CN113563230A - Preparation method of propamocarb hydrochloride technical - Google Patents
Preparation method of propamocarb hydrochloride technical Download PDFInfo
- Publication number
- CN113563230A CN113563230A CN202010857321.9A CN202010857321A CN113563230A CN 113563230 A CN113563230 A CN 113563230A CN 202010857321 A CN202010857321 A CN 202010857321A CN 113563230 A CN113563230 A CN 113563230A
- Authority
- CN
- China
- Prior art keywords
- propamocarb hydrochloride
- raw materials
- dimethyl
- raw
- propanediamine
- 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.)
- Granted
Links
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
- C07C269/04—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 from amines with formation of carbamate groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of propamocarb hydrochloride raw drug, which is characterized in that N-propyl chloroformate and N, N-dimethyl-1, 3-propane diamine are used as raw materials, and the raw materials are gasified and then reacted to prepare the propamocarb hydrochloride raw drug. According to the method, N-propyl chloroformate and N, N-dimethyl-1, 3-propanediamine are used as raw materials to prepare propamocarb hydrochloride, no solvent is needed, the produced propamocarb hydrochloride does not generate three wastes, and the method is environment-friendly and simple in process; the automatic control continuous feeding is adopted, so that the propamocarb hydrochloride can be automatically and continuously discharged, and the process is safer and more reliable; the content of the propamocarb hydrochloride prepared by the method reaches more than 97%, the yield reaches more than 98%, and the product quality is greatly improved.
Description
Technical Field
The invention belongs to the technical field of bactericide pesticide formulations, and particularly relates to a preparation method of propamocarb hydrochloride raw pesticide.
Background
The propamocarb hydrochloride, isoprocarb, triazophos, cyazofamid and the like are compounded into wettable powder, and the application is wider and the curative effect is better than that of a single propamocarb hydrochloride aqueous solution. At present, no report about a preparation method of propamocarb hydrochloride raw pesticide is provided at home, and a general method is to evaporate water by taking a prepared water aqua as a raw material to obtain the propamocarb hydrochloride raw pesticide. The disadvantages of this method are: because the specific heat capacity of water is large, the dehydration energy consumption is very large, and water is difficult to be completely dehydrated, the content of the propamocarb hydrochloride raw drug is 90-95%, and the recovered water contains partial organic matters, so that the propamocarb hydrochloride raw drug is difficult to directly apply. Foreign methods for preparing propamocarb hydrochloride raw drug by using toluene, n-propanol (EP 1383737 and EP 1254894) and the like as solvents exist, but the method takes toluene and alcohols as reaction solvents, so that the content of the propamocarb hydrochloride raw drug is low, and the organic solvent cannot be completely recovered after water washing, distillation and other post-treatments, thereby causing environmental pollution; and toxic, flammable and explosive solvents exist, and potential safety hazards exist in the production process.
The specification of the existing Chinese patent CN 108218745A discloses a' propamocarb hydrochloride synthesis formula and a synthesis method thereof: the method comprises the steps of adding N-propyl chloroformate, N-dimethyl-1, 3-propane diamine and water, adding no hydrolysis resisting agent, reducing the hydrolysis rate of the N-propyl chloroformate, and increasing the yield from 95% to more than 98%, but the raw materials still use a large amount of water for reaction, and although the yield is increased, the recovery rate is low, and the raw materials are difficult to directly apply, so a new technical scheme is needed for solving the technical problems.
Disclosure of Invention
The invention aims to provide a preparation method of propamocarb hydrochloride raw drug, and aims to solve the problems that the existing preparation method of propamocarb hydrochloride raw drug in the background art is low in recovery of water aqua or organic solvent, can not be directly used, and can cause environmental pollution and the like.
In order to achieve the purpose, the invention provides the following technical scheme: the preparation method of propamocarb hydrochloride raw drug is characterized in that N-propyl chloroformate and N, N-dimethyl-1, 3-propanediamine are used as raw materials, and the raw materials are gasified and then react to prepare propamocarb hydrochloride raw drug.
