CN107098831A - A kind of preparation method of semicarbazides - Google Patents
A kind of preparation method of semicarbazides Download PDFInfo
- Publication number
- CN107098831A CN107098831A CN201710254876.2A CN201710254876A CN107098831A CN 107098831 A CN107098831 A CN 107098831A CN 201710254876 A CN201710254876 A CN 201710254876A CN 107098831 A CN107098831 A CN 107098831A
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- CN
- China
- Prior art keywords
- semicarbazides
- butanone
- urea
- azine
- reaction
- 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.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/06—Compounds containing any of the groups, e.g. semicarbazides
Abstract
The invention discloses a kind of preparation method of semicarbazides, this method is using butanone azine and urea as raw material, synthesizing amino urea is reacted at a certain temperature, its reaction yield is high, energy consumption is low, post processing is simple, the few purity of product impurity is high, and the ammonia and butanone that by-product is reclaimed in course of reaction can be back to synthesis butanone azine.The inventive method is not, using expensive hydrazine hydrate as raw material, but to use butanone azine that is with low cost, being readily synthesized for raw material compared with prior art, so as to reduce the production cost of semicarbazides.
Description
Technical field
The invention belongs to chemosynthesis technical field, and in particular to a kind of preparation method of semicarbazides.
Background technology
Semicarbazides, also known as carbamyl hydrazine, are a kind of white crystalline powders, and easy deliquescence is dissolved in water insoluble in absolute ethyl alcohol
And ether, for preparing the photochromic dyes on electrothermal sensitive recording paper, it is also used for medicine, the intermediate of the organic synthesis such as agricultural chemicals is used for
Produce nitrofurazone, furantoin, Adenaron, the medicine such as prednisolone, hydrocortisone.It is also used for determining aldehyde, ketone
Reagent.
At present, the preparation method of semicarbazides mainly has two kinds, i.e. urea-hydrazine hydrate method and hydrazine sulfate-Zassol method, and this two
The method of kind is all, using hydrazine hydrate as initiation material, semicarbazides to be produced because hydrazine hydrate is expensive, therefore using the above method
Cost is higher.
The content of the invention
For the production cost present in prior art it is higher the problem of and shortcoming, present inventor has performed further investigation,
It has found the relatively low new method for preparing semicarbazides of a kind of simple technique, high income, production cost.
The technical solution adopted by the present invention is, using butanone azine and urea as raw material, synthesizing amino to be reacted at a certain temperature
The ammonia and butanone generated in urea, course of reaction can be back to synthesis butanone azine.The concrete technology step of the inventive method is：Will
Butanone azine and urea liquid are put into reactor, are heated to 80 DEG C~130 DEG C and are reacted, and the gas steamed is introduced
Rectifying column, butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, the tower bottoms containing butanone azine is put back to
Continue to react in reactor, sampling analysis after reacting 8~12 hours, after the urea reaction in reaction solution is complete, by reactor
Water and the complete butanone azine of unreacted all steam, the solid matter in reactor is semicarbazides crude product, and semicarbazides is thick
Product recrystallize with water, dry after obtain semicarbazides finished product.
In above-mentioned technical proposal, the mol ratio of butanone azine and urea is 1~1.5: 1, the concentration of urea liquid for 25%~
40%.Its reaction equation is as follows：
Compared with prior art, the invention has the advantages that：
The present invention uses butanone azine and urea for Material synthesis semicarbazides, and reaction yield is high（With butanone azine rate of collecting 90%
More than）, energy consumption is low, post processing is simple, the few purity of product impurity is high（Content is more than 98%）, by-product is reclaimed in course of reaction
Ammonia and butanone can be back to synthesis butanone azine, reduce the production cost of semicarbazides.
Embodiment
Embodiment 1
Butanone azine 168g, the urea liquid 150ml that concentration is 35% are placed in four mouthfuls with stirring, thermometer and rectifier unit
In flask, receiver top connects a conduit to absorb ammonia.80~130 DEG C are progressively warming up under agitating and heating backflow,
Butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 8~12 hours, when in reaction solution
After urea reaction is complete, the complete butanone azine of the water and unreacted in four-hole boiling flask is all steamed, by the solid in four-hole boiling flask
Material recrystallizes with water, dry after obtain the semicarbazides 71.3g that fusing point is 95.5 DEG C.
