CN109796398A - A kind of preparation method of paraquat list pyridone iodide - Google Patents
A kind of preparation method of paraquat list pyridone iodide Download PDFInfo
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- CN109796398A CN109796398A CN201910140481.9A CN201910140481A CN109796398A CN 109796398 A CN109796398 A CN 109796398A CN 201910140481 A CN201910140481 A CN 201910140481A CN 109796398 A CN109796398 A CN 109796398A
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- paraquat
- pyridone
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- iodide
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- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 title claims abstract description 33
- FHUHWCJWXNYAMP-UHFFFAOYSA-N 1H-pyridin-2-one hydroiodide Chemical compound N1C(C=CC=C1)=O.I FHUHWCJWXNYAMP-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000006243 chemical reaction Methods 0.000 claims abstract description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 16
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 11
- QLULGIRFKAWHOJ-UHFFFAOYSA-N pyridin-4-ylboronic acid Chemical compound OB(O)C1=CC=NC=C1 QLULGIRFKAWHOJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- OKJPEAGHQZHRQV-UHFFFAOYSA-N Triiodomethane Natural products IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 claims abstract description 8
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- -1 triphenyl phosphorus palladium chlorides Chemical class 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- 239000012074 organic phase Substances 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 12
- 239000012043 crude product Substances 0.000 claims description 10
- 239000012071 phase Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 238000005360 mashing Methods 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 4
- 238000012805 post-processing Methods 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 239000000908 ammonium hydroxide Substances 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 238000011084 recovery Methods 0.000 abstract description 6
- 238000010992 reflux Methods 0.000 abstract description 2
- 238000003756 stirring Methods 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000001819 mass spectrum Methods 0.000 description 3
- 230000005311 nuclear magnetism Effects 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- RNHDAKUGFHSZEV-UHFFFAOYSA-N 1,4-dioxane;hydrate Chemical compound O.C1COCCO1 RNHDAKUGFHSZEV-UHFFFAOYSA-N 0.000 description 1
- 241000345998 Calamus manan Species 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 240000000249 Morus alba Species 0.000 description 1
- 235000008708 Morus alba Nutrition 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000012950 rattan cane Nutrition 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
Abstract
The invention discloses a kind of preparation methods of paraquat list pyridone iodide; the following steps are included: the bromo- 1- picoline -2- ketone of 4- and 4- pyridine boronic acid are dissolved in the aqueous solution of dioxane by (1); it is stirring evenly and then adding into potassium carbonate and four triphenyl phosphorus palladium chlorides, is reacted overnight under nitrogen protection；Compound I is post-processed to obtain after reaction；(2) compound I is dissolved in acetonitrile by what step (1) obtained, iodomethane is added at room temperature, is heated under nitrogen protection, reflux state reaction handles to obtain paraquat list pyridone iodide after reaction；Preparation process in the present invention is simple, and purpose product production cost is low, and the rate of recovery is high.
Description
Technical field
The invention belongs to pesticide production technology fields, and in particular to a kind of preparation side of paraquat list pyridone iodide
Method.
Background technique
Paraquat is a kind of quick steriland herbicide of double amidopyridine salt class, has action of contace poison and certain systemic action, energy
Kill most of grass family and broadleaf weeds, greenery just start withered after contact medical fluid a few hours, being administered latter hour meets rain, medicine
It imitates unaffected.Medical fluid has no adverse effects to mature or brown bark, climing rattan.It is passivated rapidly after contact soil, does not influence crop
Root.Various annual grassy weeds can be prevented and kill off, is primarily adapted for use in and prevents and kill off orchard, mulberry field, plantation, corn, sugarcane, soybean and nursery
The weeds of crop.Due to having the advantage that, this pesticide is widely used at home at present.Due to special with excellent weeding
Property, paraquat is the Pesticidal products of world's sales volume second.
