CN220835498U - Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt - Google Patents
Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt Download PDFInfo
- Publication number
- CN220835498U CN220835498U CN202322611686.5U CN202322611686U CN220835498U CN 220835498 U CN220835498 U CN 220835498U CN 202322611686 U CN202322611686 U CN 202322611686U CN 220835498 U CN220835498 U CN 220835498U
- Authority
- CN
- China
- Prior art keywords
- methyl
- micro
- tank
- alpha
- raw material
- 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.)
- Active
Links
- -1 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt Chemical compound 0.000 title claims abstract description 36
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 48
- 239000002994 raw material Substances 0.000 claims abstract description 36
- 239000000243 solution Substances 0.000 claims abstract description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000007788 liquid Substances 0.000 claims abstract description 20
- 238000000926 separation method Methods 0.000 claims abstract description 14
- 239000012266 salt solution Substances 0.000 claims abstract description 3
- WMGVPDQNPUQRND-UHFFFAOYSA-N (2-methylphenyl)acetonitrile Chemical compound CC1=CC=CC=C1CC#N WMGVPDQNPUQRND-UHFFFAOYSA-N 0.000 claims description 6
- 159000000000 sodium salts Chemical class 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- NWPNXBQSRGKSJB-UHFFFAOYSA-N 2-methylbenzonitrile Chemical compound CC1=CC=CC=C1C#N NWPNXBQSRGKSJB-UHFFFAOYSA-N 0.000 abstract description 12
- BLLFVUPNHCTMSV-UHFFFAOYSA-N methyl nitrite Chemical compound CON=O BLLFVUPNHCTMSV-UHFFFAOYSA-N 0.000 abstract description 11
- 238000009776 industrial production Methods 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 150000002826 nitrites Chemical class 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 13
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 8
- 238000001514 detection method Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000004128 high performance liquid chromatography Methods 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 235000010288 sodium nitrite Nutrition 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- UMASJAGFFWQJGQ-UHFFFAOYSA-N 2-hydroxyimino-2-(2-methylphenyl)acetonitrile Chemical compound CC1=CC=CC=C1C(=NO)C#N UMASJAGFFWQJGQ-UHFFFAOYSA-N 0.000 description 3
- 239000005857 Trifloxystrobin Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000007034 nitrosation reaction Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000001308 synthesis method Methods 0.000 description 3
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- YCINJZQUXAFTQD-ZRDIBKRKSA-N methyl (2e)-2-methoxyimino-2-(2-methylphenyl)acetate Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1C YCINJZQUXAFTQD-ZRDIBKRKSA-N 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- LQAQMOIBXDELJX-UHFFFAOYSA-N 2-methoxyprop-2-enoic acid Chemical compound COC(=C)C(O)=O LQAQMOIBXDELJX-UHFFFAOYSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical class ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- QQGVWMIRCZEUBB-UHFFFAOYSA-N n-[1-[3-(trifluoromethyl)phenyl]ethylidene]hydroxylamine Chemical compound ON=C(C)C1=CC=CC(C(F)(F)F)=C1 QQGVWMIRCZEUBB-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000009935 nitrosation Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The utility model belongs to the field of chemical industry, and discloses a device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt, which comprises a raw material tank A, B, C for respectively storing hydrochloric acid, sodium nitrite methanol-water solution and o-methylbenzonitrile alkaline methanol solution, wherein the raw material tank A, B is communicated with an inlet of a micro-channel reactor A, an outlet of the micro-channel reactor A is communicated with a gas-liquid separation tank, an air outlet of the gas-liquid separation tank is communicated with an inlet of a micro-channel reactor B, a raw material tank C is communicated with an inlet of the micro-channel reactor B, and an outlet of the micro-channel reactor B is connected with a product collection tank, so that the obtained product is the 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt solution. The device can successfully replace other nitrites with methyl nitrite, greatly reduces the reaction cost, and realizes the safe reaction of the methyl nitrite and the o-methylbenzonitrile. In addition, the device has high reaction yield and extremely high product purity, and is suitable for continuous industrial production.
Description
Technical Field
The utility model belongs to the field of chemical industry, and particularly relates to a device for continuously preparing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt.
