CN110041228A - A kind of o-chloro benzonitrile nitration processes - Google Patents
A kind of o-chloro benzonitrile nitration processes Download PDFInfo
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- CN110041228A CN110041228A CN201910400654.6A CN201910400654A CN110041228A CN 110041228 A CN110041228 A CN 110041228A CN 201910400654 A CN201910400654 A CN 201910400654A CN 110041228 A CN110041228 A CN 110041228A
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- chloro benzonitrile
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
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Abstract
The invention discloses a kind of o-chloro benzonitrile nitration processes, the step of technique is as follows: o-chloro benzonitrile is heated to be liquid by water-bath heating slot by a., and liquid o-chloro benzonitrile and organic inert solvent are transported in reactor together；B. liquid o-chloro benzonitrile is cooled to 0-10 DEG C, then nitration mixture is slowly dropped in reaction kettle；C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation certain time；D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；E. solvent and reaction product are separated by distillation；F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-.
Description
Technical field
The invention belongs to chemical technology fields, more particularly, to a kind of o-chloro benzonitrile nitration processes.
Background technique
2- amino -5- nitrobenzonitrile is the important intermediate of dispersive red dye, hydrolysate 2- amino -5- nitrobenzene
Formic acid is the important source material for synthesizing quianzolinones, and synthesizes the intermediate of other medicine.The product is at present in city
Being in great demand on field and future market has a extensive future, finds that the production technology of the product has very by detailed investigation of related literatures
More, the method industrially mainly used at present is that o-chloro benzonitrile is first passed through nitration reaction to nitrify, the 2- that then will be obtained
Chloro- 5- nitrobenzonitrile carries out ammonolysis reaction and obtains final products.
In nitration processes, enterprise uses sulfuric acid as solvent and dehydrating agent in producing the product process at present, causes
The use of a large amount of sulfuric acid, this just improves the promotion of cost of material in production process, and needs to handle nitration processes generation
Waste water, this certainly will just improve the production cost of product and bring great pressure to environment.
Summary of the invention
The present invention for overcome the deficiencies in the prior art, provides a kind of environmentally friendly, o-chloro benzonitrile nitration processes at low cost.
To achieve the goals above, the invention adopts the following technical scheme: a kind of o-chloro benzonitrile nitration processes, the technique
Steps are as follows:
A. o-chloro benzonitrile is heated to be by liquid by water-bath heating slot, together by liquid o-chloro benzonitrile and organic inert solvent
It is transported in reactor；
B. liquid o-chloro benzonitrile is cooled to 0-10 DEG C, then nitration mixture is slowly dropped in reaction kettle；
C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation certain time；
D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；
E. solvent and reaction product are separated by distillation；
F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-；It selects to use inert organic solvents as nitrification
Solvent in reaction process, atent solvent after reaction terminates can with recycling and reusing, and the usage amount of sulfuric acid compared to
Production technology reduces 50% before, greatly reduces cost of material, cost for wastewater treatment and environmental pressure, this is just greatlyd save
The production cost of enterprise can bring bigger benefit conscientiously for enterprise.
The organic solvent selects dichloroethanes；Dichloroethanes has good dissolubility to raw material, as nitrification solvent
It is not only not involved in reaction, and preferable reaction yield 83% can be obtained.
Soaking time in step c is 5h.
To guarantee that the temperature of reaction system at 0-18 DEG C, is mainly controlled by adjusting the speed of titration anti-in step b
Answer the temperature in kettle；By the way that the temperature of reaction system to be maintained between 0~18 DEG C, the production quantity of by-product can be reduced, really
Protect the quality of o-chlorobenzonitrile nitrification product.
The molar ratio of raw material o-chloro benzonitrile and dichloroethanes is 1:3.43 in step a.
The nitration mixture is made of sulfuric acid and nitric acid.
The concentration of the sulfuric acid is 98%, and the concentration of sulfuric acid is 98%.
The molar ratio of the nitration mixture and raw material o-chloro benzonitrile are as follows: n (o-chlorobenzonitrile): n (98%HNO3): n (98%
H2SO4)=1:1.15:1.2.
