CN1070904A - The 2,4 dichloro fluorobenzene new process of production - Google Patents
The 2,4 dichloro fluorobenzene new process of production Download PDFInfo
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- CN1070904A CN1070904A CN 92107812 CN92107812A CN1070904A CN 1070904 A CN1070904 A CN 1070904A CN 92107812 CN92107812 CN 92107812 CN 92107812 A CN92107812 A CN 92107812A CN 1070904 A CN1070904 A CN 1070904A
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- fluorobenzene
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- fluoronitrobenzene
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Abstract
A kind of 2,4 dichloro fluorobenzene new process of production.It is characterized in that with the orthodichlorobenzene being raw material,, generate 3 through mixed acid nitrification, the 4-dichloronitrobenzene, after drying in the DMSO solvent with the anhydrous chlorides of rase nak response, generate 3-chloro-4-fluoronitrobenzene, separate and purify, through chlorinated with chlorine, the thick 2,4 dichloro fluorobenzene of generation can reach 99.9% through refining purification content, it is reliable that b.p.170 ℃ of-174 ℃ of 760mmHg the present invention have process safety, quantity of three wastes is few, and cost is low, the product purity advantages of higher.
Description
The present invention relates to the preparation method that halogen atom is connected in the compound on the six-membered aromatic ring.Specifically a kind of 2,4-fluorobenzene bichloride producing technology.It is to be used to one of main raw material of producing antibiotic quinoline technology promise ketone medicine-Ciprofloxacin of new generation, also is the intermediate of synthetic pesticide.
In the prior art, with correlation technique of the present invention be: be raw material with the fluorobenzene through nitrated, chlorination get 2, the 4-dichlor fluorbenzene, this technology shortcoming is: fluorobenzene cost of material height, output in domestic is low, the production cost height, and (fluorobenzene resistivity is big because of static has the danger of blast in nitrifying process, produce static in the nitrifying process, accumulate to a certain degree, static discharges, meeting mixed gas blasts), generation 2,4-dinitrofluorobenzene also have great explosion hazard in the high-temp chlorination process.
Another technology be with 2, the 4-dinitrochlorobenzene be raw material under 230 ℃ of temperature, fluoridize generate 2,4-dinitro fluorobenzene.Separate to purify, chlorination again, rectifying obtain 2, the 4-dichlor fluorbenzene.This explained hereafter shortcoming is: owing to there are two nitros to exist in the raw material, fluoridizing in high temperature with Potassium monofluoride has great explosion hazard, generate 2, the 4-dinitrofluorobenzene equally also has the danger of blast when chlorination, at present many producers adopt this synthesis route production that blast all took place in succession, the blast origination point all is in fluoridizing still and chlorination tank, the advantage of this technology is that raw materials cost is low, but product purity is poor.
Also have a technology to be: with 3-chloro-4-fluoroaniline is raw material, through diazotization, and denitrification reaction generation 2,4-dichlor fluorbenzene, but this technology then exists cost height and the many shortcomings of the three wastes.
The objective of the invention is to avoid above-mentioned weak point of the prior art and providing a kind of is raw material with the orthodichlorobenzene, through nitrated, fluoridize, the novel process of chlorination Synthetic 2,4-dichlor fluorbenzene.
It is raw material with 3-chloro-4-fluoronitrobenzene that another object of the present invention provides a kind of, through the novel process of chlorination Synthetic 2,4-dichlor fluorbenzene.
Purpose of the present invention can reach by following measure:
A kind of 2,4-fluorobenzene bichloride producing technology, it is characterized in that with the orthodichlorobenzene being raw material, through mixed acid nitrification, generation 3,4-dichloronitrobenzene, after drying in the DMSO solvent with the anhydrous chlorides of rase nak response, generate 3-chloro-4-fluoronitrobenzene, separate and purify, through chlorinated with chlorine, slightly 2, the 4-dichlor fluorbenzene.
Purpose of the present invention can also reach by following measure:
The present invention is a raw material with 3-chloro-4-fluoronitrobenzene, through chlorinated with chlorine, slightly 2, the 4-dichlor fluorbenzene.
The present invention compared with prior art has following advantage:
The present invention is raw material with the orthodichlorobenzene, the low raw materials market of cost is filled surplus, sulfur waste acid after nitrated can be used by recovery set, the production quantity of three wastes is few, employing is through fluoridizing the 3-chloro-4-fluoronitrobenzene of generation, use the chlorine direct chlorination, generation 2,4-dichlor fluorbenzene, this chloridization process chlorination temperature is low, speed is fast, only need nitro of displacement, handle a mol nitrogen peroxide that displaces, economize the energy, three wastes treatment capacity is few, the danger that does not have blast, and output height, quality good (the chromatographic instrument test shows that its content is 99.9%).
Embodiment:
The nitration mixture 760kg that elder generation has prepared to the nitrating pot input, drip the orthodichlorobenzene 300kg measure to nitrating pot then, nitrated temperature is at 65 ℃～70 ℃, nitrated two hours, spent acid layer recovery set usefulness is told in cooling then, tell 3, the 4-dichloronitrobenzene fluoridizes after neutralization, washing, drying.
In fluoridizing still, throw the DMSO(dromisol earlier) 380kg, drop into the Potassium monofluoride 150kg that measures again, drip 330kg after drying 3, the 4-dichloronitrobenzene, reaction is 1 hour under 190 ℃ of conditions, obtain content through separate purifying and be 98% 3-chloro-4-fluoronitrobenzene, the DMSO cover that recovery obtains is used for the fluoridation of next stage, makes by product after the Repone K of generation reclaims and sells.