Background
The trifloxystrobin is developed by Nohua corporation and methoxy acrylic acid ester bactericides sold by Bayer corporation, can effectively prevent and treat almost all fungal diseases, has wide bactericidal spectrum, can still maintain drug effect after rain wash and has good environmental compatibility, and has become a research hotspot in the pesticide industry. (E) -2-methyl-alpha-methoxyiminophenylacetic acid methyl ester is an important intermediate for synthesizing trifloxystrobin, a bromo intermediate is prepared by bromination, and then the bromo intermediate reacts with m-trifluoromethyl acetophenone oxime to prepare trifloxystrobin, wherein the synthesis focus is the synthesis of 2-methyl-alpha-hydroxyiminobenzyl cyanide.
The currently published patent CN 110396054A contains a preparation method of the key intermediate (E) -2-methyl-alpha-methoxyiminophenylacetic acid methyl ester, and the process takes o-methylbenzonitrile as a raw material to prepare 2-methyl-alpha-hydroxyiminophenylacetonitrile through nitrosation reaction. When we repeat this route, we find that there is one major problem: the raw materials required by the reaction are nitrosation reagents, and the nitrous acid esters are easily decomposed explosive compounds, so that great potential safety hazards exist in storage, transportation and use, and industrial implementation is difficult. The nitrite described in this patent does not actually include methyl nitrite because methyl nitrite has a boiling point of only-12 c and is actually gaseous during use and cannot be added dropwise to the reaction system as described in the patent.
In the patent CN 108863845A, the o-methyl benzyl cyanide is also taken as a raw material to prepare 2-methyl-alpha-oxyiminobenzyl cyanide through nitrosation reaction, but the route clearly indicates that R in the nitrous acid ester RONO is selected from C2-C5 straight-chain alkane or C3-C6 branched alkane, and methyl nitrite with lower boiling point is not contained; considering the price of raw materials and unit consumption, methanol is cheap and has smaller mass per unit molar quantity, so that methyl nitrite has extremely high price advantage compared with the nitrite.
In summary, the prior art has potential safety hazards, and the operation is inconsistent with the actual material condition, so that the industrial production cannot be realized. (E) The preparation of 2-methyl-alpha-oxyiminophenylacetonitrile, a key intermediate of methyl 2-methyl-alpha-oxyiminophenylacetonitrile, needs to develop a safer, highly-feasible and cost-effective process route.
Disclosure of Invention
Aiming at the defects of the prior art, the utility model aims to provide a continuous 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt safety production device which solves the problems of potential safety hazards and raw material mixing in the existing 2-methyl-alpha-hydroxy iminobenzyl cyanide production.
The aim of the utility model is achieved by the following technical scheme:
A device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt comprises a raw material tank A, B, C for respectively storing hydrochloric acid, sodium nitrite methanol-water solution and o-methyl benzyl cyanide alkaline methanol solution, wherein the raw material tank A, B is communicated with an inlet of a micro-channel reactor A, an outlet of the micro-channel reactor A is communicated with a gas-liquid separation tank, an air outlet of the gas-liquid separation tank is communicated with an inlet of a micro-channel reactor B, a raw material tank C is communicated with an inlet of the micro-channel reactor B, an outlet of the micro-channel reactor B is connected with a product collecting tank, and the obtained product is 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt solution which is subjected to acid regulation and liquid separation to obtain 2-methyl-alpha-hydroxy iminobenzyl cyanide.
Preferably, the feed tank a, the feed tank B and the feed tank C are fed into the corresponding microchannel reactors by feed pumps.
Preferably, the corresponding pipelines of the raw material tank A, B, C are all provided with flow meters.
