CN105272918B - Halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles and preparation method and purposes - Google Patents
Halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles and preparation method and purposes Download PDFInfo
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- 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
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Abstract
It is used to improve the purposes of reaction yield the present invention relates to 1 alkyl of halogenation, 3 vinyl, 2,4,5 triarylimidazoles and its synthetic method of lower formula (I) and as ionic liquid.The method of the present invention includes by 1 vinyl, 2,4,5 triarylimidazoles and halogenated hydrocarbons (such as R4X, such as iodomethane) it is added in solvent, it is heated after stirring evenly and insulation reaction liquid to reaction terminates, after solvent is evaporated off, residue is washed, is separated by filtration, is dried in vacuo, and obtains 1 alkyl of halogenation, 3 vinyl, 2,4,5 triarylimidazoles.The synthetic method of 1 alkyl of halogenation, 3 vinyl, 2,4,5 triarylimidazoles of the present invention is easy to operate, has higher practical value.
Description
Technical field
The invention belongs to chemosynthesis technical fields, more particularly to halogenation -1- alkyl -3- vinyl -2,4, tri- virtues of 5-
Base imidazoles, such as iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles, and halogenation-is synthesized in a reaction system
The side of 1- alkyl -3- vinyl -2,4,5- triarylimidazoles such as iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles
Method and its purposes for being used to improve reaction yield as ionic liquid.
Background technology
Glyoxaline compound is all important organic compound, as intermediate or final product in organic synthesis, medicine
The fields such as object synthesis, pesticide, papermaking and functional material, which suffer from, to be extremely widely applied, especially in the production of fine chemical product
It is seized of particularly important status.For many years, the heat for studying the educational circles that always organises of the synthetic method of glyoxaline compound
One of subject topic.
In the prior art, the method for common imidazoles of the synthesis with substituent group be all by diketone and aldehyde amine (ammonium) work
It is generated with lower cyclization.The method of imidazoles is generated there is not yet document report simultaneously in next step in two ketolysis.
Invention content
The technical problem to be solved by the invention is provide halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles,
Such as iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles and halogenation -1- alkyl -3- is synthesized in a reaction system
Vinyl -2,4,5- triarylimidazoles such as iodate -1- methyl -3- vinyl -2,4, the method for 5- triarylimidazoles, this method
It is easy to operate, there is higher practical value.
First, the present invention provides a kind of N- vinyl triarylimidazoles compound, has logical formula (II) as follows：
Wherein, R in general formula II1、R2、R3Group is identical or differs, substituent R1、R2、R3Be each independently hydrogen or to
Electron group or electron-withdrawing group.Such as C1-C10 electron donating groups or halogen electron-withdrawing group or nitro (electron-withdrawing group)
Or (C1-C4) electron-withdrawing group, such as CN or trifluoromethyl.
It is preferred that the electron donating group is selected from amino-NH2、-NHR5、-N(R6)2、C1-C6Alkyl, C1-C6Alkoxy or
C1-C6Aminoacyl.
It is preferred that the electron-withdrawing group is selected from halogen atom, C1-C6Carboxyl, C1-C6Ester group, cyano, sulfonic group.
It is preferred that R5、R6It is hydrogen, halogen or C1-5 alkyl each independently.
It is preferred that substituent R1C atomicities be 1~5, R3And R2The C atomic quantities of group are 1~5；Preferably, work as R1's
When C atomic quantities are 1~5, R1In any position of remaining five the position of substitution of phenyl ring a；Work as R2C quantity be 1~5 when, R2It can
With in any position of remaining five the position of substitution of phenyl ring b；And/or work as R3C quantity be 1~5 when, R3It can be remaining in phenyl ring c
Any position of five the position of substitution.
The present invention also provides the method for the N- vinyl triarylimidazoles compounds for preparing above-mentioned logical formula (II), this method packets
It includes：
(A) by dibenzoyl, benzaldehyde, ammonium acetate, ethanol amine and nanometer Fe3O4The mixture of magnetic fluid adds in a solvent
Heat reflux, cools down after reaction, and N- ethoxys -2,4,5- triarylimidazoles are obtained after recrystallization；
(B) N- ethoxys -2,4 are allowed, 5- triarylimidazoles and phosphorus tribromide temperature reaction react postcooling, through recrystallization
N- bromoethyl -2,4,5- triarylimidazoles are obtained afterwards；
(C) N- bromoethyls -2,4 are allowed, 5- triarylimidazoles) with alkali (such as potassium hydroxide or sodium hydroxide) back flow reaction,
It is detached (such as post separation), obtains the N- vinyl triarylimidazoles compounds for leading to formula (II).
