CN115201387A - Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate - Google Patents
Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate Download PDFInfo
- Publication number
- CN115201387A CN115201387A CN202210870475.0A CN202210870475A CN115201387A CN 115201387 A CN115201387 A CN 115201387A CN 202210870475 A CN202210870475 A CN 202210870475A CN 115201387 A CN115201387 A CN 115201387A
- Authority
- CN
- China
- Prior art keywords
- sample
- bromomethylphenyl
- detected
- solution
- acetic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Images
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/62—Detectors specially adapted therefor
- G01N30/74—Optical detectors
Landscapes
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to the technical field of chemical analysis, in particular to an analysis method for the content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate. The detection is carried out by adopting a high performance liquid chromatography, and comprises the following steps: preparing a standard substance solution and a sample solution to be detected; sequentially injecting samples into a high performance liquid chromatograph for analysis according to the sequence of a standard substance, a sample to be detected, the standard substance and the sample to be detected; calculating the average peak area of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard sample and the sample to be detected, and calculating the content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the sample to be detected according to an external standard method formula. The analysis method has strong specificity, good repeatability and good precision, and is particularly suitable for quality control of intermediate products in the production process of pesticides, thereby meeting the production requirement of high-quality pesticide trifloxystrobin.
Description
Technical Field
The invention relates to the technical field of chemical analysis, in particular to an analysis method for the content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate.
Background
The trifloxystrobin broad-spectrum bactericide is a novel fluorine-containing bactericide successfully developed by taking natural products Strobilurins as bactericide lead compounds. Has the characteristics of high efficiency, broad spectrum, protection, treatment, eradication, permeation, systemic activity, rain wash resistance, long lasting period and the like. Has no cross resistance with the existing bactericides and has good activity on almost all fungal diseases. The trifloxystrobin is suitable for wheat, barley, rye, triticale, grapes, apples, peanuts, bananas, vegetables and the like. Trifloxystrobin is highly toxic and risky to fish and aquatic organisms; low toxicity to birds, bees, silkworms and earthworms; is safe to crops, and has very wide application prospect in the market because the fertilizer can be quickly degraded in soil and water, thereby being safe to the environment.
(E) The English name of the (E) -Methyl-2- (2-bromomethyl phenyl) -2-methoxyimino acetic acid Methyl ester is (E) -Methyl-2- (2-bromomethyl phenyl) -2-methoxyimino acetate, and the molecular formula is C 11 H 12 BrNO 3 The molecular weight is 286.12, the melting point is 45-48 ℃, and the organic solvent such as acetonitrile, methanol and the like is easy to dissolve. (E) The (E) -2- (2-dibromomethylphenyl) -2-methoxyimino acetic acid methyl ester impurity and the (Z) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester isomer impurity can be generated in the production process of the (E) -2- (2-dibromomethylphenyl) -2-methoxyimino acetic acid methyl ester key intermediate, and the quality and the drug effect of the trifloxystrobin can be seriously influenced.
Through examination of relevant documents at home and abroad, no report on a method for detecting the content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the prior art is found, so that a corresponding content analysis and detection method is required to be provided in order to meet the production requirement of high-quality pesticide trifloxystrobin.
Disclosure of Invention
Aiming at the blank of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate content detection technology, the invention provides an analysis method of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate content, and the analysis method has the advantages of strong specificity, good precision, high recovery rate and good repeatability, and is particularly suitable for quality control of intermediate products of pesticide raw medicaments.
The technical scheme of the invention is as follows:
a method for analyzing the content of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester by adopting a high performance liquid chromatography comprises the following steps:
(1) Respectively dissolving a standard substance and a sample to be detected by using methanol as a solvent to prepare a standard substance solution and a sample solution to be detected;
(2) Setting the detection wavelength to be within the range of 230-270nm, and after the baseline of the instrument is stable, sequentially carrying out sample introduction analysis on a standard substance, a sample to be detected, the standard substance and the sample to be detected, wherein the chromatographic conditions comprise: the chromatographic column is a C18 reversed phase chromatographic column, the temperature of the chromatographic column is 30-50 ℃, the mobile phase is a mixed system of acetonitrile and 0.8% (v/v) glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 40-60: 60 to 40 percent;
(3) Calculating the average value of the peak areas of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard solution and the solution of the sample to be detected, and calculating the mass fraction of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the sample to be detected according to an external standard method formula:
in the formula:
A 1 -the average value of the peak area of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in the standard solution;
A 2 -the average value of the peak area of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in the sample solution to be tested;
m 1 -the quality of the standard;
m 2 -the mass of the sample to be tested;
P 1 -mass fraction of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in the standard;
X 1 -the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester in the sample to be tested.
