6127, halosulfuronmethyl, oxaziclomefones, pretilachlor, dichloro quinolinic acid and the phonetic sulphur of pyrrole
Grand, the formula is made of following raw material：5 parts of penoxsuam, 8 parts of KIH 6127,5 Fen, oxazine grass of halosulfuronmethyl
6 parts of 10 parts of ketone, 1 part of pretilachlor, 10 parts of dichloro quinolinic acid and pyrazosulfuron.
According to above-mentioned technical proposal, the preparation method of the penoxsuam is former for starting with 2- methoxy menthyl acetates
Material, reacts with methyl formate, sodium methoxide, obtains the sodium salt of 3- hydroxyl -2- methoxy-methyl acrylates, then anti-with methyl isothiourea
Deserved 2,5- dimethoxy-4 's-hydroxy pyrimidine then obtains chloro- 2, the 5- dimethoxypyridins of 4- with phosphorus oxychloride chlorination, then with
Hydration hydrazine reaction obtains 2,5- dimethoxy-4 's-hydrazinopyrimidine, and 3- amino -5,8- dimethoxys are obtained with cyanogen bromide cyclization【1,2,
4】Triazol【4,3-c】Pyrimidine, then intermediate 2-amino -5,8- dimethoxy [1,2,4]-triazol is obtained by the reaction with sodium methoxide
[1,5-c]-pyrimidine is reacted with the fluoro- 6- trifluoromethyls benzene sulfonyl chlorides of 2-, obtains the fluoro- 6- trifluoromethyls-N- of intermediate 2-（5,8-
Dimethoxy-【1,2,4】Triazol [1,5-c] pyrimidine -2-base）Benzsulfamide, then obtain five with the condensation of 2,2- difluoroethanols
Penoxsulam.
According to above-mentioned technical proposal, the preparation method of the halosulfuronmethyl includes step a and step b；The step a
For：Built-in reaction dissolvent in reaction vessel puts into the chloro- 1- methyl -5- sulfoamidos -4- pyrazole carboxylic acid first of 3- into reaction vessel
Then catalyst is added in ester and diphenyl carbonate, compound III is obtained after reaction；The step b is：Built-in reaction in reaction vessel
Solvent takes in compounds Ⅳ and step a in gained compound III input reaction vessel, up to halosulfuronmethyl after reaction.
According to above-mentioned technical proposal, the pretilachlor preparation method 1), normal propyl alcohol sodium is dissolved in organic solvent I, in 0~
150 DEG C are added 2- chloroethene methylals as raw material, in 0~150 DEG C to the reaction was complete, the normal propyl alcohol sodium and as original
The molar ratio of the 2- chloroethene methylals of material is 2:1~1:10；First the reaction product air-distillation of gained is removed organic molten
Agent I, is then evaporated under reduced pressure, and obtains propoxyl group dimethylacetal.
2), propoxyl group dimethylacetal and tetrahydrofuran are mixed, the aqueous solution that acid is added at -10 DEG C~50 DEG C is straight
It is 0~3 to pH, heat preservation is to the reaction was complete；The reaction product of gained is extracted through dichloromethane, is taken off dichloromethane, is obtained 3- propoxyl group
Propionic aldehyde.
3), in autoclave, 3- propoxyl group propionic aldehyde, 2,6- diethylanilines are mixed with organic solvent II, catalysis is added
Agent, it is 1~10MPa to be passed through hydrogen to pressure, in 20~150 DEG C of heat preservations to the reaction was complete；The catalyst is palladium carbon；The third oxygen of 3-
The molar ratio of base propionic aldehyde and 2,6- diethylanilines is 1~2:1, the palladium in the palladium carbon is the mole of 2,6- diethylanilines
0.1%~10%；By the reaction product cooling release of gained, filtering, gained filtrate removes organic solvent II, obtains amidogen ether.
