CN109438340A - A kind of preparation process of the chloro- nicotinonitrile of 2- - Google Patents
A kind of preparation process of the chloro- nicotinonitrile of 2- Download PDFInfo
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- CN109438340A CN109438340A CN201811256986.3A CN201811256986A CN109438340A CN 109438340 A CN109438340 A CN 109438340A CN 201811256986 A CN201811256986 A CN 201811256986A CN 109438340 A CN109438340 A CN 109438340A
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- chloro
- nicotinonitrile
- added dropwise
- temperature
- organic base
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- JAUPUQRPBNDMDT-UHFFFAOYSA-N 2-chloropyridine-3-carbonitrile Chemical compound ClC1=NC=CC=C1C#N JAUPUQRPBNDMDT-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000010792 warming Methods 0.000 claims abstract description 24
- 150000007530 organic bases Chemical class 0.000 claims abstract description 22
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims abstract description 12
- 238000003756 stirring Methods 0.000 claims abstract description 12
- 229960003966 nicotinamide Drugs 0.000 claims abstract description 9
- 235000005152 nicotinamide Nutrition 0.000 claims abstract description 9
- 239000011570 nicotinamide Substances 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000004321 preservation Methods 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 238000001914 filtration Methods 0.000 claims abstract description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 24
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical class CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 3
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims description 3
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 4
- XXYIGGYOSAMUOG-UHFFFAOYSA-N 2-chloro-1h-pyrrole-3-carbonitrile Chemical compound ClC=1NC=CC=1C#N XXYIGGYOSAMUOG-UHFFFAOYSA-N 0.000 abstract description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 3
- 238000002390 rotary evaporation Methods 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FFNVQNRYTPFDDP-UHFFFAOYSA-N 2-cyanopyridine Chemical compound N#CC1=CC=CC=N1 FFNVQNRYTPFDDP-UHFFFAOYSA-N 0.000 description 1
- GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
- B01J31/0238—Amines with a primary amino group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention proposes a kind of preparation processes of the chloro- nicotinonitrile of 2-, processing step includes: that N- oxo niacinamide is dissolved in organic solvent, phosphorus oxychloride is added dropwise under the conditions of 15 ± 5 DEG C, it is added dropwise, organic base is added dropwise under the conditions of 10 ± 5 DEG C, it is added dropwise, in 10 ± 5 DEG C of 30 ± 10min of insulated and stirred, it is warming up to 35 ± 10 DEG C, keep the temperature 1 ± 0.5h, it is warming up to 55 ± 5 DEG C again, keep the temperature 1 ± 0.5h, it is warming up to 95~100 DEG C again, keep the temperature 4 ± 1h, heat preservation finishes to obtain chloride reaction solution, chloride reaction solution is evaporated under reduced pressure, until without the outflow of visible liquid, add water, temperature is controlled at 65 ± 5 DEG C, stir 2 ± 0.5h, it is cooled to 20 ± 5 DEG C, stir 30 ± 10min, the chloro- 3- cyano pyrrole of 2- is obtained by filtration Pyridine wet product, the organic base that the present invention is mixed by using two kinds improve the yield of the chloro- nicotinonitrile of 2- as catalyst to a certain extent.
Description
Technical field
The present invention relates to the preparations of dynamic chemical intermediate preparation technical field more particularly to a kind of chloro- nicotinonitrile of 2-
Technique.
Background technique
2- chlorine apellagrin is important fine-chemical intermediate, in a variety of drugs, insecticide, fungicide and herbicide
Mesosome raw material, the chloro- nicotinonitrile of 2- are then the key intermediates for preparing 2- chlorine apellagrin.
The common route of the synthesis chloro- nicotinonitrile of 2- obtains N- oxo by hydrogen peroxide oxidation for nicotinonitrile at present
Niacinamide, N- oxo niacinamide obtain the chloro- nicotinonitrile of 2- through superchlorination, need in reaction process using a large amount of organic base
As catalyst, currently used organic base is triethylamine, therefore this method is easy to produce a large amount of nitrogenous effluent, is produced to environment
Raw harm, increases the difficulty of scale wastewater treatment.
Simultaneously using triethylamine as catalyst when, reaction generation the chloro- nicotinonitrile of 2- yield be not also it is very high, because
This needs to improve the yield of reaction using new catalyst.
Summary of the invention
In view of this, the invention proposes a kind of preparation processes of chloro- nicotinonitrile of the 2- using new catalyst.