Currently, the production technology of paraquat is mainly two kinds.First is that sodium method, i.e., need to use metallic sodium.The method has many disadvantages
End, especially high/medium temperature sodium method, yield is lower, and objectionable impurities is more, and quantity of three wastes is big, and equipment easily blocks, inflammable and explosive etc.；Second is that
Cyanide process need to use hydrogen cyanide or cyanide.For the method compared with sodium method, yield is higher, and objectionable impurities is few, simple process, behaviour
Make safety.Cyanamide process especially therein, product purity is high, does not generate harmful substance, yield can reach 95% or more.But disadvantage
It is to need to use hydrogen cyanide or cyanide in production process, needs strictly to handle these extremely toxic substances.
Therefore, in order to further reach the production of China's paraquat herbicide safety and the requirement used, paraquat is explored
It novel processing step and researches and develops its derivative and is of great significance.
Summary of the invention
To solve the above technical problem, the present invention provides a kind of preparation method of paraquat list pyridone iodide, the system
Standby simple process, purpose product production cost is low, and the rate of recovery is high.
Technical solution provided by the invention is as follows:
A kind of preparation method of paraquat list pyridone iodide, comprising the following steps:
(1) the bromo- 1- picoline -2- ketone of 4- and 4- pyridine boronic acid are dissolved in the aqueous solution of dioxane, are stirred evenly
Potassium carbonate and four triphenyl phosphorus palladium chlorides are added afterwards, are reacted overnight under nitrogen protection；It is cooled to room temperature after reaction, it is rear to locate
Manage to obtain compound I；
(2) compound I is dissolved in acetonitrile by what step (1) obtained, iodomethane is added at room temperature, adds under nitrogen protection
Heat, reflux state reaction, is cooled to room temperature after reaction, post-processes to obtain paraquat list pyridone iodide.
Preferably, the bromo- 1- picoline -2- ketone of 4-, 4- pyridine boronic acid, potassium carbonate and four triphenyl phosphorus palladium chlorides
Between mass ratio be (0.8~1.2): (0.7~1): (2~2.5): (0.1~0.2).
Preferably, the mass concentration of dioxane is 75~85% in the aqueous solution of the dioxane；Every 10ml dioxy
The amount of the bromo- 1- picoline -2- ketone of the 4- being added in the aqueous solution of six rings and 4- pyridine boronic acid is 0.5~0.7g.
Preferably, post-processing concrete operation method described in step (1) are as follows: (1) reaction solution is filtered to take into its filtrate, stood
Water phase and organic phase are separated afterwards；(2) gained water phase adopts to be extracted with dichloromethane takes organic phase three times；(3) merge step (1) and step
Suddenly the organic phase that (2) obtain, Rotary Evaporators concentration are spin-dried for obtaining crude product, and after crude product is using ethyl acetate mashing, filtration drying is obtained
Compound I.
Preferably, the amount that compound I is added in step (2) in the acetonitrile of every 1ml is 0.1~0.2g；The iodomethane of every 1ml
The middle amount that compound I is added is 0.15~0.2g.
Preferably, post-processing concrete operation method described in step (2) are as follows: reaction solution is filtered to take into filter residue, filter residue uses
Acetonitrile washs three times, and dry obtained solid object is up to paraquat list pyridone iodide.
Preferably, the overnight temperature of reaction is 90~100 DEG C in step (1)；In step (2) back flow reaction temperature be 50~
60 DEG C, the reaction time is 25~40min.
Preferably, in step (2), the tail gas generated in reaction process, which is passed through in ammonium hydroxide, to be recycled.
Compared with prior art, the present invention has following technical advantage:
(1) present invention synthesizes the paraquat list pyridine containing different alkyl substituents by the type of change synthesis material
Ketone iodide have widened the route of synthesis of paraquat derivatives, and practical.
(2) the paraquat list pyridone iodide rate of recovery produced by the present invention is 60% or more, and purpose product is crystalline state,
Purity is very high, reduces production cost and energy consumption；
(3) the synthetic method device in the present invention is simple, and preparation process is simple, and raw material sources are extensive, cheap and easy to get, and anti-
It answers the period short, improves workshop appliance utilization rate.
Detailed description of the invention
Fig. 1 is the synthetic route chart of the 1 gained purpose product of embodiment in the present invention
Fig. 2 is the mass-spectrogram of the 1 gained purpose product of embodiment in the present invention
Fig. 3 is the nuclear magnetic resonance map of the 1 gained purpose product of embodiment in the present invention
Specific embodiment
First in conjunction with specific embodiments, the present invention will be further described.