Further, the column length of the column was 150mm, the column inner diameter was 4.6mm, and the column particle size was 5 μm.
Further, the temperature of the column was 40 ℃.
Further, the detection wavelength of the high performance liquid chromatography was set to 254nm.
Further, the volume ratio of acetonitrile to glacial acetic acid aqueous solution is 50:50.
further, the high performance liquid chromatography conditions further comprise: the sample volume per injection was 5. Mu.L.
Further, the high performance liquid chromatography conditions further comprise: the flow rate of the mobile phase is 0.8 to 1.2mL/min, preferably 1.0mL/min.
The beneficial effect of the invention is that,
the invention provides a brand-new method for detecting the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate, which solves the problem that a special high performance liquid chromatography detection method for (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate is lacked in the prior art, and the method for detecting the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate can realize the complete separation of a main peak from isomers and impurities, has good chromatographic peak shape, accurate integral calculation result and good operability, is more accurate and timely in obtained result, is particularly suitable for the quality control of intermediate products of pesticide raw medicaments, and has important action and practical significance for ensuring the quality of final products of trifloxystrobin.
Drawings
FIG. 1 is a chromatogram of the standard solution in example 1.
FIG. 2 is a chromatogram of the sample solution to be tested in example 1.
FIG. 3 is a chromatogram of the standard solution in example 2.
FIG. 4 is a chromatogram of a sample solution to be tested in example 2.
FIG. 5 is a chromatogram of the standard solution in example 3.
FIG. 6 is a chromatogram of a sample solution to be tested in example 3.
Fig. 7 is a chromatogram of the standard solution in comparative example 1.
FIG. 8 is a chromatogram of the sample solution to be tested in comparative example 1.
Fig. 9 is a chromatogram of the standard solution in comparative example 2.
FIG. 10 is a chromatogram of the sample solution to be tested in comparative example 2.
FIG. 11 is a linear relationship chart in test example 4.
Detailed Description
In order to make those skilled in the art better understand the technical solution of the present invention, the technical solution in the embodiment of the present invention will be clearly and completely described below with reference to the drawings in the embodiment of the present invention, and it is obvious that the described embodiment is only a part of the embodiment of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
The content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester solution of 817kg of product obtained in 301 batches of workshop production is analyzed, and the method comprises the following steps:
(1) Accurately weighing 0.0598g of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester standard substance, placing the standard substance in a 100mL volumetric flask, adding 80mL of methanol, oscillating to dissolve, diluting with methanol to a scale to obtain a standard substance solution for later use, wherein the mass fraction P of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard substance is 1 ＝98％；
Accurately weighing 0.2687g of a sample to be detected, placing the sample in a 100mL volumetric flask, adding 80mL of methanol, oscillating and dissolving, and diluting the sample to scale with the methanol to obtain a sample solution to be detected for later use;
(2) Adopting a high performance liquid chromatograph, wherein a chromatographic column is a C18 reversed-phase chromatographic column, the length of the chromatographic column is 150mm, the inner diameter of the chromatographic column is 4.6mm, and the granularity of the chromatographic column is 5 mu m; the temperature of the chromatographic column is 40 ℃; the mobile phase is a mixed system of acetonitrile and 0.8% (v/v) glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 50:50; the sample volume of each sample injection is 5 mu L, and the flow rate of the mobile phase is 1mL/min; the detection wavelength was set at 254nm.
(3) After the baseline of the instrument is stabilized, the sample is sequentially injected according to the sequence of the standard substance, the sample to be detected, the standard substance and the sample to be detected, the peak area average values of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate of the standard substance solution and the sample solution to be detected are respectively calculated, and the detection data are shown in the following table 1:
table 1 example 1 test results
(4) Calculating the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected according to an external standard method formula, wherein the specific formula is as follows:
in the formula: a. The 1 -average peak area of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in standard solutionA value;
A 2 -the average value of the peak area of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in the sample solution to be tested;
m 1 -the quality of the standard;
m 2 -the mass of the sample to be tested;
P 1 -mass fraction of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate in the standard;
X 1 -mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester in the sample to be tested;
the mass fraction of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated to be 21.33%.