The synthetic route of the 2-methyl-alpha-hydroxy iminobenzyl cyanide is as follows:
The synthesis method of the 2-methyl-alpha-hydroxy iminobenzyl cyanide comprises the following steps:
(1) Preparing three reaction raw material solutions, namely hydrochloric acid, sodium nitrite methanol-water solution and o-methylbenzonitrile alkaline methanol solution, and respectively filling the three reaction raw material solutions into the raw material tank A, B, C;
(2) The flow rate of three streams of liquid is controlled by a feed pump, hydrochloric acid and sodium nitrite methanol-water solution react in a micro-channel reactor A to generate methyl nitrite gas and sodium chloride water solution, the gas-liquid mixture enters a gas-liquid separation tank, the liquid is discharged as waste brine, the gas is introduced into the micro-channel reactor B and reacts with o-methyl benzyl cyanide alkaline methanol solution injected under the control of the feed pump C to obtain a solution of 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt, the solvent methanol is removed under reduced pressure, and the 2-methyl-alpha-hydroxy iminobenzyl cyanide can be obtained after acid adjustment and liquid separation, wherein the yield can reach more than 90 percent, and no obvious by-product is generated.
Compared with the prior art, the utility model uses the microchannel reactor, fully exerts the characteristics of small liquid holdup and high safety of the reactor, and avoids the accumulation of dangerous chemicals of nitrous acid ester. Meanwhile, by utilizing the characteristic of high reaction efficiency of the microchannel reactor, methyl nitrite is successfully used for replacing other nitrites, so that the reaction cost is greatly reduced, and the safe reaction of methyl nitrite and o-methylbenzonitrile is realized. The process has high safety, rapid reaction, high reaction yield, extremely high product purity and low production cost, and is suitable for continuous industrial production.
Drawings
FIG. 1 is a schematic diagram of the connection of the device of the present utility model; 1. raw material tanks A,2, raw material tanks B,3, raw material tanks C,4, feed pumps A,5, feed pumps B,6, feed pumps C,7, microchannel reactor A,8, gas-liquid separation tank, 9, microchannel reactor B,10, product collection tank.
Detailed Description
The apparatus according to the present utility model will be further described with reference to examples.
Example 1
As shown in fig. 1, the device of the present utility model comprises a raw material tank a, a raw material tank B and a raw material tank C, which respectively store hydrochloric acid, sodium nitrite methanol-water solution and o-methylbenzonitrile alkaline methanol solution. The 3 raw material tanks are respectively provided with a feed pump, wherein the raw material tanks A, B are respectively communicated with the micro-channel reactor A through the feed pump A, B, the outlet of the micro-channel reactor A is communicated with the gas-liquid separation tank 8, the air outlet of the gas-liquid separation tank 8 is communicated with the inlet of the micro-channel reactor B, the raw material tank C is communicated with the inlet of the micro-channel reactor B, and the outlet of the micro-channel reactor B is connected with the product collecting tank 10.
Example 2
The synthesis method of the 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium comprises the following steps:
(1) Preparation of raw materials
34.5Kg of sodium nitrite, 16kg of methanol and 75kg of water are mixed in a batching kettle to prepare a methanol water solution of about 6mol/L of sodium nitrite, the mixture is kept stand at room temperature, no solid is precipitated, about 105L of solid is ensured, and the solution is injected into a raw material tank A;
Raw material tank B:36% by mass hydrochloric acid, about 12mol/L total 50kg about 42.37L;
200kg of methanol (253L) is added into a batching kettle, 46kg of NaOH is added under the stirring condition, 100kg of o-methyl benzyl cyanide is added after the temperature is reduced to the room temperature, the mixture is stirred and mixed uniformly, and the mixture is injected into a material tank C;
(2) The material tank A and the material tank B are respectively connected into a micro-channel reactor A through a feed pump A, B, and the flow rate of the micro-channel is set:
Feed pump A350mL/min;
141mL/min of feed pump B;
(3) Methyl nitrite product generated in the micro-channel reactor A enters the micro-channel reactor B through a gas-liquid separation tank, after gas generation is observed, a feeding pump C is arranged, the flow rate is 1.15L/min, the reaction time is 5h, the output product of the micro-channel reactor B is methanol solution of 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt, the total yield is 407kg of product solution, the content of each component in HPLC detection solution (detection condition: acetonitrile: 0.1% phosphoric acid aqueous solution = 5:5, the flow rate is 1ml/min, the detection wavelength is 254 nm), 163.8kg of 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt is obtained, the content of 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt is 99%, and the raw material reaction is completely undetected. Removing solvent methanol under reduced pressure at 60 ℃, adding 420kg of 10% hydrochloric acid into the residual liquid, stirring and reacting for 1h, standing and layering, wherein an oil layer is 2-methyl-alpha-hydroxyiminobenzyl cyanide, 117.6kg of a product is obtained, the yield is 96.3%, and the purity is 99.6% through HPLC detection.