Embodiment 1
A kind of preparation method of paraquat list pyridone iodide, comprising the following steps:
(1) the bromo- 1- picoline -2- ketone of 1.0g 4- and 790mg 4- pyridine boronic acid are dissolved in the dioxane water of 30mL
In solution (mass concentration 75% of dioxane), after mixing evenly, 2.2g potassium carbonate and tetra- triphenyl phosphorus dichloro of 100mg is added
Change palladium, is heated to 90 DEG C under nitrogen protection, is stirred overnight；It is cooled to room temperature after reaction, reaction solution is filtered to take into its filtrate,
Water phase and organic phase are separated after standing；Gained water phase adopts to be extracted with dichloromethane takes organic phase three times；Merge all organic phases,
Rotary Evaporators concentration is spin-dried for obtaining crude product, and after crude product is using ethyl acetate mashing, filtration drying obtains compound I 700mg；
(2) it takes 700mg compound I to be dissolved in the acetonitrile of 5mL, 4mL iodomethane is added at room temperature, is heated under nitrogen protection
Reaction solution is filtered to take filter residue by 50 DEG C of back flow reaction 30min, and filter residue is washed three times using acetonitrile, and dry obtained solid object to obtain the final product
Paraquat list pyridone iodide 800mg, measures its rate of recovery 64.8%.
The sterling compound obtained using mass spectrum (ESI-MS) analytical procedure (2), measured result: [M+H]+It is 201.3, sees
Fig. 2；Using nuclear-magnetism1The sterling that H-NMR (400MHz, DMSO) analytical procedure (2) obtains, data be δ 9.10 (d, 2H), 8.52
(d, 2H), 8.00 (d, 1H), 7.12 (s, 1H), 6.81 (d, 1H), 4.37 (s, 3H), 3.51 (s, 3H) are shown in Fig. 3.
Embodiment 2
A kind of preparation method of paraquat list pyridone iodide, comprising the following steps:
(1) dioxane for the bromo- 1- picoline -2- ketone of 2.2g 4- and 1.6g 4- pyridine boronic acid being dissolved in 60mL is water-soluble
In liquid (mass concentration 80% of dioxane), after mixing evenly, 4g potassium carbonate and tetra- triphenyl phosphorus dichloride of 200mg is added
Palladium is heated to 95 DEG C under nitrogen protection, is stirred overnight；It is cooled to room temperature after reaction, reaction solution is filtered to take into its filtrate, it is quiet
Postpone separation water phase and organic phase；Gained water phase adopts to be extracted with dichloromethane takes organic phase three times；Merge all organic phases, revolves
Turn evaporimeter concentration and be spin-dried for obtaining crude product, after crude product is using ethyl acetate mashing, filtration drying obtains compound I 1.5g；
(2) it takes 1.2g compound I to be dissolved in the acetonitrile of 10mL, 8mL iodomethane is added at room temperature, is heated under nitrogen protection
Reaction solution is filtered to take filter residue by 55 DEG C of back flow reaction 25min, and filter residue is washed three times using acetonitrile, and dry obtained solid object to obtain the final product
Paraquat list pyridone iodide 1.5g, measures its rate of recovery 68.2%.
The sterling compound obtained using mass spectrum (ESI-MS) analytical procedure (2), measured result: [M+H]+It is 201.4, adopts
The sterling obtained with nuclear-magnetism 1H-NMR (400MHz, DMSO) analytical procedure (2), data be δ 9.11 (d, 2H), 8.53 (d, 2H),
8.01 (d, 1H), 7.11 (s, 1H), 6.80 (d, 1H), 4.34 (s, 3H), 3.53 (s, 3H), because embodiment 2 identification map with
Embodiment 1 is similar, therefore does not upload.