Fig. 1 and fig. 2 are chromatograms of a standard sample and a sample to be tested in this embodiment, respectively. In FIG. 1, the peak corresponding to the 11.270min position represents the impurity of methyl (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetate, and the peak corresponding to the 6.956min position represents methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate; in FIG. 2, the peak at the 11.327min position represents the (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetic acid methyl ester impurity, the peak at the 11.994min position represents the Z isomer, and the peak at the 6.994min position represents (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester.
Example 2
Analysis of 108.3g of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate obtained in the pilot 20220220220215 lot included the following steps:
(1) Accurately weighing 0.0569g of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester standard substance, placing the standard substance in a 100mL volumetric flask, adding 80mL of methanol, oscillating to dissolve, diluting with methanol to a scale to obtain a standard substance solution for later use, wherein the mass fraction P of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard substance is 1 ＝98％；
Accurately weighing 0.0795g of a sample to be detected, placing the sample to be detected in a 100mL volumetric flask, adding 80mL of methanol, oscillating and dissolving, and diluting the sample to scale with the methanol to obtain a sample solution to be detected for later use;
(2) Adopting a high performance liquid chromatograph, wherein the chromatographic column is a C18 reversed phase chromatographic column, the length of the chromatographic column is 150mm, the inner diameter of the chromatographic column is 4.6mm, and the granularity of the chromatographic column is 5 mu m; the temperature of the chromatographic column is 40 ℃; the mobile phase is a mixed system of acetonitrile and 0.8% (v/v) glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 50:50; the volume of the sample injected each time is 5 mu L, and the flow rate of the mobile phase is 1mL/min; the detection wavelength was set at 254nm.
(3) After the baseline of the instrument is stabilized, samples are sequentially injected according to the sequence of the standard substance, the sample to be detected, the standard substance and the sample to be detected, the average value of the peak areas of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester of the standard substance solution and the sample solution to be detected is respectively calculated, and the detection data are shown in the following table 2:
table 2 example 2 test results
(4) The mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated according to an external standard method formula, the specific formula is the same as that in example 1, and the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is 46.85%.
Fig. 3 and 4 are chromatograms of the standard product and the sample to be tested in this embodiment, respectively. In FIG. 3, the peak corresponding to the 6.947min position is the characteristic peak of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate; in FIG. 4, the peak at the 11.258min position is (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetic acid methyl ester impurity, the peak at the 11.874min position is Z isomer, and the peak at the 6.950min position is (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester.
Example 3
Analysis of the 264g of methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate obtained in the pilot 20220220220225 batch contained the following steps:
(1) Accurately weighing (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid0.0395g of methyl ester standard substance is placed in a 100mL volumetric flask, 80mL of methanol is added, after shaking and dissolving, the methyl ester standard substance is diluted to a scale mark by using the methanol to obtain a standard substance solution for later use, and the mass fraction P of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard substance is 1 ＝98％；
Accurately weighing 0.1038g of a sample to be detected, placing the sample in a 100mL volumetric flask, adding 80mL of methanol, oscillating and dissolving, and diluting the sample to a scale with the methanol to obtain a sample solution to be detected for later use;
(2) Adopting a high performance liquid chromatograph, wherein the chromatographic column is a C18 reversed phase chromatographic column, the length of the chromatographic column is 150mm, the inner diameter of the chromatographic column is 4.6mm, and the granularity of the chromatographic column is 5 mu m; the temperature of the chromatographic column is 40 ℃; the mobile phase is a mixed system of acetonitrile and 0.8% (v/v) glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 50:50; the volume of the sample injected each time is 5 mu L, and the flow rate of the mobile phase is 1mL/min; the detection wavelength was set at 254nm.
(3) After the baseline of the instrument is stabilized, the sample is sequentially injected according to the sequence of the standard substance, the sample to be detected, the standard substance and the sample to be detected, the peak area average values of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate of the standard substance solution and the sample solution to be detected are respectively calculated, and the detection data are shown in the following table 3:
table 3 example 3 test results
(4) The mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated according to an external standard method formula, the specific formula is the same as that in example 1, and the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is 45.54%.