The preparation method comprises the following steps:
1) taking N-propyl chloroformate and N, N-dimethyl-1, 3-propane diamine as raw materials, and respectively conveying the raw materials into a gasification chamber by using flow pumps with different flow rates for gasification;
2) and (3) reacting the gasified raw materials through a reactor to prepare the propamocarb hydrochloride technical.
In the step 1, the molar ratio of the N, N-dimethyl-1, 3-propanediamine to the N-propyl chloroformate is 0.8-1.2.
In step 1, the flow pump sets the feeding speed for realizing automatic continuous feeding.
In the step 2, the temperature of the reactor is controlled to be 100-200 ℃.
In the step 2, propamocarb hydrochloride raw drug is separated by a gas-liquid separator, and propamocarb hydrochloride is finally obtained.
Compared with the prior art, the invention has the beneficial effects that:
1. the method takes the chloroformic acid N-propyl ester and the N, N-dimethyl-1, 3-propane diamine as raw materials to prepare the propamocarb hydrochloride, does not need to adopt any solvent, ensures that the produced propamocarb hydrochloride does not generate three wastes, and is environment-friendly and simple in process.
2. The invention adopts automatic control continuous feeding, so that the propamocarb hydrochloride can be automatically and continuously discharged, and the process is safer and more reliable.
3. The propamocarb hydrochloride prepared by the method has the content of more than 97 percent and the yield of more than 98 percent, so that the product quality is greatly improved.
Detailed Description
The following examples further illustrate the present invention but are not to be construed as limiting the invention. Modifications and substitutions to methods, procedures, or conditions of the invention may be made without departing from the spirit of the invention.
Example 1:
the first step,
206.4g (2 mol) of N, N-dimethyl-1, 3-propanediamine and 247.5g (2 mol) of N-propyl chloroformate are weighed and respectively conveyed into a gasification chamber by a flow pump with a certain feeding speed, the liquid raw material is heated into a gas raw material, the flow rate of the N, N-dimethyl-1, 3-propanediamine is 1.72g/min, and the flow rate of the N-propyl chloroformate is 2.06 g/min.
Step two,
The gasified raw materials are reacted through a reactor, the temperature in the reactor is controlled at 150-155 ℃, propamocarb hydrochloride raw pesticide obtained through the reaction is separated through a gas-liquid separator, and finally 453.9g of propamocarb hydrochloride is obtained, the detection content is 97.0%, and the yield is 98.1% (calculated by N, N-dimethyl-1, 3-propanediamine).
Example 2:
the first step,
206.4g (2 mol) of N, N-dimethyl-1, 3-propanediamine and 250g (2.02 mol) of N-propyl chloroformate are weighed and respectively conveyed into a gasification chamber by a flow pump with a certain feeding speed, the liquid raw material is heated into a gas raw material, the flow rate of the N, N-dimethyl-1, 3-propanediamine is 1.72g/min, and the flow rate of the N-propyl chloroformate is 2.08 g/min.
Step two,
The gasified raw materials are reacted through a reactor, the temperature in the reactor is controlled at 150-155 ℃, propamocarb hydrochloride raw pesticide obtained through the reaction is separated through a gas-liquid separator, and finally 456.4g of propamocarb hydrochloride is obtained, the detection content is 97.1%, and the yield is 98.7% (calculated by N, N-dimethyl-1, 3-propanediamine).
Example 3
The first step,
208.5g (2.02 mol) of N, N-dimethyl-1, 3-propanediamine and 247.5g (2 mol) of N-propyl chloroformate are weighed and respectively conveyed into a gasification chamber by a flow pump with a certain feeding speed, the liquid raw material is heated to be a gas raw material, the flow rate of the N, N-dimethyl-1, 3-propanediamine is 1.737g/min, and the flow rate of the N-propyl chloroformate is 2.06 g/min.
Step two,
The gasified raw materials are reacted through a reactor, the temperature in the reactor is controlled at 150-155 ℃, propamocarb hydrochloride raw drug obtained through the reaction is separated through a gas-liquid separator, and finally, 456g of propamocarb hydrochloride is obtained, the detection content is 97.1%, and the yield is 98.6% (calculated by N, N-dimethyl-1, 3-propanediamine).