The 3-chloro-4-fluoronitrobenzene that generates is metered in molten state in the chlorination tank, not open close chlorine of going into after drying, air flow is 2m
3This chloridization process of/h is a continuous chlorination, in chlorination process, constantly steam generation 2, the 4-dichlor fluorbenzene, in chlorination tank, add simultaneously the 3-chloro-4-fluoronitrobenzene that equates with the amount of steaming, constantly keep material balance to reach the purpose of continuous chlorination, the NO that chlorination displaces
2, adopt 25% NaOH solution to absorb, and reclaim out Sodium Nitrite and part SODIUMNITRATE product and provide market to reduce three wastes discharge amount and treatment capacity with absorption tower and altar.
The still temperature is controlled at 200 ℃～210 ℃ in the whole chlorination process, and chlorination tower temperature is controlled at 140 ℃～145 ℃, and thick 2, the 4-dichlor fluorbenzene of generation can reach 99.9% through refining purification content, and b.p.170 ℃～174 ℃, 760mmHg.
Reaction equation:
Claims (2)
1, a kind of 2,4-fluorobenzene bichloride producing technology.It is characterized in that with the orthodichlorobenzene being raw material, through mixed acid nitrification, generation 3,4-dichloronitrobenzene.After drying in the DMSO solvent with the anhydrous chlorides of rase nak response, generate 3-chloro-4-fluoronitrobenzene, separate and purify, through chlorinated with chlorine.Slightly 2, the 4-dichlor fluorbenzene.
2, according to claim 12,4-fluorobenzene bichloride producing technology is characterized in that with 3-chloro-4-fluoronitrobenzene be raw material, through chlorinated with chlorine, slightly 2, the 4-dichlor fluorbenzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 92107812 CN1070904A (en) | 1992-11-09 | 1992-11-09 | The 2,4 dichloro fluorobenzene new process of production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 92107812 CN1070904A (en) | 1992-11-09 | 1992-11-09 | The 2,4 dichloro fluorobenzene new process of production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1070904A true CN1070904A (en) | 1993-04-14 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 92107812 Pending CN1070904A (en) | 1992-11-09 | 1992-11-09 | The 2,4 dichloro fluorobenzene new process of production |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1070904A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102249881A (en) * | 2011-05-09 | 2011-11-23 | 滨海永太医化有限公司 | Method for coproducing key intermediates of quinolone medicines by using o-dichlorobenzene as raw material |
| CN106892792A (en) * | 2017-03-18 | 2017-06-27 | 山东道可化学有限公司 | A kind of method for continuously synthesizing and its synthesis device of 3,4 2 chlorobenzotrifluoride |
| CN108821939A (en) * | 2018-08-06 | 2018-11-16 | 江苏沙星化工有限公司 | A kind of synthetic method of Ciprofloxacin intermediate 2,4 dichloro fluorobenzene |
| CN109851471A (en) * | 2019-01-24 | 2019-06-07 | 浙江本立科技股份有限公司 | A kind of synthetic method of 2,4 dichloro fluorobenzene |
| CN113582804A (en) * | 2020-04-30 | 2021-11-02 | 浙江省常山长盛化工有限公司 | Production process for producing high-purity 2, 4-dichlorofluorobenzene from p-nitrochlorobenzene |
| CN115611745A (en) * | 2022-09-26 | 2023-01-17 | 浙江闰土股份有限公司 | Method for continuously producing 3, 4-dichloronitrobenzene |
-
1992
- 1992-11-09 CN CN 92107812 patent/CN1070904A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102249881A (en) * | 2011-05-09 | 2011-11-23 | 滨海永太医化有限公司 | Method for coproducing key intermediates of quinolone medicines by using o-dichlorobenzene as raw material |
| CN102249881B (en) * | 2011-05-09 | 2016-03-09 | 滨海永太医化有限公司 | A kind of take orthodichlorobenzene as the method for raw material coproduction quinolones key intermediate |
| CN106892792A (en) * | 2017-03-18 | 2017-06-27 | 山东道可化学有限公司 | A kind of method for continuously synthesizing and its synthesis device of 3,4 2 chlorobenzotrifluoride |
| CN106892792B (en) * | 2017-03-18 | 2023-05-23 | 山东道可化学有限公司 | Continuous synthesis method and equipment of 3, 4-dichloro benzotrifluoride |
| CN108821939A (en) * | 2018-08-06 | 2018-11-16 | 江苏沙星化工有限公司 | A kind of synthetic method of Ciprofloxacin intermediate 2,4 dichloro fluorobenzene |
| CN109851471A (en) * | 2019-01-24 | 2019-06-07 | 浙江本立科技股份有限公司 | A kind of synthetic method of 2,4 dichloro fluorobenzene |
| CN109851471B (en) * | 2019-01-24 | 2022-02-01 | 浙江本立科技股份有限公司 | Synthetic method of 2, 4-dichlorofluorobenzene |
| CN113582804A (en) * | 2020-04-30 | 2021-11-02 | 浙江省常山长盛化工有限公司 | Production process for producing high-purity 2, 4-dichlorofluorobenzene from p-nitrochlorobenzene |
| CN115611745A (en) * | 2022-09-26 | 2023-01-17 | 浙江闰土股份有限公司 | Method for continuously producing 3, 4-dichloronitrobenzene |
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| C01 | Deemed withdrawal of patent application (patent law 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication |