CN107879987A - A kind of preparation method of 2,3,5,6 Tetramethylpyrazine - Google Patents
A kind of preparation method of 2,3,5,6 Tetramethylpyrazine Download PDFInfo
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- CN107879987A CN107879987A CN201711410720.5A CN201711410720A CN107879987A CN 107879987 A CN107879987 A CN 107879987A CN 201711410720 A CN201711410720 A CN 201711410720A CN 107879987 A CN107879987 A CN 107879987A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Abstract
The invention discloses a kind of preparation method of 2,3,5,6 Tetramethylpyrazines, industrial phosphoric acid is added into 1000ml three-necked flasks, process water, finishes and stirs；20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；90 ~ 100 DEG C of heating, react 1 hour；Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate；Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters to obtain crude product；Crude product is recrystallized with water, separates to obtain wet product, product is obtained after vacuum drying.The beneficial effects of the invention are as follows：Raw material is cheap and easy to get, and reaction mother liquor can recycle, and technological operation safety and environmental friendliness, product quality is preferable, and cost is relatively low, is adapted to large-scale production.
Description
Technical field：
Present invention relates particularly to a kind of preparation method of Tetramethylpyradine, belongs to chemical technology field.
Background technology：
Tetramethylpyradine synthetic method has two classes both at home and abroad at present, and one kind is biological synthesis process, mainly with glucose
For raw material, through natural prodcuts made from microbial fermentation；Another kind of is chemical synthesis, mostly with 2,3- diacetyl, 2,3- fourths
Either butanone is Material synthesis with nitrous ether (ethyl nitrite) or synthesized in ethanol with ammonium acetate by 3-hydroxy-2-butanone diamines.Synthesize above
Method is present or yield is low or the shortcomings of complex manufacturing or high cost of material.
The content of the invention：
In view of this, the invention provides a kind of raw material is cheap and easy to get, reaction mother liquor can recycle, and technological operation is safe, green
Color, environmental protection, product quality is preferable, the preparation method of lower-cost Tetramethylpyradine.
To achieve the above object, the technical solution adopted by the present invention is：
A kind of preparation method of Tetramethylpyradine, using industrial phosphoric acid, ammonia, 3-hydroxy-2-butanone as raw material, one pot process 2,
3,5,6- Tetramethylpyrazines, specifically include following steps：
1）1000ml three-necked flasks one are taken, install agitator, thermometer, logical ammonia equipment and heating mantle；
2）Industrial phosphoric acid is added into three-necked flask（85%）120g（1.04mol）, process water 600g, finish and stir；
3）20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；
4）30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone 60g (0.68mol) is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；
5）90 ~ 100 DEG C of heating, react 1 hour；
6）Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate；
7）Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters
White needles 2,3,5,6- Tetramethylpyrazine crude products；
8）Step 7 gained filtrate is returned into 100ml reactors, leads to ammonia control Posterior circle reaction；
9）Crude product is recrystallized with water, separates to obtain wet product, is dried in vacuo 2 ~ 4 hours, obtains product.
The beneficial effects of the invention are as follows：Raw material is cheap and easy to get, and reaction mother liquor can recycle, technological operation safety, green,
Environmental protection, product quality is preferable, and cost is relatively low, is adapted to large-scale production.
Embodiment:
To further elucidate this programme, the preferred embodiments of the invention are described with reference to specific embodiment, these descriptions
It is intended merely to further illustrate advantages of the present invention, rather than limiting to the claimed invention.
Embodiment 1
A kind of preparation method of Tetramethylpyradine, using industrial phosphoric acid, ammonia, 3-hydroxy-2-butanone as raw material, one pot process 2,
3,5,6- Tetramethylpyrazines, specifically include following steps：
1）1000ml three-necked flasks one are taken, install agitator, thermometer, logical ammonia equipment and heating mantle；
2）Industrial phosphoric acid is added into three-necked flask（85%）120g（1.04mol）, process water 600g, finish and stir；
3）20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；
4）30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone 60g (0.68mol) is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；
5）90 ~ 100 DEG C of heating, react 1 hour；
6）Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate 350g；
7）Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters
White needles 2,3,5,6- Tetramethylpyrazine crude products 45g；
8）Step 7 gained filtrate is returned into 100ml reactors, leads to ammonia control Posterior circle reaction；
9）Gained crude product 45g is recrystallized with water 200g with water, separates to obtain wet product, is dried in vacuo 2 ~ 4 hours, obtains product 31g.
Embodiment 2
A kind of preparation method of Tetramethylpyradine, using industrial phosphoric acid, ammonia, 3-hydroxy-2-butanone as raw material, one pot process 2,
3,5,6- Tetramethylpyrazines, specifically include following steps：
1）Industrial phosphoric acid is added into reactor（85%）120kg（1.04mol）, process water 600kg, finish and stir；
2）20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；
4）30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone 60kg (0.68mol) is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；
5）90 ~ 100 DEG C of heating, react 1 hour；
6）Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate 350kg；
7）Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters
White needles 2,3,5,6- Tetramethylpyrazine crude products 45kg；
8）Step 7 gained filtrate is returned into reactor, leads to ammonia control Posterior circle reaction；
9）Gained crude product 45kg is recrystallized with water 200kg with water, separates to obtain wet product, is dried in vacuo 2 ~ 4 hours, obtains product
31kg。
The above is only the preferred embodiment of the present invention, above-mentioned preferred embodiment is not construed as limitation of the present invention,
Protection scope of the present invention should be defined by claim limited range.Come for those skilled in the art
Say, without departing from the spirit and scope of the present invention, the protection that some improvements and modifications also should be regarded as the present invention can also be made
Scope.
