CN106674059A - Synthesis method of carbohydrazide - Google Patents
Synthesis method of carbohydrazide Download PDFInfo
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- CN106674059A CN106674059A CN201710001081.0A CN201710001081A CN106674059A CN 106674059 A CN106674059 A CN 106674059A CN 201710001081 A CN201710001081 A CN 201710001081A CN 106674059 A CN106674059 A CN 106674059A
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- China
- Prior art keywords
- carbohydrazide
- urea
- butanone
- synthesis method
- reaction
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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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a synthesis method of carbohydrazide. The synthesis method is characterized in that the carbohydrazide is synthesized by taking methyl ethyl ketazine and urea as raw materials and reacting under a certain temperature. According to the synthesis method disclosed by the invention, the reaction yield is high, by-products are less, the energy consumption is low, and ammonia and butanone which are generated during a reaction process can be used for synthesizing the methyl ethyl ketazine; in addition, after the carbohydrazide in a reaction solution is centrifugally separated, residual mother liquid can be continuously used for synthesizing the carbohydrazide, so that the comprehensive utilization rate of the raw materials is increased, the production cost is reduced, and the generation of three wastes and the pollution to the environment are reduced.
Description
Technical field
The invention belongs to chemosynthesis technical field, and in particular to a kind of synthetic method of carbohydrazide.
Background technology
Carbohydrazide is a kind of important organic synthesis intermediate, can be synthesized with it a series of with the miscellaneous of bioactivity
Cycle compound.Carbohydrazide is also a kind of boiler feed water oxygen scavenger for being progressively widely recognized in recent years and applying, its deoxygenation machine
Reason is similar with hydrazine, but its oxygen scavenging ability and hydrazine is all substantially better than to iron, copper metallic face passivation ability, and toxicity compares and joins
Ammonia is small, is readily transported.Additionally, carbohydrazide also acts as the component of propellant, colour development etc., purposes is quite varied.
The synthetic method of carbohydrazide is more, and synthetic route main at present has carbonic ester hydrazinolysis method, distilling alcohols method, urea hydrazine
Solution, cyanuric acid hydrazinolysis method, phosgene hydrazinolysis method and carbazic acid Hydrolyze method etc..Above-mentioned synthetic method is all with hydrazine hydrate as former
Material, it is relative complex to there is production technology, high to equipment requirement, and material toxicity is big, and accessory substance is more, and yield is low, the problems such as high energy consumption.
The content of the invention
For the disadvantages mentioned above for overcoming prior art to exist, the invention provides a kind of process is simple, accessory substance be few, yield
Height, low in raw material price, energy-conserving and environment-protective, the carbohydrazide new synthetic method of economic security.
The technical solution adopted by the present invention is, with butanone azine and urea as raw material, phosphinylidyne to be synthesized at a certain temperature
Hydrazine, the ammonia and butanone generated in 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, and its mol ratio is butanone azine: urea=2-3: 1, the concentration of urea liquid
It is 25%~40%, is heated to 80 DEG C~130 DEG C and is reacted, the gas that will be steamed carries out rectifying in being introduced into rectifying column, in backflow
Than producing butanone in the case of R=0.5~20 and reclaiming ammonia, tower bottoms continues to react in flowing into reactor, and reaction 12~18 is small
When after sampling analysis, be terminal when the content of urea in reaction solution drops to 2g/l, stop heating, question response liquid is cooled to normal temperature
Afterwards, through centrifugation, washing, drying to obtain carbohydrazide.Its reaction equation is as follows:
The present invention synthesizes carbohydrazide using butanone azine with urea reaction, and reaction yield is high, accessory substance is few, energy consumption is low, raw material disappears
Consumption is few, and the ammonia and butanone reclaimed in course of reaction can be back to synthesis butanone azine, in addition, the carbohydrazide in reaction solution is centrifuged
Remaining mother liquor after separation(Main component is butanone azine and urea)Can continue to be back to synthesis carbohydrazide, improve raw material
Comprehensive utilization ratio, reduces production cost, reduces the generation and the pollution to environment of the three wastes.
Specific embodiment
Embodiment 1
The urea liquid 150ml that butanone azine 486g, concentration are 35% is placed in stirring, thermometer and reflux condensate device
In four-hole boiling flask, receiver top connects a conduit to absorb ammonia.80~130 are progressively warming up under agitating heating backflow
DEG C, butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 12~18 hours works as reaction
Stop heating when the content of urea drops to 2g/l in liquid and terminate reaction, after question response liquid is cooled to normal temperature, carbohydrazide is centrifuged and is filtered
Go out, the carbohydrazide 82g that fusing point is 152-154 DEG C is obtained after scrubbed, drying.
