CN105272918B - Halogenation -1- alkyl -3- vinyl -2,4,5- triarylimidazoles and preparation method and purposes - Google Patents

Abstract

The present invention relates to a halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazole of the following formula (I), a synthesis method thereof, and the use thereof as an ionic liquid for increasing reaction yield. The method of the present invention comprises adding 1-vinyl-2,4,5-triaryl imidazoles and halogenated hydrocarbons (for example R _X , such as methyl iodide) into the solvent, stirring evenly and then heating and insulated the reaction solution until the end of the reaction, After distilling off the solvent, the residue was washed, separated by filtration, and dried in vacuum to obtain halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triarylimidazole. The synthesis method of the halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazole of the present invention is simple to operate and has high practical value.

Description

Halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazole and its preparation method and use

technical field

The invention belongs to the technical field of chemical synthesis, in particular to halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles, such as iodide-1-methyl-3-vinyl-2,4, 5-Triaryl imidazoles, and the synthesis of halogenated 1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles such as iodide-1-methyl-3-vinyl-2,4 in one reaction system , Process for 5-triaryl imidazoles and their use as ionic liquids for increasing reaction yields.

Background technique

Imidazole compounds are important organic compounds, which are widely used as intermediates or final products in the fields of organic synthesis, pharmaceutical synthesis, pesticides, papermaking and functional materials, especially in the production of fine chemicals. Important position. For many years, the research on the synthesis method of imidazole compounds has been one of the hot topics in the field of organic chemistry.

In the prior art, common methods for synthesizing imidazoles with substituents are all formed by ring closure of diketones and aldehydes under the action of amines (ammonium). The method of simultaneously generating imidazole in the second step of diketone action has not been reported in the literature.

Contents of the invention

The technical problem to be solved in the present invention is to provide halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles, such as iodide-1-methyl-3-vinyl-2,4,5 - Triaryl imidazoles and their synthesis in one reaction -The method of triaryl imidazole, the method is simple to operate and has high practical value.

First, the present invention provides a kind of N-vinyl triaryl imidazole compound, it has following general formula (II):

Wherein, the R ₁ , R ₂ , and R ₃ groups in the general formula II are the same or different, and the substituents R ₁ , R ₂ , and R ₃ are each independently hydrogen or an electron-donating group or an electron-withdrawing group. For example C1-C10 electron-donating groups, or halogen electron-withdrawing groups or nitro (electron-withdrawing groups) or (C1-C4) electron-withdrawing groups, such as CN or trifluoromethyl.

Preferably, the electron-donating group is selected from amino-NH ₂ , -NHR ₅ , -N(R ₆ ) ₂ , C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ aminoacyl.

Preferably, the electron-withdrawing group is selected from halogen atoms, C ₁ -C ₆ carboxyl groups, C ₁ -C ₆ ester groups, cyano groups, and sulfonic acid groups.

Preferably, R ₅ and R ₆ are each independently hydrogen, halogen, or C1-5 alkyl.

Preferably, the number of C atoms in the substituent _R1 is 1-5, and the number of C atoms in the groups _R3 and _R2 is 1-5; preferably, when the number of C atoms in _R1 is 1-5, _R1 is in Any position of the remaining five substitution positions of benzene ring a; when the number of C in R ₂ is 1 to 5, R ₂ can be in any position of the remaining five substitution positions of benzene ring b; and/or when the C of R ₃ When the number is 1-5, R ₃ can be in any of the remaining five substitution positions of the benzene ring c.

The present invention also provides a method for preparing the N-vinyl triaryl imidazole compound of the above general formula (II), the method comprising:

(A) Heat the mixture of dibenzoyl, benzaldehyde, ammonium acetate, ethanolamine and nano-Fe ₃ O ₄ magnetic fluid to reflux in a solvent, cool down after the reaction, and obtain N-hydroxyethyl-2,4 after recrystallization ,5-triaryl imidazole;

(B) Let N-hydroxyethyl-2,4,5-triaryl imidazole react with phosphorus tribromide, cool after reaction, and obtain N-bromoethyl-2,4,5-triaryl after recrystallization imidazole;

(C) let N-bromoethyl-2,4,5-triaryl imidazole) and base (such as potassium hydroxide or sodium hydroxide) reflux reaction, carry out separation (such as column separation), obtain general formula (II) N-vinyl triaryl imidazole compounds.