Example 4
The first step,
206.4g (2 mol) of N, N-dimethyl-1, 3-propanediamine and 250g (2.02 mol) of N-propyl chloroformate are weighed and respectively conveyed into a gasification chamber by a flow pump with a certain feeding speed, the liquid raw material is heated into a gas raw material, the flow rate of the N, N-dimethyl-1, 3-propanediamine is 1.72g/min, and the flow rate of the N-propyl chloroformate is 2.08 g/min.
Step two,
The gasified raw materials are reacted through a reactor, the temperature in the reactor is controlled to be 160-165 ℃, the propamocarb hydrochloride raw drug obtained by the reaction is separated through a gas-liquid separator, and finally 456.4g of propamocarb hydrochloride is obtained, the detection content is 97.3%, and the yield is 98.9% (calculated by N, N-dimethyl-1, 3-propanediamine).
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (6)
1. The preparation method of propamocarb hydrochloride raw drug is characterized in that N-propyl chloroformate and N, N-dimethyl-1, 3-propanediamine are used as raw materials, and the raw materials are gasified and then react to prepare propamocarb hydrochloride raw drug.
2. The preparation method of propamocarb hydrochloride technical material according to claim 1, which is characterized by comprising the following steps:
1) taking N-propyl chloroformate and N, N-dimethyl-1, 3-propane diamine as raw materials, and respectively conveying the raw materials into a gasification chamber by using flow pumps with different flow rates for gasification;
2) and (3) reacting the gasified raw materials through a reactor to prepare the propamocarb hydrochloride technical.
3. The method for preparing propamocarb hydrochloride technical material according to claim 2, wherein in the step 1, the molar ratio of N, N-dimethyl-1, 3-propanediamine to N-propyl chloroformate is 0.8-1.2.
4. The method for preparing propamocarb hydrochloride technical material according to claim 2, wherein in the step 1, a flow pump is used for setting the feeding speed for realizing automatic continuous feeding.
5. The method for preparing propamocarb hydrochloride technical material according to claim 2, wherein in the step 2, the temperature of the reactor is controlled to be 100-200 ℃.
6. The method for preparing propamocarb hydrochloride technical material according to claim 2, characterized in that in the step 2, the propamocarb hydrochloride technical material is separated by a gas-liquid separator, and then the propamocarb hydrochloride is obtained finally.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010857321.9A CN113563230B (en) | 2020-08-24 | 2020-08-24 | Preparation method of propamocarb hydrochloride technical |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010857321.9A CN113563230B (en) | 2020-08-24 | 2020-08-24 | Preparation method of propamocarb hydrochloride technical |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113563230A true CN113563230A (en) | 2021-10-29 |
| CN113563230B CN113563230B (en) | 2023-04-11 |
Family
ID=78158730
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010857321.9A Active CN113563230B (en) | 2020-08-24 | 2020-08-24 | Preparation method of propamocarb hydrochloride technical |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113563230B (en) |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3513241A (en) * | 1966-12-17 | 1970-05-19 | Schering Ag | Fungicidal and fungistatic n-(dialkylaminoalkyl) - carbamic acid and thiocarbamic acid esters |
| US4108885A (en) * | 1967-08-25 | 1978-08-22 | Schering Ag | Salts of thiocarbamic esters with fungicidal and fungistatic action |
| CN1507433A (en) * | 2001-05-03 | 2004-06-23 | �ݶ�ũ������˾ | Process for the preparation of alkyl-N-(3-dimethylamino) alkylcarbamates |
| CN101548682A (en) * | 2009-04-14 | 2009-10-07 | 陕西恒田化工有限公司 | Novel method for synthesizing propamocarb hydrochloride of 722 g/l |
| CN103965080A (en) * | 2013-01-29 | 2014-08-06 | 浙江禾本科技有限公司 | Propamocarb hydrochloride and preparation method thereof |