In conclusion selecting to use inert organic solvents as the solvent during nitration reaction, atent solvent is reacting
Can be with recycling and reusing after terminating, and the usage amount of sulfuric acid reduces 50% compared to production technology before, substantially reduces
Cost of material, cost for wastewater treatment and environmental pressure, the production cost of enterprise is just greatly saved in this, can conscientiously be enterprise
Bring bigger benefit.
Detailed description of the invention
Fig. 1 is process flow chart of the invention.
Specific embodiment
Embodiment 1
As shown in Figure 1, a kind of o-chloro benzonitrile nitration processes, the step of technique, is as follows:
A. o-chloro benzonitrile is heated to be by liquid by water-bath heating slot, liquid o-chloro benzonitrile and dichloroethanes is conveyed together
Into reactor；
B. liquid o-chloro benzonitrile is cooled to 0 DEG C, then nitration mixture is slowly dropped in reaction kettle, by adjusting titration
Speed controls the temperature in reaction kettle, guarantees the temperature of reaction system at 0 DEG C；
C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation 5h；
D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；
E. solvent and reaction product are separated by distillation；
F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-.
The nitration mixture is made of concentration for 98% nitric acid and 98% sulfuric acid, and n (o-chlorobenzonitrile): n (98%
HNO3): n (98%H2SO4): n (dichloroethanes)=1:1.15:1.4:3.43；Then the purity of reactor product can reach
89.91%.
Embodiment 2
As shown in Figure 1, a kind of o-chloro benzonitrile nitration processes, the step of technique, is as follows:
A. o-chloro benzonitrile is heated to be by liquid by water-bath heating slot, liquid o-chloro benzonitrile and dichloroethanes is conveyed together
Into reactor；
B. liquid o-chloro benzonitrile is cooled to 10 DEG C, then nitration mixture is slowly dropped in reaction kettle, titrated by adjusting
Speed control the temperature in reaction kettle, guarantee the temperature of reaction system at 10 DEG C；
C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation 5h；
D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；
E. solvent and reaction product are separated by distillation；
F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-.
The nitration mixture is made of concentration for 98% nitric acid and 98% sulfuric acid, and n (o-chlorobenzonitrile): n (98%
HNO3): n (98%H2SO4): n (dichloroethanes)=1:1.15:1.4:3.43；Then the purity of reactor product can reach
89.91%.
Embodiment 3
As shown in Figure 1, a kind of o-chloro benzonitrile nitration processes, the step of technique, is as follows:
A. o-chloro benzonitrile is heated to be by liquid by water-bath heating slot, liquid o-chloro benzonitrile and dichloroethanes is conveyed together
Into reactor；
B. liquid o-chloro benzonitrile is cooled to 10 DEG C, then nitration mixture is slowly dropped in reaction kettle, titrated by adjusting
Speed control the temperature in reaction kettle, guarantee the temperature of reaction system at 18 DEG C；
C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation 5h；
D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；
E. solvent and reaction product are separated by distillation；
F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-.
The nitration mixture is made of concentration for 98% nitric acid and 98% sulfuric acid, and n (o-chlorobenzonitrile): n (98%
HNO3): n (98%H2SO4): n (dichloroethanes)=1:1.15:1.4:3.43；Then the purity of reactor product can reach
83.27%.
Claims (8)
1. a kind of o-chloro benzonitrile nitration processes, which is characterized in that the step of technique is as follows:
A. o-chloro benzonitrile is heated to be by liquid by water-bath heating slot, liquid o-chloro benzonitrile and organic inert solvent is conveyed together
Into reactor；
B. liquid o-chloro benzonitrile is cooled to 0-10 DEG C, then nitration mixture is slowly dropped in reaction kettle；
C. after nitration mixture completion of dropwise addition, to reaction kettle internal insulation certain time；
D. the remaining sulfuric acid of water dilution is added in nitration mixture and o-chloro benzonitrile after reaction；
E. solvent and reaction product are separated by distillation；
F. use chlorobenzene as the chloro- 5- nitrobenzonitrile of solvent extraction 2-.
2. a kind of o-chloro benzonitrile nitration processes according to claim 1, it is characterised in that: the organic inert solvent is selected
Dichloroethanes.