Embodiment 2
Butanone azine 378g, the urea liquid 370ml that concentration is 30% are placed in four mouthfuls with stirring, thermometer and rectifier unit
In flask, receiver top connects a conduit to absorb ammonia.80~130 DEG C are progressively warming up under agitating and heating backflow,
Butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 8~12 hours, when in reaction solution
After urea reaction is complete, the complete butanone azine of the water and unreacted in four-hole boiling flask is all steamed, by the solid in four-hole boiling flask
Material recrystallizes with water, dry after obtain the semicarbazides 144.7g that fusing point is 96.2 DEG C.
Embodiment 3
Butanone azine 406g, the urea liquid 440ml that concentration is 25% are placed in four mouthfuls with stirring, thermometer and rectifier unit
In flask, receiver top connects a conduit to absorb ammonia.80~130 DEG C are progressively warming up under agitating and heating backflow,
Butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 8~12 hours, when in reaction solution
After urea reaction is complete, the complete butanone azine of the water and unreacted in four-hole boiling flask is all steamed, by the solid in four-hole boiling flask
Material recrystallizes with water, dry after obtain the semicarbazides 146.5g that fusing point is 95.8 DEG C.
Claims (1)
1. a kind of preparation method of semicarbazides, it is characterised in that comprise the following steps：Butanone azine and urea liquid are put into instead
Answer in kettle, be heated to 80 DEG C~130 DEG C and reacted, by the gas steamed introduce rectifying column, reflux ratio R=0.5~
Butanone is produced in the case of 20 and ammonia is reclaimed, the tower bottoms containing butanone azine is put back in reactor and continues to react, reaction 8~
Sampling analysis after 12 hours, after the urea reaction in reaction solution is complete, by the complete butanone azine of the water and unreacted in reactor
All steam, the solid matter in reactor is semicarbazides crude product, semicarbazides crude product is recrystallized with water, dry after obtain ammonia
Base urea finished product；The mol ratio of butanone azine and urea is 1~1.5: 1 in above-mentioned steps, and the concentration of urea liquid is 25%~40%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710254876.2A CN107098831A (en) | 2017-04-18 | 2017-04-18 | A kind of preparation method of semicarbazides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710254876.2A CN107098831A (en) | 2017-04-18 | 2017-04-18 | A kind of preparation method of semicarbazides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107098831A true CN107098831A (en) | 2017-08-29 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN201710254876.2A Pending CN107098831A (en) | 2017-04-18 | 2017-04-18 | A kind of preparation method of semicarbazides |
Country Status (1)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106674059A (en) * | 2017-01-03 | 2017-05-17 | 李亚杉 | Synthesis method of carbohydrazide |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4482738A (en) * | 1983-08-01 | 1984-11-13 | Olin Corporation | Process for preparing semicarbazide hydrochloride |
| JPH04334359A (en) * | 1991-05-02 | 1992-11-20 | Nippon Hidorajin Kogyo Kk | Production of carbodihydrazide |
| CN1425648A (en) * | 2001-12-14 | 2003-06-25 | 化学工业部西南化工研究设计院 | Process for preparing biurea |
| CN1762989A (en) * | 2005-11-08 | 2006-04-26 | 浙江工业大学 | Semicarbazone synthesis method |
-
2017
- 2017-04-18 CN CN201710254876.2A patent/CN107098831A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4482738A (en) * | 1983-08-01 | 1984-11-13 | Olin Corporation | Process for preparing semicarbazide hydrochloride |
| JPH04334359A (en) * | 1991-05-02 | 1992-11-20 | Nippon Hidorajin Kogyo Kk | Production of carbodihydrazide |
| CN1425648A (en) * | 2001-12-14 | 2003-06-25 | 化学工业部西南化工研究设计院 | Process for preparing biurea |
| CN1762989A (en) * | 2005-11-08 | 2006-04-26 | 浙江工业大学 | Semicarbazone synthesis method |
Non-Patent Citations (3)
| Title |
|---|
| 吴晓旺: "丁酮连氮水解反应精馏工艺的研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 张涌: "盐酸氨基脲制备工艺优化研究", 《江西化工》 * |
| 权小刚等: "丁酮连氮反应精馏制取水合肼工艺过程的研究", 《天然气化工》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106674059A (en) * | 2017-01-03 | 2017-05-17 | 李亚杉 | Synthesis method of carbohydrazide |
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Application publication date: 20170829 |
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