4), amidogen ether, sodium hydroxide solution and toluene are mixed, chloracetyl chloride is added at a temperature of -10~20 DEG C, then
In 20~100 DEG C of heat preservations to the reaction was complete, the molar ratio of the amidogen ether and chloracetyl chloride is 1:1~2, sodium hydroxide solution is chlorine
1~2 mass of chloroacetic chloride times.
According to above-mentioned technical proposal, the acid is hydrochloric acid, sulfuric acid, phosphonic acids, acetic acid, p-methyl benzenesulfonic acid, methanesulfonic acid or trifluoro
Acetic acid.
According to above-mentioned technical proposal, include the following steps：After grinding, grinding machine fine grinding, sample detection, qualification is mixed
It filters, metering is weighed, bottled storage.
According to above-mentioned technical proposal, the sampling analysis is acquired by liquid collector and prepares kettle inner liquid medicine, and is sent to inspection
Analysis room is tested to test analysis.
Embodiment 2：As shown in Figure 1, the present invention provides a kind of herbicidal composition of penoxsuam and KIH 6127, it is special
Sign is：Formula is by penoxsuam, KIH 6127, halosulfuronmethyl, oxaziclomefones, pretilachlor, dichloro quinolinic acid and the phonetic sulphur of pyrrole
Grand, the formula is made of following raw material：8 parts of penoxsuam, 9 parts of KIH 6127,7 Fen, oxazine grass of halosulfuronmethyl
8 parts of 12 parts of ketone, 3 parts of pretilachlor, 11 parts of dichloro quinolinic acid and pyrazosulfuron.
According to above-mentioned technical proposal, the preparation method of the penoxsuam is former for starting with 2- methoxy menthyl acetates
Material, reacts with methyl formate, sodium methoxide, obtains the sodium salt of 3- hydroxyl -2- methoxy-methyl acrylates, then anti-with methyl isothiourea
Deserved 2,5- dimethoxy-4 's-hydroxy pyrimidine then obtains chloro- 2, the 5- dimethoxypyridins of 4- with phosphorus oxychloride chlorination, then with
Hydration hydrazine reaction obtains 2,5- dimethoxy-4 's-hydrazinopyrimidine, and 3- amino -5,8- dimethoxys are obtained with cyanogen bromide cyclization【1,2,
4】Triazol【4,3-c】Pyrimidine, then intermediate 2-amino -5,8- dimethoxy [1,2,4]-triazol is obtained by the reaction with sodium methoxide
[1,5-c]-pyrimidine is reacted with the fluoro- 6- trifluoromethyls benzene sulfonyl chlorides of 2-, obtains the fluoro- 6- trifluoromethyls-N- of intermediate 2-（5,8-
Dimethoxy-【1,2,4】Triazol [1,5-c] pyrimidine -2-base）Benzsulfamide, then obtain five with the condensation of 2,2- difluoroethanols
Penoxsulam.
According to above-mentioned technical proposal, the preparation method of the halosulfuronmethyl includes step a and step b；The step a
For：Built-in reaction dissolvent in reaction vessel puts into the chloro- 1- methyl -5- sulfoamidos -4- pyrazole carboxylic acid first of 3- into reaction vessel
Then catalyst is added in ester and diphenyl carbonate, compound III is obtained after reaction；The step b is：Built-in reaction in reaction vessel
Solvent takes in compounds Ⅳ and step a in gained compound III input reaction vessel, up to halosulfuronmethyl after reaction.
According to above-mentioned technical proposal, the pretilachlor preparation method 1), normal propyl alcohol sodium is dissolved in organic solvent I, in 0~
150 DEG C are added 2- chloroethene methylals as raw material, in 0~150 DEG C to the reaction was complete, the normal propyl alcohol sodium and as original
The molar ratio of the 2- chloroethene methylals of material is 2:1~1:10；First the reaction product air-distillation of gained is removed organic molten
Agent I, is then evaporated under reduced pressure, and obtains propoxyl group dimethylacetal.