It is preferred that in step (A), dibenzoyl, benzaldehyde, ammonium acetate, ethanol amine molar ratio be 0.5~1.5：
0.5~1.5：0.5~1.5：0.5~1.5, preferably 0.8~1.2：0.8~1.2：0.8~1.2：0.8~1.2.Nanometer Fe3O4Magnetic
The amount of fluid can vary greatly, such as can be 5-80wt%, the 10~50wt% based on above-mentioned four total weight, such as
30wt%.
It is preferred that in step (B), the molar ratio of N- ethoxys -2,4,5- triarylimidazoles and phosphorus tribromide is 1：1~4,
It is preferred that 1：1.5~2.5.
It is preferred that in step (C), N- bromoethyls -2,4,5- triarylimidazoles) with the molar ratio of alkali it is 1：2~6, preferably
1：3~4.
By taking N- vinyl triphenylimidazolyl compounds as an example, reaction route is as follows：
Technical scheme of the present invention is summarized as follows：
1, lead to the halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles of formula (I)：
Wherein, R in general formula I1、R2、R3Group is identical or differs, substituent R1、R2、R3Be each independently hydrogen or to electricity
Subbase group or electron-withdrawing group；R4It is alkyl, such as C1-C8Alkyl, preferably C1-C6Alkyl, such as C1-C6Alkyl；X is fluorine, chlorine, bromine
Or iodine.
It is preferred that the electron donating group is selected from amino-NH2、-NHR5、-N(R6)2、C1-C6Alkyl, C1-C6Alkoxy or
C1-C6Aminoacyl.
It is preferred that the electron-withdrawing group is selected from halogen atom, C1-C6Carboxyl, C1-C6Ester group, cyano, sulfonic group,
It is preferred that R5、R6It is hydrogen, halogen or C1-5 alkyl each independently.
It is preferred that substituent R1C atomicities be 1~5, R3And R2The C atomic quantities of group are 1~5.
It is preferred that working as R1C atomic quantities be 1~5 when, R1In any position of remaining five the position of substitution of phenyl ring a.Work as R2
C quantity be 1~5 when, R2It can be in any position of remaining five the position of substitution of phenyl ring b.Work as R3C quantity be 1~5 when, R3
It can be in any position of remaining five the position of substitution of phenyl ring c.
2, halogenation -1- alkyl -3- vinyl -2,4 of preparation formula above (I), the method for 5- triarylimidazoles,
Wherein, R in general formula I1、R2、R3、R4It is as defined above with X；
The method includes：
By the 1- vinyl -2,4,5- triarylimidazoles of lower formula (II)：
Wherein substituent R1、R2、R3As defined above,
With halogenated hydrocarbons R4X (wherein R4It is alkyl, such as C1-C8Alkyl, preferably C1-C6Alkyl, such as C1-C6Alkyl；Wherein X
It is fluorine, chlorine, bromine or iodine；Halogenated hydrocarbons R4X is, for example, iodomethane) it is added in solvent, it is heated after stirring evenly and (is preferably heated to flow back
State, usual 50-100 DEG C, preferably 50~90 DEG C, more preferable 60~70 DEG C, more preferable 60~65 DEG C) and protect reaction solution
Until reaction terminates, after solvent is evaporated off, residue is washed, is separated by filtration, is dried in vacuo for temperature reaction (usual 8~12 hours),
Obtain the halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles of logical formula (I).
It is preferred that in method described in above 2,1- vinyl -2,4,5- triarylimidazoles and halogenated hydrocarbons R4X is (such as
Iodomethane) molar ratio be 1:0.1~10, preferably 1:0.5~5, more preferable 1:1.2~1.8, further preferably about 1:
1.5。
It is preferred that in method described in above 2, the solvent is ether solvent such as tetrahydrofuran, dioxanes；Ketone
Class solvent such as acetone, butanone；Or hydrocarbon solvent such as dichloromethane；Or esters solvent such as ethyl acetate；Preferably tetrahydrochysene
Furans.
