CN103965110A - Synthetic method for 2-ethylimidazole - Google Patents
Synthetic method for 2-ethylimidazole Download PDFInfo
- Publication number
- CN103965110A CN103965110A CN201310046904.3A CN201310046904A CN103965110A CN 103965110 A CN103965110 A CN 103965110A CN 201310046904 A CN201310046904 A CN 201310046904A CN 103965110 A CN103965110 A CN 103965110A
- Authority
- CN
- China
- Prior art keywords
- ammonia
- reaction
- gas
- ethylimidazole
- propionaldehyde
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a synthetic method for 2-ethylimidazole, specifically to a gas-liquid phase synthesis method for 2-ethylimidazole, especially to a synthetic method for 2-ethylimidazole with ammonia, propionaldehyde and glyoxal as raw materials. The method comprises the following steps: adding a glyoxal solution into a reaction vessel; successively introducing ammonia water, pure propionaldehyde and ammonia gas under controlled temperature and controlled pressure; continuing controlling temperature after completion of introduction and carrying out a reaction for 6 h; and evaporating a part of moisture under reduced pressure (4000 Pa) after completion of the reaction and then successively carrying out cooling, crystallization and filtering so as to obtain 2-ethylimidazole. According to the method, ammonia water is partially or totally changed into ammonia gas, an aqueous propionaldehyde solution is changed into pure propionaldehyde for participation in the reaction, so evaporation energy consumption is reduced, discharge of waste water (gas) is decreased and product yield is improved.
Description
One, technical field
The present invention relates to a kind of method of synthetic 2-ethyl imidazol(e), especially relating to one is raw material with ammonia, propionic aldehyde, oxalic dialdehyde, the method for synthetic 2-ethyl imidazol(e).
Two, background technology
The structural formula of 2-ethyl imidazol(e) is:
2-ethyl imidazol(e) is for instrument, instrument, and various electrical components, chemical machinery, vehicle, and national defense industry aspect is bonding, seals, and is coated with and presses and lamination; As the agent of epoxy resin intermediate temperature setting.The method of the synthetic 2-ethyl imidazol(e) of having reported at present has: ammonia
(water)+ propionic aldehyde
(aqueous solution)+ oxalic dialdehyde
(aqueous solution)→ 2-alkyl imidazole; Bicarbonate of ammonia
(aqueous solution)+ propionic aldehyde
(water solution)+ oxalic dialdehyde
(aqueous solution)→ 2-ethyl imidazol(e); Ammonium sulfate
(aqueous solution)+ propionic aldehyde
(aqueous solution)+ oxalic dialdehyde
(aqueous solution)→ 2-ethyl imidazol(e).Above-mentioned production technique is all liquid phase reaction production technique, will in raw material, add approximately 60% water before all there is reaction, after reaction again except anhydrating.General adopt evaporation to remove the water that adds and react generation, make water evaporation quantity large, waste liquid, gas quantity discharged are large, and water evaporates can expend greatly.
Three, summary of the invention
The object of the invention is to the shortcoming existing in the method for existing synthetic 2-ethyl imidazol(e), the synthetic method of the synthetic 2-ethyl imidazol(e) that provide a kind of raw material to be easy to get, equipment is simple, technique is reasonable, save energy, minimizing are polluted.
The technical solution adopted in the present invention is: it is that raw material is reacted and formed by temperature-control pressure-control by ammonia, propionic aldehyde, oxalic dialdehyde, and its synthetic route is as follows:
NH
3 (aqueous solution)+ CH
3cH
2cHO
(pure)+ NH
3 (gas)+ CHOCHO
(aqueous solution)→ 2-ethyl imidazol(e)
If ammoniacal liquor is cheap more a lot of than ammonia on market, transport is also convenient, should before reaction, partial ammonia water be steamed into ammonia.Because reaction front evaporator ammonia is more much easier than the rear transpiring moisture of reaction, and the weak ammonia producing after evaporation ammonia, can flow to periphery farmland as fertilizer sources or return to ammonial plant's recycle.Its synthesis step is:
1) in the reactor of gas-liquid phrase synthesis installation for producing, add glyoxal water solution;
2), under temperature control, pressure control, slowly pass into successively ammoniacal liquor, pure propionic aldehyde, ammonia;
3) finish temperature control back flow reaction six hours;
4) react under complete decompression (4000Pa) and boil off moisture, cooling, crystallization, filter to obtain product.Described pressure control adopts cold liquid automatic circulation type fluid-tight reaction unit as shown in the figure (to apply in person utility model patent, number of patent application is: 201020698258.0), it is characterized in that: on reactor, set up pressure inductor, circuit control system, pump, absorption tower, prolong.The flow that passes into reactor when ammonia and propionic aldehyde is excessive, when reactor air pressure exceedes set(ting)value, pump is started working, and extracts still liquid (or forming close reaction solution with still liquid), through absorption tower packing layer or first outside cooling tube, then reflux through absorption tower packing layer.In absorption tower, ammonia contacts with (cold) still drop of spray with propionic aldehyde gas, and absorption rate is accelerated, and air pressure declines rapidly.Below air pressure drops to set(ting)value time, pump quits work automatically.
