CN107098883A - A kind of synthetic method of 2 thenoyl hydrazine - Google Patents
A kind of synthetic method of 2 thenoyl hydrazine Download PDFInfo
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- CN107098883A CN107098883A CN201710343792.6A CN201710343792A CN107098883A CN 107098883 A CN107098883 A CN 107098883A CN 201710343792 A CN201710343792 A CN 201710343792A CN 107098883 A CN107098883 A CN 107098883A
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- China
- Prior art keywords
- water
- reaction
- thenoyl
- butanone
- amines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Abstract
The invention provides a kind of synthetic method of 2 thenoyl hydrazine, this method is using 2 thenoyl amines, butanone azine and water as raw material, the thenoyl hydrazine of one-step synthesis method 2.Excessive butanone azine and water are added during the course of the reaction so that the 2 thenoyl amines reaction in reaction system is complete, and reaction obtains 2 thenoyl hydrazines after steaming butanone azine and water using vacuum distillation after terminating.The inventive method technique is simple, and reaction yield is high, and the few purity of product impurity is high, and waste discharge is few, and the ammonia and butanone that by-product is reclaimed can be back to synthesis butanone azine, and production cost is low, is a kind of environmental type production technology.
Description
Technical field
The invention belongs to chemosynthesis technical field, and in particular to a kind of synthetic method of 2- thenoyls hydrazine.
Background technology
2- thenoyls hydrazine is the crystal of water white transparency, and fusing point is 136~138 DEG C, can be dissolved in the ethanol of hot water and heat
In, it is slightly soluble in cold water.2- thenoyls hydrazine can generate complex compound with transition metal ions, be used for the separation of many kinds of metal ions
And assay, 2- thenoyl hydrazines are also the important source material of synthesizing heterocyclic compounds.
At present, it, using 2- thiophenic acids as raw material, is that esterification is anti-by two-step reaction that the synthetic method of 2- thenoyls hydrazine, which is,
It should react and synthesize with hydrazinolysis：The first step is that the reaction under concentrated sulfuric acid catalyst effect generates 2- thiophene with methanol with 2- thiophenic acids
Methyl formate, second step, which is 2- thiophenecarboxylates with hydrazine hydrate, obtains 2- thenoyl hydrazines being heated to reflux lower reaction.It is existing
The shortcoming that technology synthesis 2- thenoyls hydrazine is present is as follows：（1）In first step esterification, because being catalyzed using the concentrated sulfuric acid
Agent, has that corrosivity is strong, high to equipment requirement, can produce a large amount of acidic organic wastewaters or salt-containing organic wastewater, wastewater treatment are difficult
The problems such as degree is costly greatly, environmental hazard is big；（2）It is typically with expensive, dangerous big in the reaction of second step hydrazinolysis
Hydrazine hydrate is raw material, and total recovery only has 60% or so, and production cost is higher.
The content of the invention
In order to overcome the disadvantages mentioned above that prior art is present, the invention provides a kind of technique is simple, reaction yield is high, raw
The new synthetic method of the production 2- thenoyl hydrazines that cost is low, environmental pollution is small.
The technical solution adopted by the present invention is：Using 2- thenoyl amines, butanone azine and water as raw material, at a certain temperature
Reaction prepares 2- thenoyl hydrazines.Excessive butanone azine and water are added during the course of the reaction so that 2- thiophene in reaction system
Completely, the butanone and ammonia produced in course of reaction can be used for formamide after being reclaimed using rectifier unit and ammonia absorption device
Butanone azine is synthesized, and reaction obtains 2- thenoyl hydrazines after butanone azine and water being steamed using vacuum distillation after terminating.
The specific processing step of the inventive method is as follows：2- thenoyl amines and butanone azine are put into reactor, opened
Stirring is opened, 110~130 DEG C are heated to, after 2- thenoyl amines are all dissolved in butanone azine, water is slowly dropped to instead
Answer in kettle, controlling reaction temperature is 100 DEG C~120 DEG C, the gas that produces will be reacted and be introduced into rectifying column, in 75 DEG C of tower top temperature
Butanone is produced at~80 DEG C and ammonia is reclaimed, water vapour, which is flowed back to after being condensed in rectifying column in reactor, continues to participate in reaction；Water
The follow-up continuous insulation reaction of completion of dropping, therebetween in sampling analysis reaction solution 2- thenoyl amines content, the 2- in question response liquid
After thenoyl amine has been reacted, the butanone azine and water in reactor are all steamed with negative pressure, reactor is cooled to normal temperature
Afterwards, by reactor solid matter take out, recrystallized with hot water, dry after obtain 2- thenoyl hydrazine finished products.
In above-mentioned steps, the mol ratio of 2- thenoyl amines and butanone azine is 1: 1.5~2,2- thenoyl amines and water
Mol ratio be 1: 2.5~4.Its reaction equation is as follows：
Compared with prior art, beneficial effects of the present invention and advantage are as follows：
The present invention is using butanone azine that is with low cost, being readily synthesized as raw material, one-step synthesis method 2- thenoyl hydrazines, technique letter
Single, reaction yield is high（With butanone azine rate of collecting more than 90%）, simply, the few purity of product impurity is high for post processing, discarded object row
Put few, the ammonia and butanone that by-product is reclaimed can be back to synthesis butanone azine, and production cost is low, be a kind of environmental type production work
Skill.