Example 3
The synthesis method of the 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium comprises the following steps:
(1) Preparation of raw materials
34.5Kg of sodium nitrite, 16kg of methanol and 1200kg of water are mixed in a batching kettle to prepare a methanol water solution of about 0.6mol/L of sodium nitrite, the mixture is kept stand at room temperature, no solid precipitation is ensured, about 105L of solid precipitation is ensured, and the solution is injected into a raw material tank A;
Raw material tank B:11% by mass hydrochloric acid, about 3.2mol/L total 328kg about 313L;
1000kg of methanol (1250L) is added into a batching kettle, 46kg of NaOH is added under the stirring condition, 100kg of o-methyl benzyl cyanide is added after the temperature is reduced to the room temperature, the mixture is stirred and mixed uniformly, and the mixture is injected into a material tank C;
(2) The material tank A and the material tank B are respectively connected into a micro-channel reactor A through a feed pump A, B, and the flow rate of the micro-channel is set:
a feed pump A3.5L/min;
The feeding pump B is 0.53L/min;
(3) Methyl nitrite product generated in the micro-channel reactor A enters the micro-channel reactor B through a gas-liquid separation tank, after gas generation is observed, a feeding pump C is arranged, the flow rate is 4.5L/min, the reaction time is 5h, the output product of the micro-channel reactor B is methanol solution of 2-methyl-alpha-oxyiminobenzyl cyanide sodium salt, the total amount of the obtained product solution is 1210kg, the content of HPLC detection solution (detection condition: acetonitrile: 0.1% phosphoric acid aqueous solution=5:5, the flow rate is 1ml/min, the detection wavelength: 254 nm) is detected, the obtained 2-methyl-alpha-oxyiminobenzyl cyanide sodium salt is 157.9kg, the content of 2-methyl-alpha-oxyiminobenzyl cyanide sodium salt is 98.5%, and the raw material is 0.8% remained. Removing solvent methanol under reduced pressure at 60 ℃, adding 420kg of 10% hydrochloric acid into the residual liquid, stirring and reacting for 1h, standing and layering, obtaining an oil layer which is 2-methyl-alpha-hydroxy iminobenzyl cyanide, taking 1g of reaction liquid sample, adding 1 drop of hydrochloric acid for neutralization, fixing the volume to 1L, detecting by HPLC external standard, calculating to obtain 113.5kg of product with the yield of 92.8%, and detecting the purity of 98.6% by HPLC.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.
Claims (3)
1. The device for continuously synthesizing the sodium salt of the 2-methyl-alpha-hydroxy iminobenzyl cyanide is characterized by comprising a raw material tank A, B, C for respectively storing hydrochloric acid, sodium nitrite methanol-water solution and o-methyl benzyl cyanide alkaline methanol solution, wherein the raw material tank A, B is communicated with an inlet of a micro-channel reactor A, an outlet of the micro-channel reactor A is communicated with a gas-liquid separation tank, an air outlet of the gas-liquid separation tank is communicated with an inlet of a micro-channel reactor B, the raw material tank C is communicated with an inlet of the micro-channel reactor B, an outlet of the micro-channel reactor B is connected with a product collection tank, and the obtained product is the sodium salt solution of the 2-methyl-alpha-hydroxy iminobenzyl cyanide.
2. The apparatus of claim 1, wherein the feedstock tank a, feedstock tank B and feedstock tank C are fed into the corresponding microchannel reactor by feed pumps.
