CN115057799B - Method for preventing color change of fenobucarb technical - Google Patents
Method for preventing color change of fenobucarb technical Download PDFInfo
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- CN115057799B CN115057799B CN202210860315.8A CN202210860315A CN115057799B CN 115057799 B CN115057799 B CN 115057799B CN 202210860315 A CN202210860315 A CN 202210860315A CN 115057799 B CN115057799 B CN 115057799B
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- fenobucarb
- technical
- additive
- tocopherol
- alpha
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- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 238000000034 method Methods 0.000 title claims abstract description 27
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 28
- 239000003814 drug Substances 0.000 claims abstract description 21
- 229940079593 drug Drugs 0.000 claims abstract description 18
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000011627 DL-alpha-tocopherol Substances 0.000 claims abstract description 14
- 235000001815 DL-alpha-tocopherol Nutrition 0.000 claims abstract description 14
- 239000002211 L-ascorbic acid Substances 0.000 claims abstract description 14
- 235000000069 L-ascorbic acid Nutrition 0.000 claims abstract description 14
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 14
- 229960000984 tocofersolan Drugs 0.000 claims abstract description 14
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims abstract description 14
- 239000000654 additive Substances 0.000 claims abstract description 13
- 230000000996 additive effect Effects 0.000 claims abstract description 13
- 238000003756 stirring Methods 0.000 claims abstract description 11
- 238000007789 sealing Methods 0.000 claims abstract description 6
- 238000002845 discoloration Methods 0.000 claims description 8
- 239000008186 active pharmaceutical agent Substances 0.000 claims description 5
- 229940088679 drug related substance Drugs 0.000 claims description 5
- 230000000694 effects Effects 0.000 abstract description 6
- 230000000052 comparative effect Effects 0.000 description 13
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 230000002147 killing effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000005944 Chlorpyrifos Substances 0.000 description 1
- 241001414720 Cicadellidae Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241001466042 Fulgoromorpha Species 0.000 description 1
- CLBRCZAHAHECKY-UHFFFAOYSA-N [Co].[Pt] Chemical compound [Co].[Pt] CLBRCZAHAHECKY-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000000152 carbamate pesticide Substances 0.000 description 1
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000004557 technical material Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/08—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a method for preventing a fenobucarb technical from being discolored, which comprises the following steps: in continuous CO feeding 2 Under the condition of (1), adding an additive into the original drug of the fenobucarb while stirring, wherein the additive consists of dl-alpha-tocopherol and L-ascorbic acid, the mass ratio of the dl-alpha-tocopherol to the L-ascorbic acid is 0.3-0.5:1, and the mass ratio of the additive to the original drug of the fenobucarb is 4-5:10000, and sealing and preserving. The method is simple and convenient, has good effect and can obviously prevent the color change of the high-quality fenobucarb original drug.
Description
Technical Field
The invention belongs to the technical field of chemistry, and particularly relates to a method for preventing high-quality fenobucarb technical from changing color.
Background
The fenobucarb, also called o-sec-butyl phenyl methyl carbamate, chlorpyrifos and basha, is a low-toxicity and high-efficiency carbamate pesticide, has strong contact killing effect, has certain stomach toxicity, fumigation and egg killing effects, has quick effect, has special effects on plant hoppers and leafhoppers, and has certain prevention effect on mosquitoes and fly larvae. However, the high-quality fenobucarb raw material is produced into colorless transparent oily liquid, and the liquid is easy to yellow in the storage process, so that the chromaticity index of the product is affected.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide the method for preventing the color change of the fenobucarb technical material, which has the advantages of simple and convenient operation, good effect and low cost.
In order to solve the technical problems, the invention adopts the following technical scheme.
A method for preventing discoloration of a fenobucarb drug substance comprising the steps of:
in continuous CO feeding 2 Under the condition of (1), adding an additive into the original drug of the fenobucarb while stirring, wherein the additive consists of dl-alpha-tocopherol and L-ascorbic acid, the mass ratio of the dl-alpha-tocopherol to the L-ascorbic acid is 0.3-0.5:1, and the mass ratio of the additive to the original drug of the fenobucarb is 4-5:10000, and sealing and preserving.