Preferably, in step (A), the molar ratio of dibenzoyl, benzaldehyde, ammonium acetate and ethanolamine is 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. The amount of nano-Fe ₃ O ₄ magnetic fluid can vary greatly, for example, it can be 5-80wt%, 10-50wt%, such as 30wt% based on the total weight of the above four.

Preferably, in step (B), the molar ratio of N-hydroxyethyl-2,4,5-triaryl imidazole to phosphorus tribromide is 1:1-4, preferably 1:1.5-2.5.

Preferably, in step (C), the molar ratio of N-bromoethyl-2,4,5-triaryl imidazole) to base is 1:2-6, preferably 1:3-4.

Taking N-vinyltriphenylimidazole compound as an example, its reaction scheme is as follows:

Technical scheme of the present invention is summarized as follows:

1. Halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles of general formula (I):

Wherein, the R ₁ , R ₂ , and R ₃ groups in the general formula I are the same or different, and the substituents R ₁ , R ₂ , and R ₃ are each independently hydrogen or an electron-donating group or an electron-withdrawing group; R ₄ is Hydrocarbyl, such as C ₁ -C ₈ hydrocarbon, preferably C ₁ -C ₆ hydrocarbon, such as C ₁ -C ₆ alkyl; X is fluorine, chlorine, bromine or iodine.

Preferably, the electron-donating group is selected from amino-NH ₂ , -NHR ₅ , -N(R ₆ ) ₂ , C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ aminoacyl.

Preferably, the electron-withdrawing group is selected from halogen atoms, C ₁ -C ₆ carboxyl groups, C ₁ -C ₆ ester groups, cyano groups, sulfonic acid groups,

Preferably, R ₅ and R ₆ are each independently hydrogen, halogen, or C1-5 alkyl.

Preferably, the substituent R ₁ has 1-5 C atoms, and the R ₃ and R ₂ groups have 1-5 C atoms.

Preferably, when the number of C atoms in R ₁ is 1-5, R ₁ is at any of the remaining five substitution positions of benzene ring a. When the number of C in R ₂ is 1-5, R ₂ can be in any of the remaining five substitution positions of benzene ring b. When the number of C in R ₃ is 1-5, R ₃ can be in any position of the remaining five substitution positions of benzene ring c.

2. The method for preparing the halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazole of the above general formula (I),

Wherein, R ₁ , R ₂ , R ₃ , R ₄ and X in general formula I are as defined above;

The methods include:

With the 1-vinyl-2,4,5-triaryl imidazole of the following formula (II):

Wherein the substituents R ₁ , R ₂ , R ₃ are as defined above,

and halogenated hydrocarbons R ₄ X (wherein R ₄ is a hydrocarbon group, such as a C ₁ -C ₈ hydrocarbon group, preferably a C ₁ -C ₆ hydrocarbon group, such as a C ₁ -C ₆ alkyl group; and wherein X is fluorine, chlorine, bromine or iodine ; Halogenated hydrocarbon R ₄ X such as methyl iodide) is added to the solvent, heated after stirring (preferably heated to reflux state, usually 50-100 ° C, preferably 50-90 ° C, more preferably 60-70 ° C, more preferably 60- 65° C.) and the reaction solution was subjected to heat preservation reaction (usually 8 to 12 hours) until the end of the reaction. After the solvent was evaporated, the residue was washed, filtered and separated, and dried in vacuo to obtain the halogenated-1-hydrocarbyl- 3-vinyl-2,4,5-triaryl imidazoles.

Preferably, in the method described in the above two items, the molar ratio of 1-vinyl-2,4,5-triaryl imidazole and halogenated hydrocarbon R ₄ X (such as methyl iodide) is 1:0.1-10, Preferably it is 1:0.5-5, more preferably 1:1.2-1.8, still more preferably about 1:1.5.