Embodiment 3
A kind of preparation method of paraquat list pyridone iodide, comprising the following steps:
(1) dioxane for the bromo- 1- picoline -2- ketone of 3.6g 4- and 3g 4- pyridine boronic acid being dissolved in 100mL is water-soluble
In liquid (mass concentration 85% of dioxane), after mixing evenly, 7.2g potassium carbonate and tetra- triphenyl phosphorus dichloride of 0.6g is added
Palladium is heated to 100 DEG C under nitrogen protection, is stirred overnight；It is cooled to room temperature after reaction, reaction solution is filtered to take into its filtrate,
Water phase and organic phase are separated after standing；Gained water phase adopts to be extracted with dichloromethane takes organic phase three times；Merge all organic phases,
Rotary Evaporators concentration is spin-dried for obtaining crude product, and after crude product is using ethyl acetate mashing, filtration drying obtains compound I 2.2g；
(2) it takes 2g compound I to be dissolved in the acetonitrile of 15mL, 12mL iodomethane is added at room temperature, is heated under nitrogen protection
Reaction solution is filtered to take filter residue by 60 DEG C of back flow reaction 40min, and filter residue is washed three times using acetonitrile, and dry obtained solid object to obtain the final product
Paraquat list pyridone iodide 2.5mg, measures its rate of recovery 67.5%.
The sterling compound obtained using mass spectrum (ESI-MS) analytical procedure (2), measured result: [M+H]+It is 201.7, adopts
The sterling obtained with nuclear-magnetism 1H-NMR (400MHz, DMSO) analytical procedure (2), data be δ 9.13 (d, 2H), 8.51 (d, 2H),
8.05 (d, 1H), 7.13 (s, 1H), 6.79 (d, 1H), 4.31 (s, 3H), 3.52 (s, 3H), because embodiment 3 identification map with
Embodiment 1 is similar, therefore does not upload.
Claims (8)
1. a kind of preparation method of paraquat list pyridone iodide, it is characterised in that the following steps are included:
(1) the bromo- 1- picoline -2- ketone of 4- and 4- pyridine boronic acid are dissolved in the aqueous solution of dioxane, after mixing evenly plus
Enter potassium carbonate and four triphenyl phosphorus palladium chlorides, is reacted overnight under nitrogen protection；It is cooled to room temperature, post-processes after reaction
Compound I；
(2) compound I is dissolved in acetonitrile by what step (1) obtained, iodomethane is added at room temperature, is heated under nitrogen protection, returned
Stream mode reaction, is cooled to room temperature after reaction, post-processes up to paraquat list pyridone iodide.
2. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: 4- is bromo-
Mass ratio between 1- picoline -2- ketone, 4- pyridine boronic acid, potassium carbonate and four triphenyl phosphorus palladium chlorides be (0.8~
1.2): (0.7~1): (2~2.5): (0.1~0.2).
3. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: described two
The mass concentration of dioxane is 75~85% in the aqueous solution of six ring of oxygen；The 4- being added in the aqueous solution of every 10ml dioxane
The amount of bromo- 1- picoline -2- ketone and 4- pyridine boronic acid is 0.5~0.7g.
4. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: step
(1) the post-processing concrete operation method described in are as follows: (1) reaction solution is filtered to take into its filtrate, separate water phase and organic phase after standing；
(2) gained water phase adopts to be extracted with dichloromethane takes organic phase three times；(3) merge the organic phase that step (1) and step (2) obtains,
Rotary Evaporators concentration is spin-dried for obtaining crude product, and after crude product is using ethyl acetate mashing, filtration drying obtains compound I.
5. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: step
(2) amount that compound I is added in the acetonitrile of every 1ml is 0.1~0.2g；The amount of addition compound I is in the iodomethane of every 1ml
0.15~0.2g.
6. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: step
(2) the post-processing concrete operation method described in are as follows: reaction solution is filtered to take into filter residue, filter residue is washed three times using acetonitrile, dry institute
Solids is obtained up to paraquat list pyridone iodide.
7. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: step
(1) the overnight temperature of reaction is 90~100 DEG C in；In step (2) back flow reaction temperature be 50~60 DEG C, the reaction time be 25~
40min。
8. a kind of preparation method of paraquat list pyridone iodide according to claim 1, it is characterised in that: step
(2) in, the tail gas generated in reaction process, which is passed through in ammonium hydroxide, to be recycled.
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