Fig. 5 and 6 are chromatograms of the standard product and the sample to be tested in the present embodiment, respectively. In FIG. 5, the peak corresponding to the 11.383min position represents the impurity of methyl (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetate, and the peak corresponding to the 7.049min position represents methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate; in FIG. 6, the peak corresponding to the 11.366min position represents the impurity methyl (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetate, the peak corresponding to the 12.056min position represents the Z isomer, and the peak corresponding to the 7.018min position represents methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate.
Comparative example 1
The standard solution and the sample solution to be tested in example 1 were used as the test objects.
(1) Adopting a high performance liquid chromatograph, wherein the chromatographic column is a C18 reversed phase chromatographic column, the length of the chromatographic column is 150mm, the inner diameter of the chromatographic column is 4.6mm, and the granularity of the chromatographic column is 5 mu m; the temperature of the chromatographic column is 40 ℃; the mobile phase is a mixed system of acetonitrile and 0.8% (v/v) glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 65:35; the volume of the sample injected each time is 5 mu L, and the flow rate of the mobile phase is 1mL/min; the detection wavelength was set at 254nm.
(2) After the baseline of the instrument is stabilized, the sample is sequentially injected according to the sequence of the standard substance, the sample to be detected, the standard substance and the sample to be detected, the peak area average values of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate of the standard substance solution and the sample solution to be detected are respectively calculated, and the detection data are shown in the following table 4:
table 4 test results of comparative example 1
(3) The mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated according to an external standard method formula, the specific formula is the same as that in the example 1, and the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated to be 21.50%.
Fig. 7 and 8 are chromatograms of the standard product and the sample to be tested in the present embodiment, respectively. In FIG. 7, the peak at the 5.151min position is (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester, and the peak at the 9.584min position is (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetic acid methyl ester impurity; in FIG. 8, the peak corresponding to 5.139min position is (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester, the peak corresponding to 9.595min position is (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetic acid methyl ester impurity, and the peak corresponding to 10.424min position is Z isomer. The comparison example shows that the separation degree of the main peak of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate and the unknown impurities at the position of 4.688min is poor, and the detection result is influenced.
Comparative example 2
The standard solution and the solution to be tested in example 3 were used as the test subjects.
(1) Adopting a high performance liquid chromatograph, wherein a chromatographic column is a C18 reversed-phase chromatographic column, the length of the chromatographic column is 150mm, the inner diameter of the chromatographic column is 4.6mm, and the granularity of the chromatographic column is 5 mu m; the temperature of the chromatographic column is 40 ℃; the mobile phase is a mixed system of acetonitrile and water, and the volume ratio of the acetonitrile to the water is 35:65; the volume of the sample injected each time is 5 mu L, and the flow rate of the mobile phase is 1mL/min; the detection wavelength was set at 254nm.
(2) After the baseline of the instrument is stabilized, the sample is sequentially injected according to the sequence of the standard substance, the sample to be detected, the standard substance and the sample to be detected, the peak area average values of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate of the standard substance solution and the sample solution to be detected are respectively calculated, and the detection data are shown in the following table 5:
TABLE 5 test results of comparative example 2
(3) The mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is calculated according to an external standard method formula, the specific formula is the same as that in example 1, and the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate in the sample to be detected is 45.50%.
Fig. 9 and 10 are chromatograms of the standard product and the sample to be tested in the present embodiment, respectively. In FIG. 9, the peak corresponding to the 14.332min position represents methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate, and the peak corresponding to the 19.921min position represents methyl (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetate as an impurity; in FIG. 10, the peak at 14.400min represents methyl (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetate, the peak at 19.294min represents the impurity methyl (E) -2- (2-dibromomethylphenyl) -2-methoxyiminoacetate, and the peak at 20.829min represents the Z isomer. Although the conditions of the comparative example have no great influence on the detection result, the retention time is later, and the analysis period is long.
Test example 1 stability test
Taking the sample solution to be tested in example 1 as an object to be examined, adopting a high performance liquid chromatograph with a diode array detector, analyzing once at a certain time interval at room temperature for 6 times, and simultaneously recording peak areas under the same analysis conditions as in example 1.