Preferably, in the method described in the above 2 items, the solvent is an ether solvent such as tetrahydrofuran, dioxane; a ketone solvent such as acetone, butanone; or a hydrocarbon solvent such as methylene chloride; or an ester solvent such as Ethyl acetate; preferably tetrahydrofuran.

3. In the method described in the above 2 items, it is preferred that the N-vinyl triaryl imidazole compound of the general formula (II) is prepared by a preparation method comprising the following steps:

(A) Heat the mixture of dibenzoyl, benzaldehyde, ammonium acetate, ethanolamine and nano-Fe ₃ O ₄ magnetic fluid to reflux in a solvent, cool down after the reaction, and obtain N-hydroxyethyl-2,4 after recrystallization ,5-triaryl imidazole;

(B) Let N-hydroxyethyl-2,4,5-triaryl imidazole react with phosphorus tribromide, cool after reaction, and obtain N-bromoethyl-2,4,5-triaryl after recrystallization imidazole;

(C) let N-bromoethyl-2,4,5-triaryl imidazole) and base (such as potassium hydroxide or sodium hydroxide) reflux reaction, carry out separation (such as column separation), obtain general formula (II) N-vinyl triaryl imidazole compounds.

4. In the method described in the above 3 items, in step (A), the molar ratio of dibenzoyl, benzaldehyde, ammonium acetate and ethanolamine is 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-hydroxyethyl-2,4,5-triaryl imidazole to phosphorus tribromide is 1:1-4, preferably 1:1.5-2.5; and/or

In step (C), the molar ratio of N-bromoethyl-2,4,5-triaryl imidazole) to base is 1:2-6, preferably 1:3-4.

5. Halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles of the present invention, such as iodide-1-methyl-3-vinyl-2,4,5-triaryl imidazoles, It can effectively improve the reaction yield, and can be used as an intermediate or final product in the fields of organic synthesis, drug synthesis, pesticides, papermaking, and functional materials.

Taking tetrahydrofuran as an example, the method of the present invention comprises:

Add 1-vinyl-2,4,5-triaryl imidazole and iodomethane into anhydrous tetrahydrofuran, stir evenly, heat to 50-70°C, preferably 60-65°C, and keep the reaction solution warm until the reaction is completed. Change the reflux device to a distillation device. After the solvent is evaporated, the residue is added to a large amount of ether for washing, then filtered and separated, and dried in a vacuum oven to obtain iodide-1-methyl-3-vinyl-2,4,5 - Triaryl imidazoles.

The chemical reaction equation is as follows:

In the present invention, 1-vinyl-2,4,5-triaryl imidazole and iodomethane are added to a solvent (preferably anhydrous tetrahydrofuran) to act together to synthesize iodide-1-methyl-3-vinyl-2, 4,5-triaryl imidazole, the method is simple to operate and has high practical value.

The molar ratio of 1-vinyl-2,4,5-triaryl imidazole to methyl iodide is preferably 1:1.2 to 1.8, especially about 1:1.5, where tetrahydrofuran is used as a solvent, and the best catalytic performance can be achieved under this dosage Effect. If the amount of feed is less than the ratio, the reaction will be incomplete or the reaction rate is too low; if the amount of feed exceeds the ratio, unnecessary waste will be caused.

The feed ratio of 1-vinyl-2,4,5-triaryl imidazole to anhydrous tetrahydrofuran is 1mol:5-30L, preferably 1mol:15L, and the product yield is the highest under this feed amount. When the amount of anhydrous tetrahydrofuran is less than this amount, the dissolving effect of the whole solution is not good and the reaction is incomplete; when the amount of anhydrous tetrahydrofuran exceeds this amount, the energy consumption during post-processing will be too high.

The heat preservation reaction time is 8-20 hours, preferably 8-12 hours. If the time is insufficient, the reaction will not be complete. Experiments show that the product yield is the highest within 8-12 hours.