3, in the method described in above 2, it is preferred that the N- vinyl triarylimidazoles of its formula of (II)
It is by prepared by the preparation method by including the following steps to close object：
(A) by dibenzoyl, benzaldehyde, ammonium acetate, ethanol amine and nanometer Fe3O4The mixture of magnetic fluid adds in a solvent
Heat reflux, cools down after reaction, and N- ethoxys -2,4,5- triarylimidazoles are obtained after recrystallization；
(B) N- ethoxys -2,4 are allowed, 5- triarylimidazoles and phosphorus tribromide temperature reaction react postcooling, through recrystallization
N- bromoethyl -2,4,5- triarylimidazoles are obtained afterwards；
(C) N- bromoethyls -2,4 are allowed, 5- triarylimidazoles) with alkali (such as potassium hydroxide or sodium hydroxide) back flow reaction,
It is detached (such as post separation), obtains the N- vinyl triarylimidazoles compounds for leading to formula (II).
4, in the method described in above 3, in step (A), dibenzoyl, benzaldehyde, ammonium acetate, ethanol amine
Molar ratio be 0.5~1.5：0.5~1.5：0.5~1.5：0.5~1.5, preferably 0.8~1.2：0.8~1.2：0.8~1.2：
0.8~1.2；And/or
In step (B), the molar ratio of N- ethoxys -2,4,5- triarylimidazoles and phosphorus tribromide is 1：1~4, preferably
1：1.5~2.5；And/or
In step (C), N- bromoethyls -2,4,5- triarylimidazoles) with the molar ratio of alkali it is 1：2~6, preferably 1：3~
4。
5, halogenation -1- alkyl -3- vinyl -2,4 of the invention, 5- triarylimidazoles, such as iodate -1- methyl -3- ethylene
Base -2,4,5- triarylimidazoles can effectively improve reaction yield, and can be used as intermediate or final product applied to organic conjunction
At, pharmaceutical synthesis, pesticide, the fields such as papermaking and functional material.
By taking tetrahydrofuran solvent as an example, the method for the present invention includes：
By 1- vinyl -2,4,5- triarylimidazoles and iodomethane are added in anhydrous tetrahydro furan, are heated after stirring evenly
To 50~70 DEG C, preferably 60~65 DEG C and by reaction solution carry out insulation reaction until reaction terminate, reflux is changed to distill
Device, after solvent is evaporated off, residue is added in a large amount of ether and washs, and is then separated by filtration, vacuum drying chamber is dried to obtain
Iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles.
Chemical equation is as follows：
The present invention is added in solvent (preferably anhydrous tetrahydrochysene furan) altogether with 1- vinyl -2,4,5- triarylimidazoles and iodomethane
Same-action synthesizes iodate -1- methyl -3- vinyl -2,4, and 5- triarylimidazoles, this method is easy to operate, has higher reality
With value.
The molar ratio of 1- vinyl -2,4,5- triarylimidazoles and iodomethane is preferably 1:1.2~1.8, especially about
1 ︰ 1.5, wherein tetrahydrofuran can reach best catalytic effect as solvent under the inventory.If inventory is matched less than this
Than then reaction is not exclusively or reaction speed is too low；If inventory is more than the proportioning, unnecessary waste is caused.
The rate of charge of 1- vinyl -2,4,5- triarylimidazoles and anhydrous tetrahydro furan is 1mol 5~30L of ︰, preferably
1mol:15L, under the inventory, products collection efficiency highest.When the amount of anhydrous tetrahydro furan is less than the inventory, entire solution is molten
It is bad to solve effect, reaction is incomplete；When the dosage of anhydrous tetrahydro furan is more than the inventory, then energy consumption mistake when can cause to post-process
It is high.
The insulation reaction time is 8~20 hours, and preferably 8~12 hours, when time deficiency, reaction was not thorough, experiment
Show within 8~12 hours time, products collection efficiency highest.
The reaction temperature is 60~65 DEG C, and when being less than this temperature, the reaction speed is slower, and experiment shows that 60~65 DEG C are
Optimal reaction temperature.