In the method for preventing the color change of the fenobucarb technical, the stirring temperature is preferably controlled to be 10-20 ℃, and the stirring time is preferably controlled to be 30-40 min.
The method for preventing the color change of the fenobucarb technical preferably comprises stopping introducing CO after sealing and preserving 2 。
In the method for preventing the color change of the fenobucarb technical, preferably, the mass fraction of fenobucarb in the fenobucarb technical is more than or equal to 96%.
In the method for preventing the color change of the fenobucarb raw medicine, the water content (mass fraction) of the fenobucarb raw medicine is preferably less than or equal to 0.1%.
In the invention, the fenobucarb is o-sec-butyl phenyl methyl carbamate, the L-ascorbic acid is L-2,3,5, 6-tetrahydroxy-2-hexenoic acid-gamma-lactone, and the dl-alpha-tocopherol is (+ -) -2, 5,7, 8-tetramethyl-2- (4, 8, 12-trimethyl tridecyl) -6-chromanol.
The chemical structural formula of fenobucarb is as follows:
compared with the prior art, the invention has the advantages that:
the method of the invention continuously introduces CO 2 Under the condition of adopting dl-alpha-tocopherol and L-ascorbic acid to treat the original drug of the fenobucarb, the compatibility of the dl-alpha-tocopherol and the original drug of the fenobucarb is good, the L-ascorbic acid can be dissolved in a small amount of water contained in the original drug, the discoloration of the fenobucarb can be effectively prevented after the two are mixed and cooperated, and the invention continuously introduces CO 2 Can effectively protect, cut off oxygen, dissolve trace and the like, and has simple and convenient method and outstanding effect.
Detailed Description
The invention is further described below in connection with specific preferred embodiments, but it is not intended to limit the scope of the invention. The materials and instruments used in the examples below are all commercially available.
The original drug of the fenobucarb adopted in each example below is obtained from high-quality original drug of the fenobucarb with the content of more than or equal to 98 percent produced by the pesticide chemical industry Co., ltd. In south China sea, namely the o-sec-butyl phenyl methyl carbamate medicament with the content of more than or equal to 98 percent, and the fenobucarb content is 98.4 percent and the product chromaticity is No. 20 (platinum cobalt method) through high performance liquid chromatography analysis.
Example 1:
the method for preventing the color change of the fenobucarb technical provided by the invention comprises the following steps:
in continuous CO feeding 2 Under the condition of (1), 1000g of the original drug of fenobucarb is weighed in a 1000mL large-mouth bottle, the additive is added and stirred, the additive consists of dl-alpha-tocopherol and L-ascorbic acid in the mass ratio of 0.3:1, the mass ratio of the additive to the original drug of fenobucarb is 5:10000, the stirring time is 30 minutes, the stirring temperature is controlled to be 10-12 ℃, and then the mixture is sealed and stored, and CO is stopped to be introduced 2 。
Example 2:
the process of the method for preventing the discoloration of the fenobucarb technical of the invention is basically the same as that of the example 1, except that: the dl-alpha-tocopherol and L-ascorbic acid are mixed in a mass ratio of 0.4:1, and the stirring time is 35 minutes.
Example 3:
the process of the method for preventing the discoloration of the fenobucarb technical of the invention is basically the same as that of the example 1, except that: the dl-alpha-tocopherol and L-ascorbic acid are mixed in the mass ratio of 0.5:1, and the stirring temperature is controlled between 18 ℃ and 20 ℃.
Comparative example 1
1000g of fenobucarb is placed in a 1000mL wide-mouth bottle and is not treated to serve as a blank control group.
Comparative example 2
Substantially the same as in example 1, the only difference is that: dl-alpha-tocopherol and L-ascorbic acid in a mass ratio of 0.2:1.
Comparative example 3
Substantially the same as in example 1, the only difference is that: dl-alpha-tocopherol and L-ascorbic acid in a mass ratio of 0.6:1.
