CN102557985A - Process for preparing 4-methoxyphenyl hydrazine hydrochloride - Google Patents
Process for preparing 4-methoxyphenyl hydrazine hydrochloride Download PDFInfo
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- CN102557985A CN102557985A CN2010105880902A CN201010588090A CN102557985A CN 102557985 A CN102557985 A CN 102557985A CN 2010105880902 A CN2010105880902 A CN 2010105880902A CN 201010588090 A CN201010588090 A CN 201010588090A CN 102557985 A CN102557985 A CN 102557985A
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- hydrochloric acid
- aniline
- sodium nitrite
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- hydrazine hydrochloride
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Abstract
The invention discloses a process for preparing 4-methoxyphenyl hydrazine hydrochloride, which is characterized by comprising the following steps: adding hydrochloric acid and sodium nitrite into aniline in sequence, wherein the molar ratio of the aniline, the hydrochloric acid and the sodium nitrite is 1:(2.3-3.2):(1-1.1); adding another material when the sodium nitrite is at the temperature of 0-5 DEG C; making all the materials react for 30-90 minutes at the temperature of 0-22 DEG C; adding ammonium sulfate and hydrochloric acid, wherein the molar ratio of the ammonium sulfate, the hydrochloric acid and the aniline is 1:(2.-3.5):(2.5-3.0); carrying out steps of reduction, hydrolysis and acid-precipitation; and filtrating or drying. The process for preparing the 4-methoxyphenyl hydrazine hydrochloride has the advantages of high reaction speed, short operation time, high yield of benzenediazonium chloride, low production cost and small equipment investment.
Description
Technical field
The invention belongs to the preparation method of organic chemical industry's product, particularly the preparation technology of 4-methoxyl group hydrazinobenzene hydrochloride salt.
Background technology
4-methoxyl group hydrazinobenzene hydrochloride salt is a kind of midbody, mainly is used for producing phenylhydrazine, can also be used to producing other Chemicals.The reparation technology of 4-methoxyl group hydrazinobenzene hydrochloride salt comprises aniline diazonium and benzene diazonium chloride diazo benzene chloride two step process, and wherein mostly aniline diazotization is in hydrochloric acid medium, under the condition of PH=2, under 0～5 ℃ low temperature, adds the Sodium Nitrite reaction, generates benzene diazonium chloride diazo benzene chloride; The reduction of generation benzene diazonium chloride diazo benzene chloride; Generally be to adopt S-WAT and Sodium Pyrosulfite as reductive agent, the phenylhydrazine stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate feed liquid after the reduction gets into the acid out still through pressure filter, obtains 4-methoxyl group hydrazinobenzene hydrochloride salt through the acid out operation; 4-methoxyl group hydrazinobenzene hydrochloride salt gets industrial phenylhydrazine after alkaline purification separates; Diazotization must make the downgrade of benzene diazonium chloride diazo benzene chloride in this technology in case decomposition reaction is accelerated between 0～5 ℃, so then makes the reaction times reach 3～4 hours; Reductive agent will strengthen production cost as adopting higher S-WAT and the Sodium Pyrosulfite of price; As adopt ammonium bisulfite and volatile caustic, because be liquid, be difficult for transportation and storage.In addition, will adopt reduction kettle, pressure filter and acid out still in this technology, equipment is many, and investment is big, and visible this technological operation time is long, and the phenylhydrazine yield is low, production cost is high, and facility investment is big.
Summary of the invention
The objective of the invention is to overcome the weak point of prior art, provide a kind of speed of response fast, the running time is short, and production cost is low, the preparation method of the 4-methoxyl group hydrazinobenzene hydrochloride salt that good product quality, facility investment are little.