The technical scheme of the present invention is realized as follows: the present invention provides a kind of preparation works of the chloro- nicotinonitrile of 2-
Skill, preparation method includes: that N- oxo niacinamide is dissolved in organic solvent to obtain N- oxo nicotinamide soln, at 15 ± 5 DEG C
Under the conditions of phosphorus oxychloride is added dropwise into N- oxo nicotinamide soln, be added dropwise, to N- oxo niacinamide under the conditions of 10 ± 5 DEG C
Organic base is added dropwise in solution, is added dropwise, makes N- oxo nicotinamide soln in 10 ± 5 DEG C of 30 ± 10min of insulated and stirred, is warming up to
35 ± 10 DEG C, 1 ± 0.5h is kept the temperature, then be warming up to 55 ± 5 DEG C, keeps the temperature 1 ± 0.5h, then be warming up to 95~100 DEG C, keeps the temperature 4 ± 1h,
Heat preservation finishes to obtain chloride reaction solution, is evaporated under reduced pressure to chloride reaction solution, until without the outflow of visible liquid, adds water, controls
Temperature processed stirs 2 ± 0.5h at 65 ± 5 DEG C, is cooled to 20 ± 5 DEG C, stirs 30 ± 10min, the chloro- 3- cyano pyrrole of 2- is obtained by filtration
Pyridine wet product.
On the basis of above technical scheme, it is preferred that the organic base includes main organic base and secondary organic base, the master
Organic base includes one of diethylamine and triethylamine, and the pair organic base includes in di-n-propylamine, Tri-n-Propylamine and n-butylamine
One kind.
On the basis of above technical scheme, it is preferred that calculated with mass percent for 100%, the N- oxo nicotinoyl
Amine: organic solvent: phosphorus oxychloride: organic base: the mass ratio of water is 1: (5-10): (2-4): (1.1-1.5): (2-5).
On the basis of above technical scheme, it is preferred that the organic solvent is in chloroform, methylene chloride or dichloroethanes
One kind.
Still more preferably, the temperature of the vacuum distillation is 50~70 DEG C, and pressure is 2~8KPa.
On the basis of above technical scheme, it is preferred that the time that phosphorus oxychloride is added dropwise is 2 ± 0.5h.
On the basis of above technical scheme, it is preferred that the time that organic base is added dropwise is 1 ± 0.5h.
The preparation process of the chloro- nicotinonitrile of 2- of the invention has the advantages that compared with the existing technology
The present invention is used as catalyst using two kinds of organic base mixing, has been surprisingly found that, compared to using for single variety catalyst
Better yield can be obtained, its alkalinity is different due to different organic bases, in the different interruptions of catalysis reaction, can produce
Raw different reaction mechanism, to realize different reaction changing effects, inventor obtains preferably by multiple orthogonal experiment
Embodiment makees catalyst using triethylamine compared to conventional, and different catalysts mixed system of the invention can be different degrees of
Raising reaction yield.
Specific embodiment
Below in conjunction with embodiment of the present invention, the technical solution in embodiment of the present invention is carried out clearly and completely
Description, it is clear that described embodiment is only some embodiments of the invention, rather than whole embodiments.Base
Embodiment in the present invention, it is obtained by those of ordinary skill in the art without making creative efforts all
Other embodiments shall fall within the protection scope of the present invention.
Embodiment 1:
It weighs 50g chloroform to be added in 250ml three-necked flask, weighs 10gN- oxo niacinamide and be added in three-necked flask,
15 ± 5 DEG C are cooled to, weighing 20g phosphorus oxychloride control time for adding is that 1.5h is added dropwise in three-necked flask, is added dropwise, then drop
Temperature weighs 10g triethylamine and 1g Tri-n-Propylamine is uniformly mixed to 10 ± 5 DEG C, and control time for adding is that 0.5h is added dropwise to three mouthfuls of burnings
It in bottle, is added dropwise, maintains the temperature at 5 DEG C and continue to stir 20min, be warming up to 25 DEG C, insulated and stirred 30min, then be warming up to
50 DEG C, insulated and stirred 30min, then 95 DEG C are warming up to, insulated and stirred 3h, heat preservation finishes to obtain chloride reaction solution, by chloride
Reaction solution is transferred in revolving bottle, and for control temperature at 50 DEG C, pressure is 2Kpa progress rotary evaporation, until flowed out without obvious liquid,
It measures 20ml water and revolving bottle is added, be warming up to 60 DEG C, the solution in revolving bottle be transferred in 250ml three-necked flask, heat preservation is stirred
1.5h is mixed, is cooled to 15 DEG C, stirs 20min, filters, obtains the chloro- nicotinonitrile wet product of 2-.