The results are shown in table 6 below, comparing the peak areas gives RSD less than 1%, indicating that the analytical method of the present invention has good stability.
TABLE 6 stability test results
Test example 2 precision test
Taking (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the small sample 20220220215 of example 2 as a subject, weighing 0.0569g of a standard sample and five parallel samples to be tested, respectively injecting samples according to the sequence of a standard solution, a sample solution to be tested, a standard solution and a sample solution to be tested, and calculating the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the five parallel samples to be tested. The analysis conditions were the same as in example 1.
The results are shown in the following table 7, and the results obtained by comparing the mass fraction of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester show that the precision of the analysis method is good, and the RSD is less than 1%.
TABLE 7 results of precision test
Test example 3 recovery test
The small sample 20220220220225 of example 3 was taken as a test object and divided into five portions, and the known (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester solution was prepared by adding different mass of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester standard samples, and the content thereof was measured by a high performance liquid chromatograph equipped with a diode array detector to calculate the recovery rate of the added standard. The analysis conditions were the same as in example 1.
The results are shown in the following table 8, the recovery rates are all between 98% and 102%, and the average recovery rate is 99.82%, which indicates that the experimental recovery rate meets the requirements.
TABLE 8 recovery test results
Test example 4 Linear test
Weighing a series of standard products with different masses, placing the standard products in a 100mL volumetric flask, dissolving the standard products with methanol, fixing the volume, and observing the relation between the peak area and the solution concentration after sample injection. The analysis conditions were the same as in example 1.
The results are shown in table 9 below and fig. 11, and the correlation coefficient is 0.999, which indicates that the analysis method provided by the present invention is linear and satisfactory.
TABLE 9 Linear test results
| Serial number | Sample weighing/g | concentration/g/L of standard solution | Peak area 1 | Peak area 2 | Average peak area |
| 1 | 0.0331 | 0.331 | 1996642 | 1996923 | 1996782.5 |
| 2 | 0.0450 | 0.450 | 2711046 | 2723019 | 2717032.5 |
| 3 | 0.0561 | 0.561 | 3374826 | 3377014 | 3375920 |
| 4 | 0.0647 | 0.647 | 3907463 | 3907698 | 3907580.5 |
| 5 | 0.0741 | 0.741 | 4419042 | 4439336 | 4429189 |
It can be known from the above test examples 1-4 that the method for analyzing the content of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester provided by the invention has high accuracy and good operability, and can be widely applied to the analysis and detection of the content of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester.
Although the present invention has been described in detail by referring to the drawings in connection with the preferred embodiments, the present invention is not limited thereto. Various equivalent modifications or substitutions can be made on the embodiments of the present invention by those skilled in the art without departing from the spirit and scope of the present invention, and these modifications or substitutions are within the scope of the present invention/any person skilled in the art can easily conceive of the changes or substitutions within the technical scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (8)
1. A method for analyzing the content of (E) -2- (2-bromomethylphenyl) -2-methoxyiminoacetic acid methyl ester is characterized in that the analysis is carried out by adopting a high performance liquid chromatography, and the method comprises the following steps:
(1) Respectively dissolving a standard substance and a sample to be detected by using methanol as a solvent, and preparing a standard substance solution and a sample solution to be detected;
(2) Setting the detection wavelength to be within the range of 230-270nm, and after the baseline of the instrument is stable, sequentially carrying out sample introduction analysis on a standard substance, a sample to be detected, the standard substance and the sample to be detected, wherein the chromatographic conditions comprise: the chromatographic column is a C18 reversed phase chromatographic column, the temperature of the chromatographic column is 30-50 ℃, the mobile phase is a mixed system of acetonitrile and 0.8% glacial acetic acid aqueous solution, and the volume ratio of the acetonitrile to the glacial acetic acid aqueous solution is 40-60: 60 to 40 percent;
(3) Calculating the average value of the peak areas of (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the standard solution and the solution of the sample to be detected, and calculating the mass fraction of the (E) -2- (2-bromomethylphenyl) -2-methoxyimino acetic acid methyl ester in the sample to be detected according to an external standard method formula.
2. The analytical method according to claim 1, wherein the column of the chromatography has a column length of 150mm, a column inner diameter of 4.6mm, and a column particle size of 5 μm.