Described reaction temperature is 60～65 ℃, when lower than this temperature, this reaction rate is slower, experiment shows that 60～65 ℃ is optimum reaction temperature.

The residue was added to a large amount of diethyl ether for washing, and then separated by filtration and dried in a vacuum oven to obtain iodide-1-methyl-3-vinyl-2,4,5-triaryl imidazole. If the number of times of washing is not enough, the purified product cannot be completely separated.

Advantage and beneficial effect of the present invention are:

1. Halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triarylimidazoles of the present invention, such as iodide-1-methyl-3-vinyl-2,4,5-triarylimidazoles, As an ionic liquid, it can effectively improve the reaction yield, and can be used as an intermediate or final product in the fields of organic synthesis, drug synthesis, pesticides, papermaking, and functional materials.

2. The reaction condition of the present invention is mild, does not need traditional strong acid or strong base as a catalyst, is simple to operate, and has high practical value.

3. The method of the present invention obtains halogenated-1-hydrocarbyl-3-vinyl-2,4,5-triaryl imidazoles in a reaction system, such as iodide-1-methyl-3-vinyl-2,4, 5-triaryl imidazoles.

4. The reaction time of the method of the present invention is short, and the reaction is performed in anhydrous tetrahydrofuran, which is environmentally friendly and has no pollution.

Description of drawings

Fig. 1 is the NMR spectrum of the monomer N-vinyl-2,4,5-triphenylimidazole of embodiment 1;

Fig. 2 is the carbon nuclear magnetic spectrogram of the monomer N-vinyl-2,4,5-triphenylimidazole of embodiment 1;

Fig. 3 is the ¹ H nuclear magnetic resonance spectrum of the compound obtained in Example 2.

Fig. 4 is the ¹³ C nuclear magnetic resonance spectrum of the compound obtained in Example 2.

Detailed ways

The following specific examples illustrate the present invention in further detail, but the examples do not limit the present invention in any form. Unless otherwise specified, the reagents, methods and equipment used in the present invention are conventional reagents, methods and equipment in the technical field.

Example 1

The structural formulas of monomer N-vinyl-2,4,5-triphenylimidazole are as follows:

monomer:

The synthetic route of the above monomers

(1) N-Hydroxyethyl-2,4,5-triphenylimidazole

In a 500ml round bottom flask, add 42.05g (200mmol) dibenzoyl, 21.22g (200mmol) benzaldehyde, 15.42g (200mol) ammonium acetate, 12.22g (200mmol) ethanolamine and nano Fe ₃ O ₄ The mixture of magnetic fluid Heat, dissolve with 350mL ethanol, and heat to reflux. After the completion of the reaction was tracked by thin layer chromatography, it was cooled to room temperature. The reaction solution was slowly poured into a large amount of cold water, and filtered with suction. The resulting solid was recrystallized from ethyl acetate to give a white solid. Then column chromatography (ethyl acetate:petroleum ether=7:3), yield: 78%.

(2) N-bromoethyl-2,4,5-triphenylimidazole

35.4 g (87.0 mmol) of the compound (N-hydroxyethyl-2,4,5-triphenylimidazole) was dissolved in 300 mL of DMF in a 500 mL round bottom flask. After ice cooling to 0°C, 16.5 mL (174 mmol) of phosphorus tribromide was slowly added dropwise. After the dropwise addition was completed, the temperature was raised to 80° C. and the reaction was stirred for 5 h. After the reaction stopped, it was cooled to room temperature, and ammonia water was added to make the reaction solution weakly alkaline. Then the reaction solution was poured into a large amount of cold water, filtered with suction, and the solid was washed with distilled water. The crude product was recrystallized from ethyl acetate to obtain 38.6 g of a white solid with a yield of 94.3%.

