CN113200886A - Synthesis method of acetyl hydroxylamine - Google Patents
Synthesis method of acetyl hydroxylamine Download PDFInfo
- Publication number
- CN113200886A CN113200886A CN202110425606.XA CN202110425606A CN113200886A CN 113200886 A CN113200886 A CN 113200886A CN 202110425606 A CN202110425606 A CN 202110425606A CN 113200886 A CN113200886 A CN 113200886A
- Authority
- CN
- China
- Prior art keywords
- reaction
- hydroxylamine
- aqueous solution
- microchannel reactor
- acetyl
- Prior art date
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- RRUDCFGSUDOHDG-UHFFFAOYSA-N acetohydroxamic acid Chemical compound CC(O)=NO RRUDCFGSUDOHDG-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 238000001308 synthesis method Methods 0.000 title claims abstract description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 54
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims abstract description 50
- 238000006243 chemical reaction Methods 0.000 claims abstract description 43
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000007864 aqueous solution Substances 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 7
- 239000000243 solution Substances 0.000 claims description 14
- 230000035484 reaction time Effects 0.000 claims description 9
- 238000004821 distillation Methods 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 239000002699 waste material Substances 0.000 abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- 238000009776 industrial production Methods 0.000 abstract 1
- 230000004907 flux Effects 0.000 description 4
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000007039 two-step reaction Methods 0.000 description 2
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical class ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/22—Hydroxylamino compounds or their ethers or esters having oxygen atoms of hydroxylamino groups esterified
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0093—Microreactors, e.g. miniaturised or microfabricated reactors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00781—Aspects relating to microreactors
- B01J2219/00851—Additional features
- B01J2219/00867—Microreactors placed in series, on the same or on different supports
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The application provides a synthesis method for acetyl hydroxylamine, which comprises the steps of synthesizing acetyl hydroxylamine by adopting a two-step method, replacing a traditional reaction bottle with a first micro-channel reactor and a second micro-channel reactor, completely dissolving hydroxylamine hydrochloride in water to 42% and preparing 30% sodium hydroxide, simultaneously feeding hydroxylamine hydrochloride aqueous solution and sodium hydroxide aqueous solution into the first micro-channel reactor for reaction by using different metering pumps, controlling the reaction temperature to be 20-25 ℃, collecting reaction liquid, simultaneously feeding the obtained reaction liquid and ethyl acetate into the second micro-channel reactor for reaction, controlling the reaction temperature to be 30-35 ℃, and distilling to obtain the acetyl hydroxylamine after the reaction is finished. The synthesis method of the acetyl hydroxylamine is improved, the raw materials are simple, the reaction is easy to control, the process is simple, the waste is less, the total yield can reach 98%, and the method is suitable for industrial production.
Description
Technical Field
The application relates to the field of production of acetyl hydroxylamine, in particular to a synthesis method for acetyl hydroxylamine.
Background
Acetylhydroxylamine is a key raw material for the production of chloroamines. The prior synthesis method of the acetyl hydroxylamine is to add hydroxylamine hydrochloride solid and ethyl acetate into a reaction bottle, and then to drop sodium hydroxide, and the method is slow in reaction efficiency and poor in yield when preparing the acetyl hydroxylamine, and other impurities are easily mixed in the exposed environment, so that the quality of the prepared acetyl hydroxylamine is influenced, more waste is produced, and the method is not suitable for large-scale production, so that the method for synthesizing the acetyl hydroxylamine is needed to solve the problems.
Disclosure of Invention
The application provides a synthesis method for acetyl hydroxylamine, which solves the problem of acetyl hydroxylamine in the prior art.
The application provides a synthesis method for acetyl hydroxylamine, which comprises the following steps:
a: preparing a hydroxylamine hydrochloride aqueous solution in a first preparation kettle and a sodium hydroxide aqueous solution in a second preparation kettle;
b, feeding the hydroxylamine hydrochloride aqueous solution into a first microchannel reactor through a first metering pump, feeding the sodium hydroxide aqueous solution into the microchannel reactor through a second metering pump, and collecting a distillation reaction solution after the reaction is finished;
c, feeding the reaction liquid in the step B into a second microchannel reactor through a third metering pump, and simultaneously adding ethyl acetate into the second microchannel reactor through a fourth metering pump;
and D, collecting distillation after the reaction is finished, measuring the conversion rate of the hydroxylamine hydrochloride to the acetyl hydroxylamine, and determining the yield.