Embodiment 2:
It weighs 80g methylene chloride to be added in 250ml three-necked flask, weighs 10gN- oxo niacinamide and be added to three mouthfuls of burnings
In bottle, 15 ± 5 DEG C are cooled to, weighing 30g phosphorus oxychloride control time for adding is that 2h is added dropwise in three-necked flask, it is added dropwise,
It is cooled to 10 ± 5 DEG C again, weighs 8g diethylamine and 5g di-n-propylamine is uniformly mixed, control time for adding is that 1h is added dropwise to three mouthfuls of burnings
It in bottle, is added dropwise, maintains the temperature at 10 DEG C and continue to stir 30min, be warming up to 35 DEG C, insulated and stirred 1h, then be warming up to 55
DEG C, insulated and stirred 1h, then 97 DEG C are warming up to, insulated and stirred 4h, heat preservation finishes to obtain chloride reaction solution, by chloride reaction solution
It is transferred in revolving bottle, for control temperature at 60 DEG C, pressure is that 5Kpa carries out rotary evaporation, until flowing out without obvious liquid, is measured
Revolving bottle is added in 40ml water, is warming up to 65 DEG C, the solution in revolving bottle is transferred in 250ml three-necked flask, insulated and stirred 2h,
20 DEG C are cooled to, 30min is stirred, filters, obtains the chloro- nicotinonitrile wet product of 2-.
Embodiment 3:
It weighs 100g dichloroethanes to be added in 250ml three-necked flask, weighs 10gN- oxo niacinamide and be added to three mouthfuls of burnings
In bottle, 15 ± 5 DEG C are cooled to, weighing 40g phosphorus oxychloride control time for adding is that 2.5h is added dropwise in three-necked flask, is dripped
Finish, then be cooled to 10 ± 5 DEG C, weigh 7g triethylamine and 8g n-butylamine is uniformly mixed, control time for adding is that 1.5h is added dropwise to three
It in mouth flask, is added dropwise, maintains the temperature at 15 DEG C and continue to stir 40min, be warming up to 45 DEG C, insulated and stirred 1.5h, then rise
Temperature is to 60 DEG C, insulated and stirred 1.5h, then is warming up to 100 DEG C, insulated and stirred 5h, and heat preservation finishes to obtain chloride reaction solution, by chlorine
Compound reaction solution is transferred in revolving bottle, and control temperature is at 70 DEG C, and pressure is that 8Kpa carries out rotary evaporation, until without obvious liquid flow
Out, it measures 50ml water and revolving bottle is added, be warming up to 70 DEG C, the solution in revolving bottle is transferred in 250ml three-necked flask, keep the temperature
2.5h is stirred, is cooled to 25 DEG C, stirs 40min, filters, obtains the chloro- nicotinonitrile wet product of 2-.
Comparative example:
It weighs 30g phosphorus oxychloride to be added in 250ml three-necked flask, is cooled to 15 ± 5 DEG C, weigh 10gN- oxo nicotinoyl
Amine is slowly added into three-necked flask in 1h, and addition finishes, and weighs 4g triethylamine, three-necked flask is slowly dropped in 1h
It is interior, it is added dropwise, insulated and stirred 1h, stirring finishes, and is warming up to 35 DEG C, insulated and stirred 1h, then be warming up to 55 DEG C, insulated and stirred
1h, then 95 DEG C are warming up to, insulated and stirred 4h, heat preservation finishes to obtain chloride reaction solution, and chloride reaction solution is transferred to revolving
In bottle, keeping temperature is 95~100 DEG C, and pressure is that 20Kpa is rotated, and when obvious liquid does not flow out, stops revolving, to
35ml water is added in revolving bottle, is warming up to 65 DEG C, insulated and stirred 30min, is cooled to 25 DEG C, insulated and stirred 30min, filters, obtains
To the chloro- nicotinonitrile wet product of 2-.
By above embodiments and the chloro- nicotinonitrile wet product drying of comparative example 2- obtained, weighing, and carry out related object
Quality detection, correlated results are as follows:
| Project | Embodiment 1 | Embodiment 2 | Embodiment 3 | Comparative example |
| Yield/g | 8.85 | 8.92 | 9.09 | 8.64 |
| Yield/% | 90.8 | 91.5 | 93.2 | 88.6 |
| Related substance/% | 99.5 | 99.6 | 99.3 | 99.1 |
Above embodiments are not difficult to find out with comparative example data, the chloro- 3- of 2- being prepared using process of the invention
Cyanopyridine yield is improved.