2), propoxyl group dimethylacetal and tetrahydrofuran are mixed, the aqueous solution that acid is added at -10 DEG C~50 DEG C is straight
It is 0~3 to pH, heat preservation is to the reaction was complete；The reaction product of gained is extracted through dichloromethane, is taken off dichloromethane, is obtained 3- propoxyl group
Propionic aldehyde.
3), in autoclave, 3- propoxyl group propionic aldehyde, 2,6- diethylanilines are mixed with organic solvent II, catalysis is added
Agent, it is 1~10MPa to be passed through hydrogen to pressure, in 20~150 DEG C of heat preservations to the reaction was complete；The catalyst is palladium carbon；The third oxygen of 3-
The molar ratio of base propionic aldehyde and 2,6- diethylanilines is 1~2:1, the palladium in the palladium carbon is the mole of 2,6- diethylanilines
0.1%~10%；By the reaction product cooling release of gained, filtering, gained filtrate removes organic solvent II, obtains amidogen ether.
4), amidogen ether, sodium hydroxide solution and toluene are mixed, chloracetyl chloride is added at a temperature of -10~20 DEG C, then
In 20~100 DEG C of heat preservations to the reaction was complete, the molar ratio of the amidogen ether and chloracetyl chloride is 1:1~2, sodium hydroxide solution is chlorine
1~2 mass of chloroacetic chloride times.
According to above-mentioned technical proposal, the acid is hydrochloric acid, sulfuric acid, phosphonic acids, acetic acid, p-methyl benzenesulfonic acid, methanesulfonic acid or trifluoro
Acetic acid.
According to above-mentioned technical proposal, include the following steps：After grinding, grinding machine fine grinding, sample detection, qualification is mixed
It filters, metering is weighed, bottled storage.
According to above-mentioned technical proposal, the sampling analysis is acquired by liquid collector and prepares kettle inner liquid medicine, and is sent to inspection
Analysis room is tested to test analysis.
Embodiment 3：As shown in Figure 1, the present invention provides a kind of herbicidal composition of penoxsuam and KIH 6127, it is special
Sign is：Formula is by penoxsuam, KIH 6127, halosulfuronmethyl, oxaziclomefones, pretilachlor, dichloro quinolinic acid and the phonetic sulphur of pyrrole
Grand, the formula is made of following raw material：10 parts of penoxsuam, 10 parts of KIH 6127,15 Fen, oxazines of halosulfuronmethyl
10 parts of 15 parts of humulone, 5 parts of pretilachlor, 15 parts of dichloro quinolinic acid and pyrazosulfuron.
According to above-mentioned technical proposal, the preparation method of the penoxsuam is former for starting with 2- methoxy menthyl acetates
Material, reacts with methyl formate, sodium methoxide, obtains the sodium salt of 3- hydroxyl -2- methoxy-methyl acrylates, then anti-with methyl isothiourea
Deserved 2,5- dimethoxy-4 's-hydroxy pyrimidine then obtains chloro- 2, the 5- dimethoxypyridins of 4- with phosphorus oxychloride chlorination, then with
Hydration hydrazine reaction obtains 2,5- dimethoxy-4 's-hydrazinopyrimidine, and 3- amino -5,8- dimethoxys are obtained with cyanogen bromide cyclization【1,2,
4】Triazol【4,3-c】Pyrimidine, then intermediate 2-amino -5,8- dimethoxy [1,2,4]-triazol is obtained by the reaction with sodium methoxide
[1,5-c]-pyrimidine is reacted with the fluoro- 6- trifluoromethyls benzene sulfonyl chlorides of 2-, obtains the fluoro- 6- trifluoromethyls-N- of intermediate 2-（5,8-
Dimethoxy-【1,2,4】Triazol [1,5-c] pyrimidine -2-base）Benzsulfamide, then obtain five with the condensation of 2,2- difluoroethanols
Penoxsulam.