3. The apparatus according to claim 1 or 2, wherein the corresponding pipelines of the raw material tank A, B, C are each provided with a flowmeter.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202322611686.5U CN220835498U (en) | 2023-09-26 | 2023-09-26 | Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202322611686.5U CN220835498U (en) | 2023-09-26 | 2023-09-26 | Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN220835498U true CN220835498U (en) | 2024-04-26 |
Family
ID=90782706
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202322611686.5U Active CN220835498U (en) | 2023-09-26 | 2023-09-26 | Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN220835498U (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118373754A (en) * | 2024-06-21 | 2024-07-23 | 辽宁众辉生物科技有限公司 | Clean synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118373753A (en) * | 2024-06-21 | 2024-07-23 | 辽宁众辉生物科技有限公司 | Safe and green synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118724751A (en) * | 2024-07-16 | 2024-10-01 | 辽宁众辉生物科技有限公司 | A method for efficiently synthesizing a key intermediate of trifloxystrobin using a microchannel reactor |
-
2023
- 2023-09-26 CN CN202322611686.5U patent/CN220835498U/en active Active
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118373754A (en) * | 2024-06-21 | 2024-07-23 | 辽宁众辉生物科技有限公司 | Clean synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118373753A (en) * | 2024-06-21 | 2024-07-23 | 辽宁众辉生物科技有限公司 | Safe and green synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118373753B (en) * | 2024-06-21 | 2024-09-06 | 辽宁众辉生物科技有限公司 | Safe and green synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118373754B (en) * | 2024-06-21 | 2024-09-27 | 辽宁众辉生物科技有限公司 | Clean synthesis method of 2-methyl-alpha-methoxyiminobenzyl cyanide |
| CN118724751A (en) * | 2024-07-16 | 2024-10-01 | 辽宁众辉生物科技有限公司 | A method for efficiently synthesizing a key intermediate of trifloxystrobin using a microchannel reactor |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN220835498U (en) | Device for continuously synthesizing 2-methyl-alpha-hydroxy iminobenzyl cyanide sodium salt | |
| CN105272851B (en) | A kind of preparation method of (methyl) hydroxy-ethyl acrylate | |
| CN104844556A (en) | Method for continuously preparing vinylene carbonate by tubular reactor | |
| CN107935857A (en) | A kind of production method of isooctyl ester nitrate | |
| CN104159888A (en) | Process for the synthesis of urea comprising a passivation stream at the stripper bottom | |
| CN101992055A (en) | Method and device of continuously synthesizing tetramethyl ammonium carbonate by multi-reactors in series | |
| CN101575272B (en) | Process for continuously producing corresponding aldehyde by alkene hydroformylation reaction | |
| CN101781164B (en) | Preparation method of difluoromono-chloroethane | |
| CN105348228B (en) | Method and device for industrially and continuously producing tetrahydrofurfuryl alcohol diethyl ether | |
| CN101353336A (en) | Method and system for preparing furfuryl alcohol by furfural liquid phase hydrogenation | |
| CN116283883A (en) | Method for continuously producing vinylene carbonate by utilizing microchannel reactor | |
| CN211123731U (en) | Intelligent control reaction system for preparing ethylene glycol based on ethylene hydration method | |
| CN211814210U (en) | Micro-interface enhanced reaction system for preparing ethylene glycol based on ethylene hydration method | |
| CN212127531U (en) | Nitric acid industry preparation system based on micro-interface is reinforceed | |
| CN105503784A (en) | Method and device for producing tetrahydrofurfuryl alcohol ethyl ether through industrial ultrasonic reaction | |
| CN106278900B (en) | It is a kind of to prepare and the method for methyl nitrite gas without interruption | |
| CN117105759B (en) | Method for continuously preparing 2-chloro-1- (1-chlorocyclopropyl) ethanone | |
| CN102659088A (en) | Water-phase synthesis method of sodium azide | |
| CN113045451A (en) | Method for preparing methoxylamine hydrochloride by adopting microreactor | |
| CN219050812U (en) | Tail gas treatment system | |
| CN117482873A (en) | Continuous flow reactor for glycol ether and glycol ether preparation system and preparation method | |
| CN101328129B (en) | Preparation of 3-methoxy propanamine | |
| CN1253428C (en) | Method for synthesizing 4-nitro diphenylamine and 4-nitroso diphenylamine or/and their salts | |
| CN211522069U (en) | Continuous production device of potassium tert-butoxide | |
| CN108530301A (en) | A kind of synthetic method of tri- fluorin benzyl amines of 2,4,6- |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GR01 | Patent grant | ||
| GR01 | Patent grant |