Described be added in a large amount of ether with residue is washed, and is then separated by filtration, vacuum drying chamber is dried to obtain iodine
Change -1- methyl -3- vinyl -2,4,5- triarylimidazoles.If the number of washing is inadequate, it is not completely separated purification production
Object.
The advantages of the present invention are：
1. halogenation -1- alkyl -3- vinyl -2,4 of the present invention, 5- triarylimidazoles, such as iodate -1- methyl -3- second
Alkenyl -2,4,5- triarylimidazoles can effectively improve reaction yield as ionic liquid, and can be used as intermediate or final production
Object is applied to the fields such as organic synthesis, pharmaceutical synthesis, pesticide, papermaking and functional material.
2. the reaction condition of the present invention is mild, traditional strong acid or highly basic are not needed as catalyst, easy to operate, tool
There is higher practical value.
3. the method for the present invention obtains halogenation -1- alkyl -3- vinyl -2,4,5- triaryl miaows in a reaction system
Azoles, such as iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles.
4. the reaction time of the method for the present invention is short, and is reacted in anhydrous tetrahydro furan, environmentally friendly, pollution-free.
Description of the drawings
Fig. 1 is the nucleus magnetic hydrogen spectrum figure of the monomer N-vinyl -2,4,5- triphenylimidazolyls of embodiment 1；
Fig. 2 is the nuclear-magnetism carbon spectrogram of the monomer N-vinyl -2,4,5- triphenylimidazolyls of embodiment 1；
Fig. 3 is 2 gained compound of embodiment1H nmr spectrums.
Fig. 4 is 2 gained compound of embodiment13C nmr spectrums.
Specific implementation mode
The present invention is described in further detail for following specific examples, but embodiment does not do any shape to the present invention
The restriction of formula.Unless stated otherwise, the present invention uses reagent, method and apparatus for the art conventional reagent, method and
Equipment.
Embodiment 1
The structural formula difference of monomer N-vinyl -2,4,5- triphenylimidazolyls is as follows：
Monomer：
The synthetic route of the above monomer
(1) N- ethoxys -2,4,5- triphenylimidazolyls
In 500ml round-bottomed flasks be added 42.05g (200mmol) dibenzoyl, 21.22g (200mmol) benzaldehyde,
15.42g (200mol) ammonium acetate, 12.22g (200mmol) ethanol amines and nanometer Fe3O4The mixture of magnetic fluid heats, and uses
350mL ethyl alcohol dissolves, and is heated to reflux.After reaction with thin-layered chromatography tracking, it is cooled to room temperature.Reaction solution is poured slowly into
In a large amount of cold water, filter.Obtained solid re-crystallizing in ethyl acetate, obtains white solid.Then pillar layer separation (acetic acid second
Ester：Petroleum ether=7：3), yield：78%.
(2) N- bromoethyls -2,4,5- triphenylimidazolyls
In the round-bottomed flask of 500mL with 300mL DMF dissolving 35.4g (87.0mmol) compound (ethoxy -2,4 N-,
5- triphenylimidazolyls).16.5mL (174mmol) phosphorus tribromide is slowly added dropwise to after 0 DEG C in ice bath.It is added dropwise, is warming up to 80 DEG C
It is stirred to react 5h.It after reaction stops, being cooled to room temperature, ammonium hydroxide, which is added, makes reaction solution be in alkalescent.Then reaction solution is poured into greatly
It measures in cold water, filters, solid is washed with distilled water.White solid 38.6g, yield will be obtained after crude product re-crystallizing in ethyl acetate
94.3%.
(3) N- vinyl -2,4,5- triphenylimidazolyls
In the round-bottomed flask of 500mL with 300mL ethyl alcohol dissolving 38.6g (82.1mmol compounds (bromoethyl -2,4 N-,
5- triphenylimidazolyls) and 16.8g (300mmol) potassium hydroxide.Back flow reaction 5h, cold water is poured into after being cooled to room temperature by reaction solution
In, it filters, solid is washed with distilled water.Crude product is with ethyl acetate/petroleum ether (volume ratio 1:1) it is that eluant, eluent carried out column
Separation, obtains 29.8g white solids, yield 93.4%.Fig. 1 is the nuclear-magnetism hydrogen of the monomer N-vinyl -2,4,5- triphenylimidazolyls
Spectrogram；Fig. 2 is the nuclear-magnetism carbon spectrogram of the monomer N-vinyl -2,4,5- triphenylimidazolyls.