Embodiment 2
The urea liquid 370ml that butanone azine 1150g, concentration are 30% is placed in stirring, thermometer and reflux condensate device
In four-hole boiling flask, receiver top connects a conduit to absorb ammonia.80~125 are progressively warming up under agitating heating backflow
DEG C, butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 12~18 hours works as reaction
Stop heating when the content of urea drops to 2g/l in liquid and terminate reaction, after question response liquid is cooled to normal temperature, carbohydrazide is centrifuged and is filtered
Go out, the carbohydrazide 167g that fusing point is 152-154 DEG C is obtained after scrubbed, drying.
Embodiment 3
The urea liquid 440ml that butanone azine 1365g, concentration are 25% is placed in stirring, thermometer and reflux condensate device
In four-hole boiling flask, receiver top connects a conduit to absorb ammonia.80~120 DEG C are progressively warming up in the case where being stirred at reflux,
Butanone is produced in the case of reflux ratio R=0.5~20 and ammonia is reclaimed, sampling analysis after reacting 12~18 hours, when in reaction solution
The content of urea stops heating and terminates reaction when dropping to 2g/l, after question response liquid is cooled to normal temperature, carbohydrazide centrifugation is leached, and passes through
The carbohydrazide 172g that fusing point is 152-154 DEG C is obtained after washing, drying.
Claims (2)
1. a kind of synthetic method of carbohydrazide, it is characterized in that:Butanone azine and urea liquid are put into reactor, 80 are heated to
DEG C~130 DEG C reacted, the gas that will be steamed carries out rectifying in being introduced into rectifying column, is adopted in the case of reflux ratio R=0.5~20
Go out butanone and reclaim ammonia, tower bottoms continues to react in flowing into reactor, and sampling analysis after reacting 12~18 hours works as reaction solution
The content of middle urea is terminal when dropping to 2g/l, stops heating, after question response liquid is cooled to normal temperature, is through centrifugation, washing, drying
Obtain carbohydrazide.
2. the synthetic method of a kind of carbohydrazide according to claim 1, it is characterised in that:Butanone azine and urea mole
Than being butanone azine: urea=2-3: 1, the concentration of urea liquid is 25%~40%.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107188824A (en) * | 2017-06-04 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of preparation method of 2 hydroxyethylhydrazine |
CN107188823A (en) * | 2017-06-02 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of synthetic method of the fluorine phenylhydrazine of 4 chlorine 2 |
CN107188826A (en) * | 2017-06-07 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of method for preparing hydrazinobenzene hydrochloride salt |
Citations (6)
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DE2112398A1 (en) * | 1971-03-15 | 1972-09-21 | Bundesrep Deutschland | Carbohydrazide prepn - from hydrazine(hydrate) and urea or semicarbazide (salt) |
JPH04334359A (en) * | 1991-05-02 | 1992-11-20 | Nippon Hidorajin Kogyo Kk | Production of carbodihydrazide |
JP2002275150A (en) * | 2001-03-16 | 2002-09-25 | Japan Hydrazine Co Inc | Method of producing carbodihydrazide |
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CN102531970A (en) * | 2011-12-25 | 2012-07-04 | 聊城大学 | Carbohydrazide and fast synthesis method thereof |
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2017
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Patent Citations (6)
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DE2112398A1 (en) * | 1971-03-15 | 1972-09-21 | Bundesrep Deutschland | Carbohydrazide prepn - from hydrazine(hydrate) and urea or semicarbazide (salt) |
JPH04334359A (en) * | 1991-05-02 | 1992-11-20 | Nippon Hidorajin Kogyo Kk | Production of carbodihydrazide |
JP2002275150A (en) * | 2001-03-16 | 2002-09-25 | Japan Hydrazine Co Inc | Method of producing 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 |
CN102531970A (en) * | 2011-12-25 | 2012-07-04 | 聊城大学 | Carbohydrazide and fast synthesis method thereof |
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吴晓旺: "丁酮连氮水解反应精馏工艺的研究", 《中国优秀硕士论文 工程科技Ⅰ辑》 * |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107188823A (en) * | 2017-06-02 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of synthetic method of the fluorine phenylhydrazine of 4 chlorine 2 |
CN107188824A (en) * | 2017-06-04 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of preparation method of 2 hydroxyethylhydrazine |
CN107188826A (en) * | 2017-06-07 | 2017-09-22 | 重庆锦杉科技有限公司 | A kind of method for preparing hydrazinobenzene hydrochloride salt |
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Application publication date: 20170517 |