CN102476977A - Method for preparing 1,3,5-tribromobenzene - Google Patents
Method for preparing 1,3,5-tribromobenzene Download PDFInfo
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- CN102476977A CN102476977A CN 201010555766 CN201010555766A CN102476977A CN 102476977 A CN102476977 A CN 102476977A CN 201010555766 CN201010555766 CN 201010555766 CN 201010555766 A CN201010555766 A CN 201010555766A CN 102476977 A CN102476977 A CN 102476977A
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- benzene
- tribromo
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- water
- tribromobenzene
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Abstract
The invention relates to a method for preparing 1,3,5-tribromobenzene, which comprises the following steps of: after mixing 95% ethanol and benzene, adding 2,4,6-tribromobenzene for heating and dissolving; gradually adding concentrated sulphuric acid within 1-2 h, stirring, and keeping the temperature at 50-60 DEG C after adding; then, adding NaNO2 in batches, boiling, and carrying out thermal insulation reaction for 2-3 h; and finally, cooling, devitrifying and filtering, washing the mixture to be neutral, and drying to obtain solid, namely the 1,3,5-tribromobenzene. According to the method for preparing the 1,3,5-tribromobenzene, disclosed by the invention, the production cost is low; and the obtained 1,3,5-tribromobenzene has high purity and yield of being up to 90%.
Description
Technical field:
The invention belongs to a kind of compound method of fine-chemical intermediate, particularly a kind of 1,3, the preparation method of 5-tribromo-benzene.
Background technology:
1,3, the 5-tribromo-benzene is important organic synthesis intermediate, is mainly used in medical manufacturing field.1,3,5-tribromo-benzene light yellowish brown powder, water insoluble, be dissolved in hot ethanol, glacial acetic acid, 124 ℃ of fusing points, 271 ℃ of boiling points.Preparation 1,3 at present, the method for 5-tribromo-benzene be with ethanol drop into reaction flask with copper sulfate, stir and add the vitriol oil down, heating in water bath is treated to add NaNO after raw material all dissolves to boiling in batches
2Finish, continue stirring and refluxing, the reddish-brown solid is separated out in cooling, filters, and gets product with the acetic acid recrystallization again.This technology yield is generally less than 80%, and the total cost of the finished product is higher.
Summary of the invention:
The object of the invention just is to overcome the deficiency that exists in the above-mentioned prior art, and provides a kind of 1,3, the preparation method of 5-tribromo-benzene, and the production cost of this method is low, the yield of products obtained therefrom high.
As above design, technical scheme of the present invention is: a kind of 1,3, the preparation method of 5-tribromo-benzene is characterized in that: ethanol with 95% and benzene add 2,4,6-tribromo-benzene heating for dissolving after mixing again; In 1-2 hour time, progressively add the vitriol oil again, stir, add the back holding temperature at 50-60 degree centigrade; Add NaNO then in batches
2Boil insulation reaction 2-3 hour; Cooling crystallization, filtration, water is washed till neutrality, is drying to obtain solid 1,3, the 5-tribromo-benzene.
Above-mentioned 2,4, the preparation method of 6-tribromo-benzene is: aniline and water are mixed stir with the concentrated hydrochloric acid or the vitriol oil back, dissolving, be cooled to room temperature then; At room temperature the liquid bromine is mixed the Hydrogen chloride that is made into bromine or the dilute sulphuric acid saturated solution of bromine with hydrochloric acid soln or sulphuric acid soln; And it is slowly joined in the mixing solutions of aniline and water, concentrated hydrochloric acid, the vitriol oil stir; When reaction solution is obvious yellow, stop to add, stirring, last water is washed till neutrality, exsiccant 2; 4, the 6-tribromo-benzene.
Production cost of the present invention is low, gained 1,3,5-tribromo-benzene purity is high, yield is up to 90%.
Embodiment:
A kind of 1,3, the preparation method of 5-tribromo-benzene, carry out according to the following step:
1, aniline and water are mixed back and concentrated hydrochloric acid or vitriol oil stirring, dissolves, be cooled to room temperature then; At room temperature the liquid bromine is mixed the Hydrogen chloride that is made into bromine or the dilute sulphuric acid saturated solution of bromine with hydrochloric acid soln or sulphuric acid soln; And it is slowly joined in the mixing solutions of aniline and water, concentrated hydrochloric acid, the vitriol oil stir; When reaction solution is obvious yellow, stop to add, stirring, last water is washed till neutrality, exsiccant 2; 4, the 6-tribromo-benzene.
2, after being mixed, the ethanol of 400ml95% and 160ml benzene adds 68g2 again, and 4,6-tribromo-benzene heating for dissolving; The vitriol oil that in 1 hour time, progressively adds 28ml, 18N again stirs, and adds the back holding temperature at 60 degrees centigrade; 28g is added NaNO then in batches
2Boil insulation reaction 3 hours; Last cooling crystallization, filtration, water is washed till neutrality, is drying to obtain solid 1,3, the 5-tribromo-benzene.
Claims (2)
1. one kind 3, the preparation method of 5-tribromo-benzene is characterized in that: ethanol with 95% and benzene add 2,4,6-tribromo-benzene heating for dissolving after mixing again; In 1-2 hour time, progressively add the vitriol oil again, stir, add the back holding temperature at 50-60 degree centigrade; Add NaNO then in batches
2Boil insulation reaction 2-3 hour; Last cooling crystallization, filtration, water is washed till neutrality, is drying to obtain solid 1,3, the 5-tribromo-benzene.
2. according to claim 11,3, the preparation method of 5-tribromo-benzene is characterized in that: above-mentioned 2,4, the preparation method of 6-tribromo-benzene is: aniline and water are mixed stir with the concentrated hydrochloric acid or the vitriol oil back, dissolving, be cooled to room temperature then; At room temperature the liquid bromine is mixed the Hydrogen chloride that is made into bromine or the dilute sulphuric acid saturated solution of bromine with hydrochloric acid soln or sulphuric acid soln; And it is slowly joined in the mixing solutions of aniline and water, concentrated hydrochloric acid, the vitriol oil stir; When reaction solution is obvious yellow, stop to add, stirring, last water is washed till neutrality, exsiccant 2; 4, the 6-tribromo-benzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010555766 CN102476977A (en) | 2010-11-23 | 2010-11-23 | Method for preparing 1,3,5-tribromobenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010555766 CN102476977A (en) | 2010-11-23 | 2010-11-23 | Method for preparing 1,3,5-tribromobenzene |
Publications (1)
| Publication Number | Publication Date |
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| CN102476977A true CN102476977A (en) | 2012-05-30 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201010555766 Pending CN102476977A (en) | 2010-11-23 | 2010-11-23 | Method for preparing 1,3,5-tribromobenzene |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256258A (en) * | 2019-06-28 | 2019-09-20 | 福建医科大学 | A method of photocatalytic synthesis is at more bromoaniline compounds in water phase |
-
2010
- 2010-11-23 CN CN 201010555766 patent/CN102476977A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256258A (en) * | 2019-06-28 | 2019-09-20 | 福建医科大学 | A method of photocatalytic synthesis is at more bromoaniline compounds in water phase |
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| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120530 |