According to above-mentioned technical proposal, the preparation method of the halosulfuronmethyl includes step a and step b；The step a
For：Built-in reaction dissolvent in reaction vessel puts into the chloro- 1- methyl -5- sulfoamidos -4- pyrazole carboxylic acid first of 3- into reaction vessel
Then catalyst is added in ester and diphenyl carbonate, compound III is obtained after reaction；The step b is：Built-in reaction in reaction vessel
Solvent takes in compounds Ⅳ and step a in gained compound III input reaction vessel, up to halosulfuronmethyl after reaction.
According to above-mentioned technical proposal, the pretilachlor preparation method 1), normal propyl alcohol sodium is dissolved in organic solvent I, in 0~
150 DEG C are added 2- chloroethene methylals as raw material, in 0~150 DEG C to the reaction was complete, the normal propyl alcohol sodium and as original
The molar ratio of the 2- chloroethene methylals of material is 2:1~1:10；First the reaction product air-distillation of gained is removed organic molten
Agent I, is then evaporated under reduced pressure, and obtains propoxyl group dimethylacetal.
2), propoxyl group dimethylacetal and tetrahydrofuran are mixed, the aqueous solution that acid is added at -10 DEG C~50 DEG C is straight
It is 0~3 to pH, heat preservation is to the reaction was complete；The reaction product of gained is extracted through dichloromethane, is taken off dichloromethane, is obtained 3- propoxyl group
Propionic aldehyde.
3), in autoclave, 3- propoxyl group propionic aldehyde, 2,6- diethylanilines are mixed with organic solvent II, catalysis is added
Agent, it is 1~10MPa to be passed through hydrogen to pressure, in 20~150 DEG C of heat preservations to the reaction was complete；The catalyst is palladium carbon；The third oxygen of 3-
The molar ratio of base propionic aldehyde and 2,6- diethylanilines is 1~2:1, the palladium in the palladium carbon is the mole of 2,6- diethylanilines
0.1%~10%；By the reaction product cooling release of gained, filtering, gained filtrate removes organic solvent II, obtains amidogen ether.
4), amidogen ether, sodium hydroxide solution and toluene are mixed, chloracetyl chloride is added at a temperature of -10~20 DEG C, then
In 20~100 DEG C of heat preservations to the reaction was complete, the molar ratio of the amidogen ether and chloracetyl chloride is 1:1~2, sodium hydroxide solution is chlorine
1~2 mass of chloroacetic chloride times.
According to above-mentioned technical proposal, the acid is hydrochloric acid, sulfuric acid, phosphonic acids, acetic acid, p-methyl benzenesulfonic acid, methanesulfonic acid or trifluoro
Acetic acid.
According to above-mentioned technical proposal, include the following steps：After grinding, grinding machine fine grinding, sample detection, qualification is mixed
It filters, metering is weighed, bottled storage.
According to above-mentioned technical proposal, the sampling analysis is acquired by liquid collector and prepares kettle inner liquid medicine, and is sent to inspection
Analysis room is tested to test analysis.
According to above-mentioned technical proposal, the storage is that finished product that packaging is completed is carried out storage preservation, and when storage should also have
Inspector carries out secondary check.
Based on above-mentioned, it is an advantage of the current invention that preparation method is scientific and reasonable, it is at low cost, reaction step is few, yield compared with
It is high, easy to operate, pollution less, safety, production it is more economical environmental protection the advantages that, be suitble to large-scale industrial production, belong to organic heterocyclic
Class is inner sucting conduction type herbicide for paddy field, and mainly by the root of weeds and cauline leaf basal sink, weeds contact cauline leaf after medicament
Portion's chlorosis stops growing, safe to transplanting rice until withered, to rice annual grassy weeds, especially to barnyard grass it is efficient,
Residual effect is long, it is very safe to lawn, and residual effect efficient to the annual gramineous weed before bud is long, to non-weeds biology without danger
Evil.
Finally it should be noted that：The foregoing is merely the preferred embodiments of the present invention, are not intended to restrict 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
Technical scheme described in the above embodiments is modified 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 the guarantor of the present invention
Within the scope of shield.