Comparative example 4
Substantially the same as in example 1, the only difference is that: the mass ratio of the additive to the fenobucarb pesticide is 3:10000.
Comparative example 5
Substantially the same as in example 1, the only difference is that: CO is not introduced before sealing 2 And (3) gas.
The samples obtained by the treatments of examples 1 to 3 and comparative examples 1 to 5 were simultaneously irradiated under a 250WE27 infrared lamp and an ultraviolet lamp, the temperature of the irradiated products reached 70 ℃, and the time taken for the chromaticity of each group of high-quality fenobucarb crude drugs to become 100 th was recorded, and the color change of each group of high-quality fenobucarb crude drugs is shown in table 1 below.
TABLE 1 color Change Table of samples obtained by the treatments of examples 1-3 and comparative examples 1-5
| Group number | Time taken for chromaticity to become 100 # |
| Example 1 | For 8 days |
| Example 2 | 9 days |
| Example 3 | 8.5 days |
| Comparative example 1 | 1.5 days |
| Comparative example 2 | For 5 days |
| Comparative example 3 | For 5 days |
| Comparative example 4 | 4.5 days |
| Comparative example 5 | For 3 days |
As can be seen from the table, under the condition that the infrared lamp and the ultraviolet lamp are simultaneously irradiated and the temperature reaches 70 ℃, the time for changing the chromaticity of the product to No. 100 is not less than 8 days, and compared with 1.5 days of a blank control group and other comparative examples, the time is obviously prolonged. Therefore, the method can effectively prevent the high-quality fenobucarb technical from changing color.
The method provided by the invention is used for treating the original drug of fenobucarb, and the original drug is packaged by a galvanized iron barrel, and has no obvious color change phenomenon after being stored for 12 months.
The above description is only of the preferred embodiment of the present invention, and is not intended to limit the present invention in any way. While the invention has been described in terms of preferred embodiments, it is not intended to be limiting. Any person skilled in the art can make many possible variations and modifications to the technical solution of the present invention or equivalent embodiments using the method and technical solution disclosed above without departing from the spirit and technical solution of the present invention. Therefore, any simple modification, equivalent substitution, equivalent variation and modification of the above embodiments according to the technical substance of the present invention, which do not depart from the technical solution of the present invention, still fall within the scope of the technical solution of the present invention.
Claims (4)
1. A method for preventing discoloration of a fenobucarb drug substance, comprising the steps of:
in continuous CO feeding 2 Under the condition of (1), adding an additive into the original drug of the fenobucarb while stirring, wherein the additive consists of dl-alpha-tocopherol and L-ascorbic acid, the mass ratio of the dl-alpha-tocopherol to the L-ascorbic acid is 0.3-0.5:1, and the mass ratio of the additive to the original drug of the fenobucarb is 4-5:10000, and sealing and preserving;
the temperature of stirring is controlled to be 10-20 ℃, and the stirring time is controlled to be 30-40 min.
2. The method for preventing discoloration of a fenobucarb drug substance according to claim 1, wherein said sealing is stopped after storage 2 。
3. The method for preventing the discoloration of a fenobucarb technical according to claim 1 or 2, wherein the mass fraction of fenobucarb in the fenobucarb technical is not less than 96%.
4. A method of preventing discoloration of a fenobucarb drug substance according to claim 1 or 2, wherein the moisture content of the fenobucarb drug substance is less than or equal to 0.1%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210860315.8A CN115057799B (en) | 2022-07-21 | 2022-07-21 | Method for preventing color change of fenobucarb technical |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210860315.8A CN115057799B (en) | 2022-07-21 | 2022-07-21 | Method for preventing color change of fenobucarb technical |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115057799A CN115057799A (en) | 2022-09-16 |
| CN115057799B true CN115057799B (en) | 2023-11-24 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210860315.8A Active CN115057799B (en) | 2022-07-21 | 2022-07-21 | Method for preventing color change of fenobucarb technical |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115057799B (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050191393A1 (en) * | 2004-02-27 | 2005-09-01 | James Postma | Food grade natural/organic method for treating food |
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| CN115057799A (en) | 2022-09-16 |
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