3. The assay of claim 1, wherein the temperature of the column is 40 ℃.
4. The analytical method according to claim 1, wherein the detection wavelength of the high performance liquid chromatography is set to 254nm.
5. The assay of claim 1, wherein the volume ratio of acetonitrile to aqueous glacial acetic acid is 50:50.
6. the analytical method of claim 1, wherein the high performance liquid chromatography conditions further comprise: the sample volume per injection was 5. Mu.L.
7. The analytical method of claim 1, wherein the high performance liquid chromatography conditions further comprise: the flow rate of the mobile phase is 0.8-1.2mL/min.
8. The assay of claim 7, wherein the flow rate of the mobile phase is 1.0mL/min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210870475.0A CN115201387A (en) | 2022-07-22 | 2022-07-22 | Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210870475.0A CN115201387A (en) | 2022-07-22 | 2022-07-22 | Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115201387A true CN115201387A (en) | 2022-10-18 |
Family
ID=83583387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210870475.0A Pending CN115201387A (en) | 2022-07-22 | 2022-07-22 | Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115201387A (en) |
-
2022
- 2022-07-22 CN CN202210870475.0A patent/CN115201387A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106053703B (en) | It is a kind of at the same detect food in various plants growth regulator method | |
| CN111308002A (en) | Method for detecting isoxazoline insecticide and impurities thereof | |
| CN113341038A (en) | Method for measuring content of emamectin benzoate | |
| CN112697943A (en) | Method for analyzing content of 2- (2-methylphenoxymethyl) benzoyl chloride | |
| CN112326847A (en) | Method for detecting impurities in isophthalonitrile | |
| CN113607836B (en) | Analysis method for content of indoxacarb key intermediate | |
| CN115201387A (en) | Method for analyzing content of (E) -2- (2-bromomethylphenyl) -2-methoxyimino methyl acetate | |
| CN106814144B (en) | Method for determining and analyzing content of dimethyl sulfate in dimethyl fumarate | |
| CN112345663B (en) | Analysis method for content of 5-chloro-2-methoxycarbonyl-1-indanone ester | |
| CN114002350A (en) | Method for detecting content of organic impurities in tetrachlorodicyanobenzene | |
| CN111208215A (en) | Method for detecting impurity 2-mercaptobenzothiazole in ceftriaxone sodium | |
| CN109212076B (en) | Method for detecting oxyfluorfen in water by using HPLC-MS/MS method | |
| CN110376302B (en) | Method for detecting m-fluorobenzaldehyde and m-fluorobenzene cinnamaldehyde | |
| CN110618189A (en) | Analysis method for rapidly detecting dithiocarbamate pesticide residues by adopting ion mobility spectrometry | |
| CN107290457A (en) | 1 N-Propyl Bromide headspace gas chromatography assay method in urine | |
| CN112305113A (en) | Analysis method of metham sodium | |
| CN116183772B (en) | Method for detecting mutation-causing impurities in bulk drug | |
| CN112684025B (en) | Method for detecting 2-amino-2, 3-dimethylbutyronitrile by high performance liquid chromatography and application thereof | |
| CN115406993B (en) | HLPC method for detecting 2-methyl-4-chloroisooctyl ester and fluroxypyr-meptyl acetate | |
| CN113607833B (en) | Content analysis method of indoxacarb intermediate | |
| CN115901994A (en) | Method for analyzing content of flufenacet intermediate | |
| CN112255347B (en) | Method for measuring ethirimol isomer | |
| CN111007182B (en) | Method for determining impurities in 2, 2-difluoroethanol by gas chromatography | |
| CN114487166B (en) | Method for detecting content of 2, 6-dihydroxy-3-cyano-4-trifluoromethylpyridine | |
| CN114994221A (en) | Method for analyzing content of 2, 3-dimethyl-p-bromophenyl sulfone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information | ||
| CB02 | Change of applicant information |
Address after: 256500 Boxing Economic Development Zone, Shandong, Binzhou Applicant after: Shandong Jingbo Agrochemical Technology Co.,Ltd. Address before: 256500 Boxing Economic Development Zone, Shandong, Binzhou Applicant before: JINGBO AGROCHEMICALS TECHNOLOGY Co.,Ltd. |