| WO2018024828A1 (en) * | 2016-08-04 | 2018-02-08 | Taminco Bvba | Improved process for the preparation of carbamates |
| WO2018081221A1 (en) * | 2016-10-31 | 2018-05-03 | Eastman Chemical Company | Enzymatic preparation of propamocarb |
| CN108218745A (en) * | 2018-03-12 | 2018-06-29 | 浙江禾本科技有限公司 | A kind of propamocarb synthesizing formula and its synthetic method |
-
2020
- 2020-08-24 CN CN202010857321.9A patent/CN113563230B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3513241A (en) * | 1966-12-17 | 1970-05-19 | Schering Ag | Fungicidal and fungistatic n-(dialkylaminoalkyl) - carbamic acid and thiocarbamic acid esters |
| US4108885A (en) * | 1967-08-25 | 1978-08-22 | Schering Ag | Salts of thiocarbamic esters with fungicidal and fungistatic action |
| CN1507433A (en) * | 2001-05-03 | 2004-06-23 | �ݶ�ũ������˾ | Process for the preparation of alkyl-N-(3-dimethylamino) alkylcarbamates |
| CN101548682A (en) * | 2009-04-14 | 2009-10-07 | 陕西恒田化工有限公司 | Novel method for synthesizing propamocarb hydrochloride of 722 g/l |
| CN103965080A (en) * | 2013-01-29 | 2014-08-06 | 浙江禾本科技有限公司 | Propamocarb hydrochloride and preparation method thereof |
| WO2018024828A1 (en) * | 2016-08-04 | 2018-02-08 | Taminco Bvba | Improved process for the preparation of carbamates |
| WO2018081221A1 (en) * | 2016-10-31 | 2018-05-03 | Eastman Chemical Company | Enzymatic preparation of propamocarb |
| CN108218745A (en) * | 2018-03-12 | 2018-06-29 | 浙江禾本科技有限公司 | A kind of propamocarb synthesizing formula and its synthetic method |
Non-Patent Citations (2)
| Title |
|---|
| 张晓鹏等: "氨基甲酸酯类化合物的合成进展", 《化学通报》 * |
| 徐淑飞等: "杀菌剂乙霉威的合成方法研究", 《应用化工》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113563230B (en) | 2023-04-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103333047B (en) | Preparation method of dichloropropanol | |
| CN104555953A (en) | Preparation method of hydrazine hydrate | |
| US20210331999A1 (en) | System and process for co-producing dimethyl carbonate and ethylene glycol | |
| CN103159610B (en) | Method for synthesizing phenoxy carboxylate herbicide original medicine | |
| CN110294844B (en) | Method for synthesizing high molecular weight polyphenylene sulfide by controlling water content | |
| CN108440409B (en) | Green and efficient preparation method of rebamipide | |
| CN101781315A (en) | Synthesizing method of nafcillin sodium-hydrate | |
| CN113563230B (en) | Preparation method of propamocarb hydrochloride technical | |
| CN110483268A (en) | A kind of method that heteropoly acid catalysis microcrystalline cellulose prepares levulic acid | |
| CN110862323A (en) | Synthesis method of diaminodiphenylethane compound | |
| CN112592285A (en) | Continuous ammoniation production method of aminoacetic acid | |
| CN102850299B (en) | Preparation method for (methyl)glycidyl acrylate | |
| CN105566257A (en) | Industrial preparation method of acetyl tetrahydrofuran with high optical purity | |
| CN115557928A (en) | Synthetic method of 2-chlorothiophene-5-formic acid | |
| CN113072449B (en) | Synthesis method of 4,4, 4-trifluoroacetylacetic acid ethyl ester | |
| CN103626728A (en) | Preparation method for high purity TMAC | |
| CN100368371C (en) | Method for preparing calcium formate | |
| CN105254611A (en) | Preparation method for benzothiophene-2-carboxylic acid | |
| CN109824629B (en) | Method for preparing 3-amino-5- (alpha-aminoethyl) tetrahydrofuran by using N-acetylglucosamine | |
| CN102336685B (en) | Method for preparing cyanoacetic acid through continuous dehydration | |
| CN113402402B (en) | Method for recycling trans-p-aminocyclohexanol from low-concentration waste liquid | |
| CN111454172A (en) | Production method for preparing glutaronitrile by aminolysis of ester substance | |
| CN102584566B (en) | Method for preparing glycollic acid | |
| CN102942479A (en) | Method for preparing propylene glycol methyl ether acetate through two-step coupling reaction | |
| CN109678858A (en) | A kind of preparation method of folic acid |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |