CN1034921A - The synthetic method that plant-growth regulator " helps strong plain " - Google Patents
The synthetic method that plant-growth regulator " helps strong plain " Download PDFInfo
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- CN1034921A CN1034921A CN 88107864 CN88107864A CN1034921A CN 1034921 A CN1034921 A CN 1034921A CN 88107864 CN88107864 CN 88107864 CN 88107864 A CN88107864 A CN 88107864A CN 1034921 A CN1034921 A CN 1034921A
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- China
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- synthetic method
- strong plain
- pyridine
- methyl chloride
- plain
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Abstract
The invention belongs to a kind of novel synthesis that plant-growth regulator " helps strong plain ".Help strong plain now being widely used in the process of growth of various plants, improve output and quality.But use the croak pyridine to be raw material in the existing production method, cost higher domestic being difficult for buys, and is unfavorable for producing in enormous quantities and applying.The present invention uses cheap pyridine to be raw material, through low pressure hydrogenation with quaternizedly wait reaction, can get product and " help strong element ".
Description
The invention belongs to a kind of novel synthesis that plant-growth regulator " helps strong plain ".
Help strong element to have another name called adjusting pyridine, adjusting amine, the cotton long fast mepiquat chloride etc. that reaches.Chemistry N by name, the N-lupetidine
Its structure is:
This strain Germany seventies crust tears a kind of new plant growth regulator of husband company exploitation, be widely used in the process of growth of various plants such as cotton, each wheat, apple, grape, citrus the sixth of the twelve Earthly Branches both at home and abroad, to reach the purpose that improves output and quality.
The existing synthetic method of this product system is a raw material with the piperidines, forms through the methyl chloride secondary is quaternary ammoniated, and its synthetic route is:
The raw materials used piperidines of this method costs an arm and a leg, and domestic being difficult to obtain is unfavorable for producing in enormous quantities and applying.
The object of the present invention is to provide a kind of raw material to be easy to get.Be suitable for producing in enormous quantities the synthetic method that helps strong element.
The invention is characterized in the pyridine to be raw material, generate quaternary ammonium salt with the methyl chloride reaction earlier.Without separation, directly carry out low pressure hydrogenation, and then through methyl chloride quaternized get final product product " help strong plain ".Its reaction formula is:
In the building-up process that the present invention proposes, with the heating of the pyridine solution in the reaction vessel, holding temperature is at 60～90 ℃.Feed methyl chloride gas by conduit simultaneously, be neutral to reaction solution.Then, it is transferred in the low pressure hydrogenator.Add a certain amount of nickel catalyzator and carry out low pressure hydrogenation, range of reaction temperature is 40～80 ℃.Pressure is 2～8 kg/cm, carries out hydrogenation, and suction filtration is removed catalyzer.Under alkaline condition, continuation feeding methyl chloride gas is carried out quaternized again, and it is neutral that solution is, and finishes reaction.Thereafter evaporating solns adds dehydrated alcohol to stiff mashed prod, and suction filtration is behind the recovery part ethanol.Filter collection solid, oven dry, get final product product, productive rate is 70～80%.Above-mentioned product recrystallization is after ultimate analysis, and mass spectrum, nuclear-magnetism are identified, proves the product of synthetic route preparation of the present invention, and its chemical structure " helps and strengthen element " identical with commercially available plant-growth regulator.
Advantage of the present invention is that raw material is a pyridine, and domestic being easy to buied, and be cheap.And the hydrogenation mild condition does not need expensive catalysts and solvent.So, compare with existing method.The cost of present method products therefrom is starkly lower than existing synthetic method, and this method can not cause big environmental pollution, is suitable for producing in enormous quantities and applying.
Embodiment:
Taking by weighing industrial pyridine 237 grams is loaded in the four-hole bottle of reflux exchanger, thermometer, airway and agitator.The prolong upper end is installed a liquid packing, is put in the water-bath and heat, and temperature is about 70 ℃ in keeping, and feeds methyl chloride gas, is neutral to reaction solution.It is transferred in the 2 liter hydrogenators, adds nickel catalyzator 50 grams.Under 50 ℃, 3 kg/cm pressure, carry out low pressure hydrogenation.After waiting to inhale hydrogen termination, suction filtration is removed catalyzer, and solution still is transferred in the aforesaid four-hole boiling flask, adds industrial sodium hydroxide 120 grams and yellow soda ash 5 grams.About 70 ℃, continue logical methyl chloride gas, be neutral up to reaction solution.Evaporating solns is to the stiff mashed prod that contains xln occurring.Add 800 milliliters of thermosols of ethanol, suction strainer is removed sodium-chlor.With warm washing with alcohol solid 2 times, crystallization, filter collection behind the recovery part ethanol, beige solid 233 grams, still recyclable 103 grams of mother liquor can get 336 grams altogether, productive rate can reach 75%.
Above-mentioned product is behind recrystallization, and results of elemental analyses is C
56.15H
11.10N
9.31, C
7H
16The theoretical value of NCl is C
56.19H
10.70N
9.36The molecular ion peak that mass spectrum (MAT711. field desorptiion) loses behind the chlorine negative ion is 114
Base peak).Nucleus magnetic resonance
1H composes (JNM-PMX60, D
2O is a solvent): ν 1.4～2.1 (b, 6H, OH
2) 3.1 (S, 6H, CH
3), 3.2～3.6 (b, 4H, CH
2).
Above analytical results shows.This product structure formula conclusive evidence is errorless, helps strong plain structure in full accord with commercially available plant.
Claims (7)
1. the synthetic method of a plant growth regulators " help strong plain ", it is characterized in that, directly with pyridine (I), building-up reactions thing pyridine methyl chloride quaternary ammonium salt (II), reactant N-methyl piperidine hydrochloride (III), finally make and help strong plain (chemical name is N, N-2 methyl piperidine muriate).
2. according to claim 1. described " helping strong plain " synthetic method, it is characterized in that being that raw material and methyl chloride reaction generate pyridine methyl chloride quaternary ammonium salt (II) directly with pyridine (I).
3. according to the synthetic method of the described biology of claim 1. " help strong plain ", it is characterized in that pyridine methyl chloride quaternary ammonium salt (II), without separation, directly carry out the low pressure hydrogenation and obtain resultant N-methyl piperazine hydrochloride (III).
4. according to the synthetic method of claim 1. described " helping strong plain ", it is characterized in that resultant N-methyl piperidine hydrochloride (III) obtains end product through the methyl chloride quaterisation again and " helps strong plain ".
5. according to the synthetic method of claim 1.2.3.4. described " helping strong plain ", two steps, quaternized agents useful for same was a methyl chloride.
6. according to described synthetic method of claim 2.3., its hydrogenation is low pressure hydrogenation, and catalyst system therefor is a nickel, and required pressure is 2～8 kg/cm, and temperature is 40～90 ℃.
7. want 1. described synthetic methods according to right, each goes on foot reaction solvent is water.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 88107864 CN1022486C (en) | 1988-11-18 | 1988-11-18 | Synthesis of plant growth-regulator |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 88107864 CN1022486C (en) | 1988-11-18 | 1988-11-18 | Synthesis of plant growth-regulator |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1034921A true CN1034921A (en) | 1989-08-23 |
| CN1022486C CN1022486C (en) | 1993-10-20 |
Family
ID=4834819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 88107864 Expired - Fee Related CN1022486C (en) | 1988-11-18 | 1988-11-18 | Synthesis of plant growth-regulator |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1022486C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103232413A (en) * | 2013-05-06 | 2013-08-07 | 南通金陵农化有限公司 | Production technology for mepigtlat-chloride technical material |
| CN103395798A (en) * | 2013-06-24 | 2013-11-20 | 山西大同大学 | Synthesis method of Ti-Beta molecular sieve |
| CN106883196A (en) * | 2017-03-15 | 2017-06-23 | 安阳市小康农药有限责任公司 | A kind of synthetic method of first piperazine active compound |
| CN110698389A (en) * | 2019-11-12 | 2020-01-17 | 河南省科学院高新技术研究中心 | N- [2- (2-methoxy-5-nitro-phenoxy) ethyl ] halogenated pyridine and preparation method and application thereof |
-
1988
- 1988-11-18 CN CN 88107864 patent/CN1022486C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103232413A (en) * | 2013-05-06 | 2013-08-07 | 南通金陵农化有限公司 | Production technology for mepigtlat-chloride technical material |
| CN103395798A (en) * | 2013-06-24 | 2013-11-20 | 山西大同大学 | Synthesis method of Ti-Beta molecular sieve |
| CN106883196A (en) * | 2017-03-15 | 2017-06-23 | 安阳市小康农药有限责任公司 | A kind of synthetic method of first piperazine active compound |
| CN106883196B (en) * | 2017-03-15 | 2019-03-22 | 中棉小康生物科技有限公司 | A kind of synthetic method of first piperazine raw medicine |
| CN110698389A (en) * | 2019-11-12 | 2020-01-17 | 河南省科学院高新技术研究中心 | N- [2- (2-methoxy-5-nitro-phenoxy) ethyl ] halogenated pyridine and preparation method and application thereof |
| CN110698389B (en) * | 2019-11-12 | 2022-10-04 | 河南省科学院高新技术研究中心 | N- [2- (2-methoxy-5-nitro-phenoxy) ethyl ] halogenated pyridine and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1022486C (en) | 1993-10-20 |
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