3. a kind of o-chloro benzonitrile nitration processes according to claim 1, it is characterised in that: the soaking time in step c is
5h。
4. a kind of o-chloro benzonitrile nitration processes according to claim 1, it is characterised in that: to guarantee reactant in step b
The temperature of system mainly controls the temperature in reaction kettle by adjusting the speed of titration at 0-18 DEG C.
5. a kind of o-chloro benzonitrile nitration processes according to claim 1, it is characterised in that: raw material o-chloro benzonitrile in step a
Molar ratio with dichloroethanes is 1:3.43.
6. a kind of o-chloro benzonitrile nitration processes according to claim 1, it is characterised in that: the nitration mixture is by sulfuric acid and nitric acid
Composition.
7. a kind of o-chloro benzonitrile nitration processes according to claim 6, it is characterised in that: the concentration of the sulfuric acid is
98%, the concentration of sulfuric acid is 98%.
8. a kind of o-chloro benzonitrile nitration processes according to claim 6, it is characterised in that: the nitration mixture and raw material neighbour chlorobenzene
The molar ratio of nitrile are as follows: n (o-chlorobenzonitrile): n (98%HNO3): n (98%H2SO4)=1:1.15:1.2.
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Citations (6)
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|---|---|---|---|---|
| CN1363548A (en) * | 2001-01-20 | 2002-08-14 | 浙江巨化股份有限公司兰溪农药厂 | Bietherifying process for synthesizing oxyfluorfen |
| CN105418458A (en) * | 2015-12-18 | 2016-03-23 | 孝感华越机电科技有限公司 | Synthetic process of 2-cyano-4-nitroaniline |
| CN105801429A (en) * | 2014-12-31 | 2016-07-27 | 上海北卡医药技术有限公司 | Preparation method for 3,5,-dichloro-2,4,-difluoroaniline |
| CN105859580A (en) * | 2016-04-21 | 2016-08-17 | 河北永泰化工集团有限公司 | Novel process for recycling sulfuric acid in production of 2-cyano-4-nitroaniline |
| CN105859582A (en) * | 2016-04-21 | 2016-08-17 | 河间瀛州化工有限责任公司 | New technology for separating nitride in production of 2-cyano-4-nitroaniline |
| CN105859581A (en) * | 2016-04-21 | 2016-08-17 | 河间瀛州化工有限责任公司 | New nitration technology used in production of 2-cyano-4-nitro chlorobenzene |
-
2019
- 2019-05-15 CN CN201910400654.6A patent/CN110041228A/en not_active Withdrawn
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1363548A (en) * | 2001-01-20 | 2002-08-14 | 浙江巨化股份有限公司兰溪农药厂 | Bietherifying process for synthesizing oxyfluorfen |
| CN105801429A (en) * | 2014-12-31 | 2016-07-27 | 上海北卡医药技术有限公司 | Preparation method for 3,5,-dichloro-2,4,-difluoroaniline |
| CN105418458A (en) * | 2015-12-18 | 2016-03-23 | 孝感华越机电科技有限公司 | Synthetic process of 2-cyano-4-nitroaniline |
| CN105859580A (en) * | 2016-04-21 | 2016-08-17 | 河北永泰化工集团有限公司 | Novel process for recycling sulfuric acid in production of 2-cyano-4-nitroaniline |
| CN105859582A (en) * | 2016-04-21 | 2016-08-17 | 河间瀛州化工有限责任公司 | New technology for separating nitride in production of 2-cyano-4-nitroaniline |
| CN105859581A (en) * | 2016-04-21 | 2016-08-17 | 河间瀛州化工有限责任公司 | New nitration technology used in production of 2-cyano-4-nitro chlorobenzene |
Non-Patent Citations (1)
| Title |
|---|
| 陈虎魁等: "2 ， 4 - 二甲基- 6 - 硝基乙酰苯胺合成新工艺", 《宝鸡文理学院学报（ 自然科学版）》 * |
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