Substituent R in the present embodiment1、R2、R3It is hydrogen simultaneously.
Embodiment 2：The synthetic reaction of iodate -1- methyl -3- vinyl -2,4,5- triphenylimidazolyls
Sequentially added into 50ml round-bottomed flasks reaction raw materials 1mmol 1- vinyl -2,4,5- triphenylimidazolyls,
1.5mmol iodomethane and 15mL anhydrous tetrahydro furans are heated to 60~65 DEG C and insulation reaction liquid to reacting knot after stirring evenly
Beam reacts 12h.After the completion of reaction, reflux is changed to distilling apparatus, anhydrous tetrahydro furan is evaporated off, residue is added to greatly
It washs, is then separated by filtration, vacuum drying chamber is dried to obtain iodate -1- methyl -3- vinyl -2,4,5- triphens in the ether of amount
Base imidazoles.The yield of iodate -1- methyl -3- vinyl -2,4,5- triphenylimidazolyls is 87.2%.
The present invention chemical equation be：
Above-mentioned synthetic reaction is analyzed and identified through the obtained product of thin-layer chromatography：
Wherein substituent R1、R2、R3It is simultaneously three virtues of the iodate -1- methyl -3- vinyl -2,4,5- of the formula above of hydrogen
The physicochemical property of base imidazoles is identified：
1. white solid mp：113-115℃.
2. 1H nmr analysis：
1H NMR(400MHz,DMSO-d6, δ, ppm) and 8.06 (d, J=7.4Hz, 2H), 7.74 (d, J=6.9Hz, 2H),
7.45 (ddd, J=16.8Hz, 6H), 7.30-6.95 (m, 5H), 6.82 (dd, J=15.7,8.5Hz, 1H), 5.12 (d, J=
8.4Hz, 1H), 4.75 (d, J=15.7Hz, 1H)
3. 13C nmr analysis：
13C NMR(100MHz,DMSO-d6,δ,ppm):132.89,132.10,131.66–131.21,131.07,
130.80,130.48,129.87,129.60,129.35,129.04,125.99,125.75,122.59,121.94,34.95.
The application of the present invention
In 100ml round-bottomed flasks be added 0.4205g (2mmol) dibenzoyl, 0.2122g (2mmol) benzaldehyde,
0.1542g (2mol) ammonium acetate, 0.1222g (2mmol) ethanol amine, nanometer Fe3O4The mixture of magnetic fluid heats, with 40mL second
Alcohol dissolves, and is heated to reflux.After reaction with thin-layered chromatography tracking, it is cooled to room temperature.Reaction solution is poured slowly into a large amount of cold
In water, filter.Obtained solid re-crystallizing in ethyl acetate, obtains white solid.Then pillar layer separation (ethyl acetate：Oil
Ether=7：3), yield：78%.
In 100ml round-bottomed flasks be added 0.4205g (2mmol) dibenzoyl, 0.2122g (2mmol) benzaldehyde,
0.1542g (2mol) ammonium acetate, 0.1222g (2mmol) ethanol amine, nanometer Fe3O4Magnetic fluid and (0.01g) iodate -1- methyl -
3- vinyl -2,4, the mixture heating of 5- triphenylimidazolyls, is dissolved with 40mL ethyl alcohol, is heated to reflux.With thin-layered chromatography with
Track after reaction, is cooled to room temperature.Reaction solution is poured slowly into a large amount of cold water, is filtered.Obtained solid ethyl acetate weight
Crystallization, obtains white solid.Then pillar layer separation (ethyl acetate：Petroleum ether=4：1), yield：83%
Iodate -1- methyl -3- vinyl -2,4,5- triphenylimidazolyl ionic liquids, the production of reactant are added in this reaction
Rate increases to 83.2% from 78%.Gained compound1H nmr spectrums and13C nmr spectrums respectively referring to Fig. 3 and
Fig. 4.