Embodiment
Embodiment 1
2- thenoyl amines 127.2g, butanone azine 210g are placed in four mouthfuls with stirring, dropping funel, thermometer and rectifying column
In flask, the receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 110~
130 DEG C, after 2- thenoyl amines are all dissolved in butanone azine, water 45ml is slowly dropped in four-hole boiling flask, control reaction
Temperature is 100 DEG C~120 DEG C, and after the gas that reaction is produced enters rectifying column, fourth is produced at 75 DEG C~80 DEG C of column top temperature
Ketone simultaneously reclaims ammonia, is flowed back to after water vapour condensation in flask and continues to participate in reaction；The follow-up continuous insulation reaction of water completion of dropping, therebetween
After 2- thenoyl amines in the content of 2- thenoyl amines in sampling analysis reaction solution, question response liquid have been reacted, by flask
In butanone azine and water all steamed with negative pressure, after flask is cooled to normal temperature, by flask solid matter take out, with heat
2- thenoyl hydrazines 131.3g is obtained after water recrystallization, drying.
Embodiment 2
2- thenoyl amines 127.2g, butanone azine 245g are placed in four mouthfuls with stirring, dropping funel, thermometer and rectifying column
In flask, the receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 110~
130 DEG C, after 2- thenoyl amines are all dissolved in butanone azine, water 60ml is slowly dropped in four-hole boiling flask, control reaction
Temperature is 100 DEG C~120 DEG C, and after the gas that reaction is produced enters rectifying column, fourth is produced at 75 DEG C~80 DEG C of column top temperature
Ketone simultaneously reclaims ammonia, is flowed back to after water vapour condensation in flask and continues to participate in reaction；The follow-up continuous insulation reaction of water completion of dropping, therebetween
After 2- thenoyl amines in the content of 2- thenoyl amines in sampling analysis reaction solution, question response liquid have been reacted, by flask
In butanone azine and water all steamed with negative pressure, after flask is cooled to normal temperature, by flask solid matter take out, with heat
2- thenoyl hydrazines 132.9g is obtained after water recrystallization, drying.
Embodiment 3
2- thenoyl amines 127.2g, butanone azine 280g are placed in four mouthfuls with stirring, dropping funel, thermometer and rectifying column
In flask, the receiver top of rectifying column connects a conduit to absorb ammonia；Stirring is opened, solution is heated to 110~
130 DEG C, after 2- thenoyl amines are all dissolved in butanone azine, water 70ml is slowly dropped in four-hole boiling flask, control reaction
Temperature is 100 DEG C~120 DEG C, and after the gas that reaction is produced enters rectifying column, fourth is produced at 75 DEG C~80 DEG C of column top temperature
Ketone simultaneously reclaims ammonia, is flowed back to after water vapour condensation in flask and continues to participate in reaction；The follow-up continuous insulation reaction of water completion of dropping, therebetween
After 2- thenoyl amines in the content of 2- thenoyl amines in sampling analysis reaction solution, question response liquid have been reacted, by flask
In butanone azine and water all steamed with negative pressure, after flask is cooled to normal temperature, by flask solid matter take out, with heat
2- thenoyl hydrazines 134.2g is obtained after water recrystallization, drying.
Claims (1)
1. a kind of synthetic method of 2- thenoyls hydrazine, it is characterised in that comprise the following steps：By 2- thenoyl amines and butanone
Azine is put into reactor, is opened stirring, is heated to 110~130 DEG C, treats that 2- thenoyl amines are all dissolved in butanone azine
Afterwards, water is slowly dropped in reactor, controlling reaction temperature is 100 DEG C~120 DEG C, the gas for reacting generation is introduced into rectifying
In tower, extraction butanone and ammonia is reclaimed at 75 DEG C~80 DEG C of tower top temperature, water vapour flows back to reaction after being condensed in rectifying column
Reaction is continued to participate in kettle；The follow-up continuous insulation reaction of water completion of dropping, therebetween 2- thenoyl amines in sampling analysis reaction solution
After 2- thenoyl amines in content, question response liquid have been reacted, the butanone azine and water in reactor are all steamed with negative pressure
Go out, reactor is cooled to after normal temperature, by reactor solid matter take out, recrystallized with hot water, dry after obtain 2- thiophene
Formylhydrazine finished product；In above-mentioned steps, the mol ratio of 2- thenoyl amines and butanone azine for 1: 1.5~2,2- thenoyl amines and
The mol ratio of water is 1: 2.5~4.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710343792.6A CN107098883A (en) | 2017-05-16 | 2017-05-16 | A kind of synthetic method of 2 thenoyl hydrazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710343792.6A CN107098883A (en) | 2017-05-16 | 2017-05-16 | A kind of synthetic method of 2 thenoyl hydrazine |
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| Publication Number | Publication Date |
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| CN107098883A true CN107098883A (en) | 2017-08-29 |
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| CN201710343792.6A Withdrawn CN107098883A (en) | 2017-05-16 | 2017-05-16 | A kind of synthetic method of 2 thenoyl hydrazine |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108276378A (en) * | 2018-02-13 | 2018-07-13 | 重庆丽澄环保科技有限公司 | A method of synthesis 2- thenoyl hydrazines |
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2017
- 2017-05-16 CN CN201710343792.6A patent/CN107098883A/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108276378A (en) * | 2018-02-13 | 2018-07-13 | 重庆丽澄环保科技有限公司 | A method of synthesis 2- thenoyl hydrazines |
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Application publication date: 20170829 |