The present invention compared with prior art, there is following beneficial effect: owing to adopting gas and liquid phase method, partly or entirely change the ammoniacal liquor of existing technique into ammonia, the propionic aldehyde aqueous solution changes pure propionic aldehyde into, in sepn process, the more existing technique of water evaporates amount reduces over halfly, and the more existing technique of consumption costs of producing 2-ethyl imidazol(e) water, electricity, vapour can reduce more than 1000 yuan/ton.Can also reduce waste water (gas) discharge, improve product yield.
Four, brief description of the drawings
Below in conjunction with accompanying drawing, the present invention is described in further detail.
Fig. 1 is chemical reaction equipment structural representation of the present invention.
In figure, 1 for dripping filling tube, and 2 is still liquid recycle pump, and 3 is pressure inductor, and 4 is liquid seal trough, and 5 is heating steam valve, 6 is reactor, and 7 is stirring arm, and 8 is bleeder valve, and 9 is condensation water valve, and 10 is axle fluid-tight sleeve pipe, 11 is communicating valve, and 12 is tracheae, and 13 is absorption tower, and 14 is prolong, and 15 is shower nozzle.
Five, embodiment
Below by embodiment, the present invention is further illustrated.
Embodiment 1
In the reactor of cold liquid automatic circulation type fluid-tight reaction unit, add 69.3 grams of (0.5mol) solution of oxalic dialdehyde of 41.84%, 15 DEG C, stir under, air pressure set(ting)value is transferred to minute-pressure or micro-negative pressure, slowly pass into 29 grams of propionic aldehyde (0.5mol), 17 grams of ammonias (1mol) simultaneously; Reinforced complete, 50 DEG C of temperature controls, back flow reaction 6 hours; React under complete decompression (4000Pa) and boil off moisture, cooling, crystallization, filter to obtain product.
Embodiment 2
In the reactor of cold liquid automatic circulation type fluid-tight reaction unit, add 41.84% 69.3 grams of oxalic dialdehydes (0.5mol), 15 DEG C, stir under, air pressure set(ting)value is transferred to minute-pressure or micro-negative pressure, slowly passes into successively 42.1 grams of (0.5mol) solution of ammoniacal liquor of 20.2%, pure propionic aldehyde 29 grams of (0.5mol) and 8.5 grams of ammonias (0.5mol); Reinforced complete, 50 DEG C of temperature controls, back flow reaction 6 hours; React under complete decompression (4000Pa) and boil off moisture, cooling, crystallization, filter to obtain product.
Embodiment 3
In the reactor of cold liquid automatic circulation type fluid-tight reaction unit, add 69.3 grams of (0.5mol) solution of oxalic dialdehyde of 41.84%, 15 DEG C, stir under, air pressure set(ting)value is transferred to minute-pressure or micro-negative pressure, slowly pass into 55 grams of 40% propionic aldehyde (0.5mol), 17 grams of ammonias (1mol) simultaneously; Reinforced complete, 50 DEG C of temperature controls, back flow reaction 6 hours; React under complete decompression (4000Pa) and boil off moisture, cooling, crystallization, filter to obtain product.
Claims (1)
1. a synthetic method for 2-ethyl imidazol(e), is characterized in that: synthetic route is as follows:
NH
3 (aqueous solution)+ CH
3cH
2cHO
(pure)+ NH
3 (gas)+ CHOCHO
(aqueous solution)→ 2-ethyl imidazol(e)
If ammoniacal liquor is cheap more a lot of than ammonia on market, transport is also convenient, should before reaction, partial ammonia water be steamed into ammonia.Its synthesis step is:
1) in the reactor of gas-liquid phrase synthesis installation for producing, add glyoxal water solution;
2), under temperature control, pressure control, slowly pass into successively ammoniacal liquor, propionic aldehyde, ammonia;
3) finish temperature control back flow reaction six hours;
4) react under complete decompression (4000Pa) and boil off moisture, cooling, crystallization, filter to obtain product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310046904.3A CN103965110A (en) | 2013-01-25 | 2013-01-25 | Synthetic method for 2-ethylimidazole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310046904.3A CN103965110A (en) | 2013-01-25 | 2013-01-25 | Synthetic method for 2-ethylimidazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103965110A true CN103965110A (en) | 2014-08-06 |
Family
ID=51235169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310046904.3A Pending CN103965110A (en) | 2013-01-25 | 2013-01-25 | Synthetic method for 2-ethylimidazole |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103965110A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105777644A (en) * | 2014-12-23 | 2016-07-20 | 黄冈银河阿迪药业有限公司 | Preparation method of 1-methyl-2-propylimidazole |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2360175A1 (en) * | 1973-12-03 | 1975-06-05 | Basf Ag | Opt-2-substd. imidazoles prepn - by reacting aldehydes with glyoxal and ammonia |
| JP2005082570A (en) * | 2003-09-11 | 2005-03-31 | Nippon Synthetic Chem Ind Co Ltd:The | Manufacturing method of 2-substituted imidazole compound |
-
2013
- 2013-01-25 CN CN201310046904.3A patent/CN103965110A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2360175A1 (en) * | 1973-12-03 | 1975-06-05 | Basf Ag | Opt-2-substd. imidazoles prepn - by reacting aldehydes with glyoxal and ammonia |
| JP2005082570A (en) * | 2003-09-11 | 2005-03-31 | Nippon Synthetic Chem Ind Co Ltd:The | Manufacturing method of 2-substituted imidazole compound |
Non-Patent Citations (1)
| Title |
|---|
| TAKAYUKI SHIBAMOTO,ET AL.: "A Study of Pyrazine Formation", 《J. AGRIC. FOOD CHERN.》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105777644A (en) * | 2014-12-23 | 2016-07-20 | 黄冈银河阿迪药业有限公司 | Preparation method of 1-methyl-2-propylimidazole |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101633642B (en) | Preparation method of N-alkyl imidazole | |
| CN201458761U (en) | Vacuum cooling crystallizer for producing potassium nitrate | |
| CN102924381A (en) | 2-methylimidazole preparation method | |
| CN103373747B (en) | The evaporating concentrating method of yeast wastewater | |
| CN105130079A (en) | Treatment process combining H acid mother solution and T acid mother solution | |
| CN103965110A (en) | Synthetic method for 2-ethylimidazole | |
| CN103466658B (en) | Sodium cyanide evaporation and concentration device and method | |
| CN1900085A (en) | Trimethyl phosphite producing process | |
| CN201301293Y (en) | Imidazole synthesis gas continuous feeding pressure self-control device | |
| CN1844059A (en) | Method for preparing composite fertilizer of potassium sulfate and ammonium | |
| CN202849080U (en) | Multi-effect spray salt preparation device with circuitous sun bag | |
| CN102020257B (en) | New technology of applying double-effect forced circulation concentration method in production of ammonium phosphate | |
| CN103387483B (en) | Production device and process of methanol alkali metal salts | |
| CN106966865A (en) | The system that a kind of technique in three-effect countercurrent evaporation rectification process handles glycine crystallization mother liquid | |
| CN204569764U (en) | Energy saving additive urea plant | |
| CN104310441A (en) | Reaction heat comprehensive utilization system and reaction heat comprehensive utilization method in coproduction of potassium nitrate and ammonium chloride | |
| CN201545794U (en) | Improved device of low pressure system in carbon dioxide air stripping urea device | |
| CN108329323A (en) | A method of continuously preparing Urotropine mother liquid using formaldehyde absorbing tower coproduction | |
| CN104649977A (en) | Preparation method of 1-ethyl-2-methylimidazole | |
| CN203373292U (en) | Alcohol washing water progressively-concentrated methanol recovery device | |
| CN106679243B (en) | Refrigerating system capable of reducing liquid ammonia consumption | |
| CN104649975A (en) | Method for preparing 1,2-dimethylimidazole by gas-liquid phase method | |
| CN201999875U (en) | 2-methylimidazole continuous synthesis and separation device | |
| CN104030887A (en) | Method for preparing 2-methyl-1-acetenyl-2-amylene-1-ol | |
| CN104774143B (en) | The circulation recovery method of formic acid solvent in metronidazole production process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140806 |