(3) N-vinyl-2,4,5-triphenylimidazole

Dissolve 38.6g (82.1mmol of N-bromoethyl-2,4,5-triphenylimidazole) and 16.8g (300mmol) of potassium hydroxide in 300mL of ethanol in a 500mL round bottom flask. Reflux for 5h and cool After reaching room temperature, the reaction solution was poured into cold water, suction filtered, and the solid was washed with distilled water. The crude product was separated by column with ethyl acetate/petroleum ether (1:1 by volume) as the eluent to obtain 29.8g white solid , yield 93.4%.Fig. 1 is the NMR spectrum of the monomer N-vinyl-2,4,5-triphenylimidazole; Fig. 2 is the monomer N-vinyl-2,4,5- C NMR spectrum of triphenylimidazole.

In this embodiment, the substituents R ₁ , R ₂ and R ₃ are simultaneously hydrogen.

Example 2: Synthetic reaction of iodide-1-methyl-3-vinyl-2,4,5-triphenylimidazole

Add the reaction raw materials 1mmol 1-vinyl-2,4,5-triphenylimidazole, 1.5mmol methyl iodide and 15mL anhydrous tetrahydrofuran to a 50ml round-bottomed flask in sequence, stir well, heat to 60-65°C and keep the reaction liquid To the end of the reaction, react for 12h. After the reaction was completed, the reflux device was changed to a distillation device, and anhydrous tetrahydrofuran was evaporated, and the residue was added to a large amount of ether for washing, then separated by filtration, and dried in a vacuum oven to obtain iodide-1-methyl-3-vinyl- 2,4,5-Triphenylimidazole. The yield of iodide-1-methyl-3-vinyl-2,4,5-triphenylimidazole was 87.2%.

Chemical reaction formula of the present invention is:

The product obtained by the above synthetic reaction through thin layer chromatography is analyzed and identified:

Identification of physical and chemical properties of the iodide-1-methyl-3-vinyl-2,4,5-triaryl imidazole of the above general formula in which the substituents R ₁ , R ₂ , and R ₃ are hydrogen at the same time:

1. White solid mp: 113-115°C.

2. ¹ H nuclear magnetic resonance spectrum analysis:

¹ H NMR (400MHz, DMSO-d ₆ , δ, ppm) 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. ¹³ C nuclear magnetic resonance spectrum analysis:

¹³ C NMR (100MHz, DMSO-d ₆ , 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, 125.755, 122.994, 134

Application of the invention

In a 100ml round bottom flask, add 0.4205g (2mmol) dibenzoyl, 0.2122g (2mmol) benzaldehyde, 0.1542g (2mol) ammonium acetate, 0.1222g (2mmol) ethanolamine, nano Fe ₃ O ₄ The mixture of magnetic fluid Heat, dissolve with 40mL ethanol, and heat to reflux. After the completion of the reaction was tracked by thin layer chromatography, it was cooled to room temperature. The reaction solution was slowly poured into a large amount of cold water, and filtered with suction. The resulting solid was recrystallized from ethyl acetate to give a white solid. Then column chromatography (ethyl acetate:petroleum ether=7:3), yield: 78%.

In the 100ml round bottom flask, add 0.4205g (2mmol) dibenzoyl, 0.2122g (2mmol) benzaldehyde, 0.1542g (2mol) ammonium acetate, 0.1222g (2mmol) ethanolamine, nano Fe ₃ O ₄ magnetic fluid and ( 0.01 g) the mixture of iodide-1-methyl-3-vinyl-2,4,5-triphenylimidazole was heated, dissolved in 40 mL of ethanol, and heated to reflux. After the completion of the reaction was tracked by thin layer chromatography, it was cooled to room temperature. The reaction solution was slowly poured into a large amount of cold water, and filtered with suction. The resulting solid was recrystallized from ethyl acetate to give a white solid. Then column chromatography (ethyl acetate:petroleum ether=4:1), productive rate: 83%

Adding iodide-1-methyl-3-vinyl-2,4,5-triphenylimidazolium ionic liquid to this reaction increases the yield of the reactant from 78% to 83.2%. The ¹ H NMR spectrum and the ¹³ C NMR spectrum of the obtained compound are shown in Fig. 3 and Fig. 4, respectively.

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.