Claims (8)
1. the herbicidal composition of a kind of penoxsuam and KIH 6127, it is characterised in that：Formula is by penoxsuam, phonetic grass
Ether, halosulfuronmethyl, oxaziclomefones, pretilachlor, dichloro quinolinic acid and pyrazosulfuron, the formula is by following raw material system
At：5-10 parts of penoxsuam, 8-10 parts of KIH 6127,10-15 parts of halosulfuronmethyl 5-15 Fen, oxaziclomefones, pretilachlor 1-5
6-10 parts of part, 10-15 parts of dichloro quinolinic acid and pyrazosulfuron.
2. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that described
The preparation method of penoxsuam reacts with methyl formate, sodium methoxide using 2- methoxy menthyl acetates as starting material, obtains 3-
The sodium salt of hydroxyl -2- methoxy-methyl acrylates, then 2,5- dimethoxy-4 's-hydroxy pyrimidine is reacted to obtain with methyl isothiourea, it connects
It and obtains chloro- 2, the 5- dimethoxypyridins of 4- with phosphorus oxychloride chlorination, then obtain 2,5- dimethoxy-4 's-diazanyl with hydration hydrazine reaction
Pyrimidine obtains 3- amino -5,8- dimethoxys with cyanogen bromide cyclization【1,2,4】Triazol【4,3-c】Pyrimidine, then it is anti-with sodium methoxide
Intermediate 2-amino -5,8- dimethoxy [1,2,4]-triazol [1,5-c]-pyrimidine should be obtained, with the fluoro- 6- trifluoromethylbenzenes of 2-
Sulfonic acid chloride reacts, and obtains the fluoro- 6- trifluoromethyls-N- of intermediate 2-（5,8- dimethoxys-【1,2,4】Triazol [1,5-c] is phonetic
Pyridine -2- bases）Benzsulfamide, then obtain penoxsuam with the condensation of 2,2- difluoroethanols.
3. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that described
The preparation method of halosulfuronmethyl includes step a and step b；The step a is：Built-in reaction dissolvent in reaction vessel, to anti-
It answers and puts into the chloro- 1- methyl -5- sulfoamidos -4- pyrazole carboxylic acids methyl esters of 3- and diphenyl carbonate in container, catalyst is then added,
Compound III is obtained after reaction；The step b is：Built-in reaction dissolvent in reaction vessel takes gainedization in compounds Ⅳ and step a
It closes object III to put into reaction vessel, up to halosulfuronmethyl after reaction.
4. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that described
Pretilachlor preparation method 1), normal propyl alcohol sodium is dissolved in organic solvent I, the 2- chloroacetaldehydes contracting as raw material is added in 0~150 DEG C
Dimethanol, in 0~150 DEG C to the reaction was complete, the molar ratio of the normal propyl alcohol sodium and the 2- chloroethene methylals as raw material
It is 2:1~1:10；The reaction product air-distillation of gained is first removed into organic solvent I, is then evaporated under reduced pressure, obtains propoxyl group acetaldehyde
Dimethyl acetal；
2), propoxyl group dimethylacetal and tetrahydrofuran are mixed, the aqueous solution of acid is added at -10 DEG C~50 DEG C until pH
It is 0~3, heat preservation is to the reaction was complete；The reaction product of gained is extracted through dichloromethane, is taken off dichloromethane, is obtained 3- propoxyl group propionic aldehyde；
3), in autoclave, 3- propoxyl group propionic aldehyde, 2,6- diethylanilines are mixed with organic solvent II, catalyst is added, led to
It is 1~10MPa to enter hydrogen to pressure, in 20~150 DEG C of heat preservations to the reaction was complete；The catalyst is palladium carbon；3- propoxyl group third
The molar ratio of aldehyde and 2,6- diethylanilines is 1~2:1, the palladium in the palladium carbon is the mole of 2,6- diethylanilines
0.1%~10%；By the reaction product cooling release of gained, filtering, gained filtrate removes organic solvent II, obtains amidogen ether；
4), amidogen ether, sodium hydroxide solution and toluene are mixed, chloracetyl chloride is added at a temperature of -10~20 DEG C, then in 20
To the reaction was complete, the molar ratio of the amidogen ether and chloracetyl chloride is 1 for~100 DEG C of heat preservations:1~2, sodium hydroxide solution is chloracetyl
1~2 mass of chlorine times.
5. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 4, which is characterized in that described
Acid is hydrochloric acid, sulfuric acid, phosphonic acids, acetic acid, p-methyl benzenesulfonic acid, methanesulfonic acid or trifluoroacetic acid.
6. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that including
Following steps：It is filtered after mixing grinding, grinding machine fine grinding, sample detection, qualification, metering is weighed, bottled storage.
7. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that described
Sampling analysis is acquired by liquid collector and prepares kettle inner liquid medicine, and is sent to check analysis room and is tested analysis.
8. the herbicidal composition of a kind of penoxsuam and KIH 6127 according to claim 1, which is characterized in that described
Storage is that finished product that packaging is completed is carried out storage preservation, and when storage should also have inspector to carry out secondary check.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109221201A (en) * | 2018-12-01 | 2019-01-18 | 安徽美程化工有限公司 | A kind of Herbicidal combinations and its application containing penoxsuam, oxaziclomefone and pretilachlor |
| CN114057750A (en) * | 2021-12-13 | 2022-02-18 | 浙江中山化工集团股份有限公司 | Preparation method of florasulam |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103688969A (en) * | 2013-11-28 | 2014-04-02 | 广东中迅农科股份有限公司 | Weeding composition for preventing and removing annual weed in rice paddy fields |
| CN104886103A (en) * | 2015-06-17 | 2015-09-09 | 广东中迅农科股份有限公司 | Weeding composition containing penoxsulam, halosulfuron-methyl and pyriminobac-methyl |
| CN105330649A (en) * | 2015-12-09 | 2016-02-17 | 安徽久易农业股份有限公司 | Preparation method of hingosulfuron-methyl |
| CN105601529A (en) * | 2015-12-19 | 2016-05-25 | 浙江大学 | Pretilachlor synthesis method |
| CN107494573A (en) * | 2017-08-07 | 2017-12-22 | 安徽圣丰生化有限公司 | A kind of herbicidal composition of penoxsuam, dichloro quinolinic acid and pyrazosulfuron |
-
2018
- 2018-03-27 CN CN201810256283.4A patent/CN108271796A/en not_active Withdrawn
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103688969A (en) * | 2013-11-28 | 2014-04-02 | 广东中迅农科股份有限公司 | Weeding composition for preventing and removing annual weed in rice paddy fields |
| CN104886103A (en) * | 2015-06-17 | 2015-09-09 | 广东中迅农科股份有限公司 | Weeding composition containing penoxsulam, halosulfuron-methyl and pyriminobac-methyl |
| CN105330649A (en) * | 2015-12-09 | 2016-02-17 | 安徽久易农业股份有限公司 | Preparation method of hingosulfuron-methyl |
| CN105601529A (en) * | 2015-12-19 | 2016-05-25 | 浙江大学 | Pretilachlor synthesis method |
| CN107494573A (en) * | 2017-08-07 | 2017-12-22 | 安徽圣丰生化有限公司 | A kind of herbicidal composition of penoxsuam, dichloro quinolinic acid and pyrazosulfuron |
Non-Patent Citations (1)
| Title |
|---|
| 曹燕蕾: "五氟磺草胺的合成简介", 《现代农药》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109221201A (en) * | 2018-12-01 | 2019-01-18 | 安徽美程化工有限公司 | A kind of Herbicidal combinations and its application containing penoxsuam, oxaziclomefone and pretilachlor |
| CN114057750A (en) * | 2021-12-13 | 2022-02-18 | 浙江中山化工集团股份有限公司 | Preparation method of florasulam |
| CN114057750B (en) * | 2021-12-13 | 2023-11-24 | 浙江中山化工集团股份有限公司 | Preparation method of florasulam |
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