Further, the synthesis method for the acetyl hydroxylamine comprises the steps that the concentration of the hydroxylamine hydrochloride aqueous solution is 42%, and the temperature of the sodium hydroxide aqueous solution is 30%.
Further, the reaction temperature of the first microchannel reactor is 20-25 ℃.
Further, the reaction temperature of the second microchannel reactor is 30-35 ℃.
Further, the reaction time of the first microchannel reactor is 9 min.
Further, the reaction time of the second microchannel reactor is 15 min.
According to the technical scheme, the synthesis method for the acetyl hydroxylamine is characterized in that the acetyl hydroxylamine is synthesized by adopting a two-step method, a traditional reaction bottle is replaced by a first micro-channel reactor and a second micro-channel reactor, a hydroxylamine hydrochloride solid is replaced by 42% of hydroxylamine hydrochloride aqueous solution, the reaction temperature of the first step is 25 ℃, the reaction time is 9min, and the reaction temperature of the second step is 30-35 ℃. The reaction time is 15min, the waste generation amount is small, the yield is high, the reaction time is short, and the method is suitable for large-scale production of the acetyl hydroxylamine.
Detailed Description
In order to make those skilled in the art better understand the technical solutions in the present application, the technical solutions in the embodiments of the present application will be clearly and completely described below.
According to the technical scheme, the synthesis method for the acetyl hydroxylamine comprises the following steps:
a: preparing a hydroxylamine hydrochloride aqueous solution in a first preparation kettle and a sodium hydroxide aqueous solution in a second preparation kettle;
b, feeding the hydroxylamine hydrochloride aqueous solution into a first microchannel reactor through a first metering pump, feeding the sodium hydroxide aqueous solution into the microchannel reactor through a second metering pump, and collecting a distillation reaction solution after the reaction is finished;
c, feeding the reaction liquid in the step B into a second microchannel reactor through a third metering pump, and simultaneously adding ethyl acetate into the second microchannel reactor through a fourth metering pump;
and D, collecting distillation after the reaction is finished, measuring the conversion rate of the hydroxylamine hydrochloride to the acetyl hydroxylamine, and determining the yield.
Preferably, the synthesis method of the acetyl hydroxylamine is used, the concentration of the hydroxylamine hydrochloride aqueous solution is 42%, and the temperature of the sodium hydroxide aqueous solution is 30%.
Preferably, the reaction temperature of the first microchannel reactor is 20-25 ℃.
Preferably, the reaction temperature of the second microchannel reactor is 30-35 ℃.
Preferably, the reaction time of the first microchannel reactor is 9 min.
Preferably, the reaction time of the second microchannel reactor is 15 min.
In the application, 69.5g (1mol) of hydroxylamine hydrochloride is preferably dissolved in 85g of water at normal temperature, 306g of 30% sodium hydroxide aqueous solution is prepared, the hydroxylamine hydrochloride solution and the sodium hydroxide solution are simultaneously introduced into a first microchannel reactor with the flux of 100ml, the flow rate of the hydroxylamine hydrochloride is controlled to be 13.4ml/min, the flow rate of the sodium hydroxide solution is controlled to be 24.6ml/min, the reaction temperature is 20-25 ℃, the reaction is finished after 9min, and then the reaction solution is collected.
And introducing the collected reaction solution and ethyl acetate into a second microchannel reactor with the flux of 100ml at the same time, wherein the flow rate of the reaction solution is 22.92ml/min, the flow rate of the ethyl acetate is 8.3ml/min, and the reaction temperature is 30-35 ℃. The reaction was complete in 15 min. After the reaction is finished, the yield can be determined by tracking and analyzing the content of hydroxylamine hydrochloride by TLC, and the yield of the two-step reaction is 98%.
For standby, 69.5g (1mol) of hydroxylamine hydrochloride is dissolved in 85g of water at normal temperature, 306g of 30% sodium hydroxide aqueous solution is prepared, the hydroxylamine hydrochloride solution and the sodium hydroxide solution are simultaneously introduced into a first microchannel reactor with the flux of 100ml, the flow rate of the hydroxylamine hydrochloride is 13.4ml/min, the flow rate of the sodium hydroxide solution is 24.6ml/min, the reaction temperature is 25 ℃, a large amount of bubbles are generated, and the reaction is finished after 9 min.