The foregoing is merely better embodiments of the invention, are not intended to limit the invention, all of the invention
Within spirit and principle, any modification, equivalent replacement, improvement and so on be should all be included in the protection scope of the present invention.
Claims (7)
1. a kind of preparation process of the chloro- nicotinonitrile of 2-, which is characterized in that the preparation method includes: by N- oxo nicotinoyl
Amine, which is dissolved in organic solvent, obtains N- oxo nicotinamide soln, is added dropwise under the conditions of 15 ± 5 DEG C into N- oxo nicotinamide soln
Phosphorus oxychloride is added dropwise, and organic base is added dropwise into N- oxo nicotinamide soln under the conditions of 10 ± 5 DEG C, is added dropwise, makes N-
Oxo nicotinamide soln is warming up to 35 ± 10 DEG C in 10 ± 5 DEG C of 30 ± 10min of insulated and stirred, keeps the temperature 1 ± 0.5h, then be warming up to
55 ± 5 DEG C, 1 ± 0.5h is kept the temperature, then be warming up to 95~100 DEG C, keeps the temperature 4 ± 1h, heat preservation finishes to obtain chloride reaction solution, to chlorine
The vacuum distillation of compound reaction solution adds water until without the outflow of visible liquid, controls temperature at 65 ± 5 DEG C, stirs 2 ± 0.5h, drop
Temperature stirs 30 ± 10min, the chloro- nicotinonitrile wet product of 2- is obtained by filtration to 20 ± 5 DEG C.
2. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that the organic base packet
Main organic base and secondary organic base are included, the main organic base includes one of diethylamine and triethylamine, and the pair organic base includes
One of di-n-propylamine, Tri-n-Propylamine and n-butylamine.
3. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that with mass percent
Calculate for 100%, the N- oxo niacinamide: organic solvent: phosphorus oxychloride: organic base: the mass ratio of water is 1: (5-10):
(2-4)∶(1.1-1.5)∶(2-5)。
4. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that the organic solvent
For one of chloroform, methylene chloride or dichloroethanes.
5. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that the vacuum distillation
Temperature be 50~70 DEG C, pressure be 2~8KPa.
6. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that phosphorus oxychloride is added dropwise
Time be 2 ± 0.5h.
7. a kind of preparation process of the chloro- nicotinonitrile of 2- as described in claim 1, which is characterized in that organic base is added dropwise
Time is 1 ± 0.5h.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117443319A (en) * | 2023-10-25 | 2024-01-26 | 老河口市天和科技有限公司 | Production process of 2-chloro-3-cyanopyridine |
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| CN101108824A (en) * | 2007-08-17 | 2008-01-23 | 黑龙江省石油化学研究院 | Method for synthesizing 2- chlorine -3- cyanogen radical pyridine with 3- cyanogen radical pyridine |
| CN101117332A (en) * | 2006-08-04 | 2008-02-06 | 浙江医药股份有限公司新昌制药厂 | Preparation method of 2-chloronicotinic acid |
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2018
- 2018-10-25 CN CN201811256986.3A patent/CN109438340A/en active Pending
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|---|---|---|---|---|
| JPS59144759A (en) * | 1983-02-07 | 1984-08-18 | Yuki Gosei Yakuhin Kogyo Kk | Preparation of 2-chloronicotinic acid |
| CN101117332A (en) * | 2006-08-04 | 2008-02-06 | 浙江医药股份有限公司新昌制药厂 | Preparation method of 2-chloronicotinic acid |
| CN101108824A (en) * | 2007-08-17 | 2008-01-23 | 黑龙江省石油化学研究院 | Method for synthesizing 2- chlorine -3- cyanogen radical pyridine with 3- cyanogen radical pyridine |
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| Title |
|---|
| 陈建辉,等: "2-氯烟酸的合成", 《精细化工中间体》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117443319A (en) * | 2023-10-25 | 2024-01-26 | 老河口市天和科技有限公司 | Production process of 2-chloro-3-cyanopyridine |
| CN117443319B (en) * | 2023-10-25 | 2024-04-09 | 老河口市天和科技有限公司 | Production process of 2-chloro-3-cyanopyridine |
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Application publication date: 20190308 |