The present invention is achieved in that getting hydrochloric acid, Sodium Nitrite adds in the puratized agricultural spray successively, and wherein the mol ratio of hydrochloric acid, Sodium Nitrite and aniline is 1: 2.3～3.2: 1～1.1, and Sodium Nitrite begins to feed intake in the time of 0～15 ℃; Temperature of reaction is 0～40 ℃; Reaction times is 10～100 minutes, is 1: 2～3.5: 2.5～3.0 to add ammonium sulphites, hydrochloric acid by the mol ratio with aniline again, reduces, hydrolysis, acid out; Through suction filtration or drying, promptly make 4-methoxyl group hydrazinobenzene hydrochloride salt again.
Advantage of the present invention is through increasing hydrochloric acid content, reduce pH value, suppress decomposition reaction, and temperature of reaction is increased to below 30 ℃, improving speed of response greatly; Shorten the diazotization reaction time, and reduced the possibility that side reaction takes place, thereby; Guaranteed the quality of diazonium liquid, the yield of the benzene diazonium chloride diazo benzene chloride of raising reaches as high as 90%; Reductive agent adopts ammonium sulphite, both has been convenient to transportation and storage, and product cost is reduced greatly; Directly in reduction kettle, be hydrolyzed without overvoltage rate device, acid out, not only save facility investment, and simplify the operation, shorten the running time, reduce and safeguard and maintenance cost, reduce loss of material, improve product yield; In addition, treated recyclable ammonium sulfate of acid out waste water or ammoniacal liquor can solve the problem of environmental pollution that former spent process water discharging causes again, and aniline diazotization among this preparation method and diazonium chloride benzene process can also be used for medicine and other chemical fields.
Embodiment
Get aniline, hydrochloric acid and Sodium Nitrite, mol ratio therebetween is 1: 3.2: 1.0, adds hydrochloric acid earlier, in the time of 5 ℃, adds ammonium nitrite again, and reaction is 40 minutes under 0～20 ℃ of condition, generates benzene diazonium chloride diazo benzene chloride; By the mol ratio with aniline is to add ammonium sulphite, hydrochloric acid at 1: 3.5: 2.5, in reduction kettle, reduces, hydrolysis, acid out, and the recovery time is 60～70 minutes, and hydrolysis, acid out time are 50 minutes.At first; Ammonium sulphite and unnecessary hydrochloric acid reaction generate ammonium bisulfite, and ammonium bisulfite, ammonium sulphite and benzene diazonium chloride diazo benzene chloride reaction generation phenylhydrazine stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate are hydrolyzed with hydrochloric acid reaction, acid precipitation reaction again; And, make 4-methoxyl group hydrazinobenzene hydrochloride salt through drying.
Claims (1)
1.4-the preparation technology of methoxyl group hydrazinobenzene hydrochloride salt is characterized in that, gets hydrochloric acid, Sodium Nitrite and adds in the aniline successively; Wherein aniline, hydrochloric acid, Sodium Nitrite mol ratio are 1: 2.3～3.2: 1～1.1; And Sodium Nitrite begins to feed intake in the time of 0～15 ℃, and temperature of reaction is 0～40 ℃, and the reaction times is 10～100 minutes; Be 1: 2～3.5: 2.5～3.0 adding ammonium sulphites, hydrochloric acid by mol ratio again with aniline; Reduce, hydrolysis, acid out, again through suction filtration or drying, promptly make 4-methoxyl group hydrazinobenzene hydrochloride salt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105880902A CN102557985A (en) | 2010-12-15 | 2010-12-15 | Process for preparing 4-methoxyphenyl hydrazine hydrochloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105880902A CN102557985A (en) | 2010-12-15 | 2010-12-15 | Process for preparing 4-methoxyphenyl hydrazine hydrochloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102557985A true CN102557985A (en) | 2012-07-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010105880902A Pending CN102557985A (en) | 2010-12-15 | 2010-12-15 | Process for preparing 4-methoxyphenyl hydrazine hydrochloride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102557985A (en) |
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2010
- 2010-12-15 CN CN2010105880902A patent/CN102557985A/en active Pending
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| C06 | Publication | ||
| PB01 | Publication | ||
| DD01 | Delivery of document by public notice |
Addressee: Lu Shichang Document name: Notification of Publication of the Application for Invention |
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| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120711 |