Claims (12)
1. iodate -1- methyl -3- vinyl -2,4,5- the triarylimidazoles of logical formula (I)：
2. preparing the side of the iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles of logical formula (I) described in claim 1
Method,
The method includes：
By the N- vinyl -2,4,5- triarylimidazoles of lower formula (II)：
It is added in solvent with iodomethane, reflux state is heated to after stirring evenly, and reaction solution is subjected to insulation reaction until anti-
It should terminate, after solvent is evaporated off, residue is washed, is separated by filtration, is dried in vacuo, and obtains the iodate -1- methyl -3- of logical formula (I)
Vinyl -2,4,5- triarylimidazoles；
Wherein：The solvent is ether solvent, ketones solvent or hydrocarbon solvent or esters solvent.
3. according to the method described in claim 2, wherein, the temperature of heating is 50-100 DEG C；The insulation reaction time is 8~12 small
When.
4. according to the method described in claim 2, wherein, N- vinyl -2,4,5- triarylimidazoles and feeding intake for iodomethane are rubbed
You are than being 1:0.1~10.
5. according to the method described in claim 4, wherein, N- vinyl -2,4,5- triarylimidazoles and feeding intake for iodomethane are rubbed
You are than being 1:0.5~5.
6. according to the method described in claim 2, wherein, the solvent is tetrahydrofuran, dioxanes, acetone, butanone, dichloromethane
Alkane or ethyl acetate.
7. according to the method described in any one of claim 2-6, wherein N- vinyl -2,4 of its formula of (II), 5- tri-
Aryimidazole compound is by prepared by the preparation method by including the following steps：
(A) by dibenzoyl, benzaldehyde, ammonium acetate, ethanol amine and nanometer Fe3O4The mixture of magnetic fluid heats back in a solvent
Stream, cools down after reaction, and N- ethoxys -2,4,5- triarylimidazoles are obtained after recrystallization；
(B) N- ethoxys -2,4,5- triarylimidazoles and phosphorus tribromide temperature reaction, reaction postcooling is allowed to be obtained after recrystallization
Obtain N- bromoethyl -2,4,5- triarylimidazoles；
(C) N- bromoethyls -2,4 are allowed, 5- triarylimidazoles and alkali back flow reaction are detached, obtain the N- ethylene for leading to formula (II)
Base -2,4,5- triarylimidazoles.
8. according to the method described in claim 7, wherein, alkali is potassium hydroxide or sodium hydroxide；It is separated into post separation.
9. preparation method according to claim 7, wherein in step (A), dibenzoyl, benzaldehyde, ammonium acetate, second
The molar ratio of hydramine is 0.5~1.5：0.5~1.5：0.5~1.5：0.5~1.5；And/or
In step (B), the molar ratio of N- ethoxys -2,4,5- triarylimidazoles and phosphorus tribromide is 1：1~4；And/or
In step (C), the molar ratio of N- bromoethyls -2,4,5- triarylimidazoles and alkali is 1：2~6.
10. preparation method according to claim 9, wherein in step (A), dibenzoyl, benzaldehyde, ammonium acetate, second
The molar ratio of hydramine is 0.8~1.2：0.8~1.2：0.8~1.2：0.8~1.2；And/or
In step (B), the molar ratio of N- ethoxys -2,4,5- triarylimidazoles and phosphorus tribromide is 1：1.5~2.5；And/or
In step (C), the molar ratio of N- bromoethyls -2,4,5- triarylimidazoles and alkali is 1：3~4.
11. iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles described in claim 1 pass through claim 2-10
Any one of described in use of the iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles as ionic liquid for preparing of method
On the way.
12. the purposes described in claim 11, iodate -1- methyl -3- vinyl -2,4,5- triarylimidazoles are used as intermediate
It is applied to organic synthesis, pharmaceutical synthesis, pesticide, papermaking in the purposes for improving reaction yield, or as intermediate or final product
And the purposes in functional material.
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| CN107311932A (en) * | 2017-07-01 | 2017-11-03 | 中国科学院兰州化学物理研究所 | A kind of method for catalyzing and synthesizing 1 methylimidazole |
| CN110407753B (en) * | 2019-07-21 | 2022-08-09 | 桂林理工大学 | Method for synthesizing pentaarylimidazolium salt from diaryl iodonium salt and imidazole |
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