And introducing the reaction liquid and the ethyl acetate collected in the previous step into a second microchannel reactor with the flux of 100ml at the same time, wherein the flow rate of the reaction liquid is 22.92ml/min, the flow rate of the ethyl acetate is 8.3ml/min, the reaction temperature is 35 ℃, and the reaction is finished for 15 min. After the reaction is finished, the yield can be determined by tracking and analyzing the content of hydroxylamine hydrochloride by TLC, and the yield of the two-step reaction is 90%.
Other embodiments of the present application will be apparent to those skilled in the art from consideration of the specification and practice of the application disclosed herein. This application is intended to cover any variations, uses, or adaptations of the invention following, in general, the principles of the application and including such departures from the present disclosure as come within known or customary practice within the art to which the invention pertains. It is intended that the specification and examples be considered as exemplary only, with a true scope of the disclosure being indicated by the following claims.
It is to be understood that the present application is not limited to what has been described above, and that various modifications and changes may be made without departing from the scope thereof. The above-described embodiments of the present application do not limit the scope of the present application.
Claims (6)
1. A synthesis method for acetyl hydroxylamine is characterized by comprising the following steps:
a: preparing a hydroxylamine hydrochloride aqueous solution in a first preparation kettle and a sodium hydroxide aqueous solution in a second preparation kettle;
b, feeding the hydroxylamine hydrochloride aqueous solution into a first microchannel reactor through a first metering pump, feeding the sodium hydroxide aqueous solution into the microchannel reactor through a second metering pump, and collecting a distillation reaction solution after the reaction is finished;
c, feeding the reaction liquid in the step B into a second microchannel reactor through a third metering pump, and simultaneously adding ethyl acetate into the second microchannel reactor through a fourth metering pump;
and D, collecting distillation after the reaction is finished, measuring the conversion rate of the hydroxylamine hydrochloride to the acetyl hydroxylamine, and determining the yield.
2. A synthesis process for acetyl hydroxylamine according to claim 1, wherein the concentration of the hydroxylamine hydrochloride aqueous solution is 42% and the temperature of the sodium hydroxide aqueous solution is 30%.
3. The synthesis method of acetylhydroxylamine as claimed in claim 1, wherein the reaction temperature of the first microchannel reactor is 20 ℃ to 25 ℃.
4. The synthesis method of acetylhydroxylamine as claimed in claim 1, wherein the reaction temperature of the second microchannel reactor is 30-35 ℃.
5. The synthesis method of acetylhydroxylamine as claimed in claim 1, wherein the reaction time of the first microchannel reactor is 9 min.
6. The synthesis method of acetylhydroxylamine as claimed in claim 1, wherein the reaction time of the second microchannel reactor is 15 min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110425606.XA CN113200886A (en) | 2021-04-20 | 2021-04-20 | Synthesis method of acetyl hydroxylamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110425606.XA CN113200886A (en) | 2021-04-20 | 2021-04-20 | Synthesis method of acetyl hydroxylamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113200886A true CN113200886A (en) | 2021-08-03 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110425606.XA Pending CN113200886A (en) | 2021-04-20 | 2021-04-20 | Synthesis method of acetyl hydroxylamine |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102976968A (en) * | 2012-12-01 | 2013-03-20 | 张家港市大伟助剂有限公司 | Preparation method for methoxylamine hydrochloride |
| CN111909292A (en) * | 2020-08-14 | 2020-11-10 | 国药集团化学试剂有限公司 | Preparation method and application of O-benzylhydroxylamine resin |
-
2021
- 2021-04-20 CN CN202110425606.XA patent/CN113200886A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102976968A (en) * | 2012-12-01 | 2013-03-20 | 张家港市大伟助剂有限公司 | Preparation method for methoxylamine hydrochloride |
| CN111909292A (en) * | 2020-08-14 | 2020-11-10 | 国药集团化学试剂有限公司 | Preparation method and application of O-benzylhydroxylamine resin |
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Application publication date: 20210803 |
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