Claims (2)
1. a kind of preparation method of Tetramethylpyradine, using industrial phosphoric acid, ammonia, 3-hydroxy-2-butanone as raw material, one pot process
Tetramethylpyradine, specifically include following steps：
1）1000ml three-necked flasks one are taken, install agitator, thermometer, logical ammonia equipment and heating mantle；
2）Industrial phosphoric acid is added into three-necked flask（85%）120g（1.04mol）, process water 600g, finish and stir；
3）20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；
4）30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone 60g (0.68mol) is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；
5）90 ~ 100 DEG C of heating, react 1 hour；
6）Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate；
7）Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters
White needles 2,3,5,6- Tetramethylpyrazine crude products；
8）Step 7 gained filtrate is returned into 100ml reactors, leads to ammonia control Posterior circle reaction；
9）Crude product is recrystallized with water, separates to obtain wet product, is dried in vacuo 2 ~ 4 hours, obtains product.
2. the preparation method of Tetramethylpyradine according to claim 1, it is characterized in that：With industrial phosphoric acid, ammonia,
3-hydroxy-2-butanone is raw material, one pot process Tetramethylpyradine, specifically includes following steps：
1）Industrial phosphoric acid is added into reactor（85%）120kg（1.04mol）, process water 600kg, finish and stir；
2）20 ~ 40 DEG C of temperature control, ammonia is led into bottle, and survey system to PH ﹦ 7.8 ~ 8.2 can stop；
4）30 ~ 40 DEG C of temperature control, 3-hydroxy-2-butanone 60kg (0.68mol) is added dropwise, drop finishes within about 30 minutes, drips and finishes insulation reaction 2 hours；
5）90 ~ 100 DEG C of heating, react 1 hour；
6）Heating distillation, 100 DEG C normally go out cut, and when temperature rises to 103 DEG C, distillation finishes, and obtains distillate；
7）Added into distillate after a small amount of phosphoric acid regulation PH ﹦ 6 ~ 7 and be cooled to 0 ~ 5 DEG C and stand more than 4 hours, mixture filters
White needles 2,3,5,6- Tetramethylpyrazine crude products；
8）Step 7 gained filtrate is returned into reactor, leads to ammonia control Posterior circle reaction；
9）Gained crude product 45kg is recrystallized with water 200kg with water, separates to obtain wet product, is dried in vacuo 2 ~ 4 hours, obtains product.
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| CN201711410720.5A CN107879987A (en) | 2017-12-23 | 2017-12-23 | A kind of preparation method of 2,3,5,6 Tetramethylpyrazine |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108863954A (en) * | 2018-08-03 | 2018-11-23 | 滕州市悟通香料有限责任公司 | A kind of synthetic method and device of 2,3,5,6- Tetramethylpyrazine |
| CN108892645A (en) * | 2018-09-15 | 2018-11-27 | 广州方中化工有限公司 | A method of preparing Tetramethylpyrazine |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0505891A1 (en) * | 1991-03-26 | 1992-09-30 | Societe Des Produits Nestle S.A. | Process for the preparation of pyrazines |
| CN103664803A (en) * | 2012-09-17 | 2014-03-26 | 王天桃 | Novel synthesis method of 2, 3, 5, 6-tetramethylpyrazine |
-
2017
- 2017-12-23 CN CN201711410720.5A patent/CN107879987A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0505891A1 (en) * | 1991-03-26 | 1992-09-30 | Societe Des Produits Nestle S.A. | Process for the preparation of pyrazines |
| CN103664803A (en) * | 2012-09-17 | 2014-03-26 | 王天桃 | Novel synthesis method of 2, 3, 5, 6-tetramethylpyrazine |
Non-Patent Citations (3)
| Title |
|---|
| 中国标准出版社第二编辑室: "《化学工业标准汇编：化学试剂（下）》", 31 January 1997, 中国标准出版社 * |
| 杜宇等: "3-羟基-2-丁酮合成2,3,5,6-四甲基吡嗪的研究", 《河南化工》 * |
| 赵伟等: "一种2,3,5,6-四甲基吡嗪的简便合成方法研究", 《香料香精化妆品》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108863954A (en) * | 2018-08-03 | 2018-11-23 | 滕州市悟通香料有限责任公司 | A kind of synthetic method and device of 2,3,5,6- Tetramethylpyrazine |
| CN108892645A (en) * | 2018-09-15 | 2018-11-27 | 广州方中化工有限公司 | A method of preparing Tetramethylpyrazine |
| CN108892645B (en) * | 2018-09-15 | 2021-07-13 | 广州方中化工有限公司 | Method for preparing tetramethylpyrazine |
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