Month: August 2021

Electric Literature of 1072-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1072-63-5, name is 1-Vinyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Bis-vinylimidazolium bromoethane ([CnDVIM]Br) were synthesized by the reaction between 1-vinylimidazole and (CH2)2Br2, (CH2)4Br2, or (CH2)8Br2 [20]. Typically, 1-vinylimidazole (4.20g, 44.6mmol) and (CH2)nBr2 (21.7mmol) were dissolved in 5.0mL methanol. Then, the mixture was continuously magnetic stirred for 5min to get a homogenous solution and poured into a 50mL single-necked flask. After aerated nitrogen for about 3min, the flask was sealed and placed into 65C oil bath with a continuously magnetic stirring for 24h. After cooling to room temperature, excess diethyl ether (200mL) was poured into the solution and the crude salt was obtained. The obtained salt was washed with diethyl ether three times and dried under vacuum to get the yellow [CnDVIM]Br.

The synthetic route of 1-Vinyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Yang; Zhao, Jia; He, Fang; Zheng, Chen; Zhao, Xiaopeng; Yin, Jianbo; Polymer; vol. 171; (2019); p. 161 – 172;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 496-46-8, name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

The tetrol derivative (compound 2.6) of 3a, 6a- cyclopentanoglycoluril (1 g, 3.3 mmol) was added to a solution of unsubstituted glycoluril (937 mg, 6.6 mmol) in conc. HCL (2 mL) and the mixture stirred at room temperature for 30 min. The homogeneous mixture was poured into MEOH (10 mL) and the precipitate collected and dried to give predominantly the trimer.

According to the analysis of related databases, 496-46-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNISEARCH LIMITED; WO2005/26168; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 72-40-2,Some common heterocyclic compound, 72-40-2, name is 5-Amino-1H-imidazole-4-carboxamide hydrochloride, molecular formula is C4H7ClN4O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

4-amino-5-imidazolecarboxamide hydrochloride was heated to reflux in phosphorus oxychloride for 3.5 hs and after purification gave 4-amino-5-nitrile imidazole. This was resuspended in ethanol saturated with HCl overnight and purification gave 4-amino-5-ethylimino ester imidazole hydrochloride. This was combined with diphenylborinic acid ethanolamine ester in tetrahydrofuran (THF) overnight to yield the title compound.

The synthetic route of 72-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Benkovic, Stephen J.; Shapiro, Lucy; Wright, Rachel; Stephens, Craig; Kahng, Lyn Sue; Berdis, Anthony; Lee, Irene; US2005/227933; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, molecular formula is C5H6N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: imidazoles-derivatives

To a suspension of [1-METHYL-IMIDAZOLE-4-CARBOXYLIC ACID (11.] 4g, 90 [MMOL)] in THF (500ml) at [0°C,] was added drop-wise a solution of lithium aluminium hydride [(1 M] in THF, [117ML,] 117 [MMOL)] and the mixture was stirred at room temperature overnight and then at [50°C] for 1 hour Water (3 [ML)] was added followed by [NA2SO4] and the mixture was filtered through [CELITETM.] The filtrate was concentrated under reduced pressure to afford the title compound as a solid [(8G,] 78.95percent) ;’H NMR (300 MHz, [CDCI3)] 6 ppm: 7.25 (s, 1 H), 6. 7 (s, 1H), 5.25 (m, 1H), 4.4 (s, 2H), 3.45 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41716-18-1, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/13138; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 96797-15-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 96797-15-8 as follows.

To a solution of 4-IODO-1-TRITYL-LH-IMIDAZOLE (A) (1 eq) in THF at room temperature was added ethylmagnesium bromide (1.2 eq) under dry conditions. After stirring for 90 minutes, zinc chloride (1.2 eq) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis (triphenylphosphine) palladium (10%) and 5-bromo-2-methoxypyridine (1.2 eq) were added to the reaction mixture. Upon cooling, the reaction was diluted with dichloromethane and washed with a EDTA buffer (at approximate pH 9), NACI (sat. ), dried over sodium sulfate, filtered, and concentrated. MH+ (418)

According to the analysis of related databases, 96797-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHIRON CORPORATION; WO2004/96822; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3314-30-5, category: imidazoles-derivatives

General procedure: The equimolar aldehyde 3a?3d (1 mmol) and substituted phenylhydrazine 5a?5s (1 mmol) weremixed in CH3OH (10 mL) and stirred at room temperature [18]. After about 2 h, the reaction wascompleted (monitored by TLC). The residual crude was purified via silica gel column chromatogramusing a gradient mixture of petroleum ether and ethyl acetate to obtain the pure target compounds6a?6ai (in 45?80percent yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Wang, Xing; Chen, Yong-Fei; Yan, Wei; Cao, Ling-Ling; Ye, Yong-Hao; Molecules; vol. 21; 11; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

1 g (6.5 mmol) of 5- (tert-butyl) -1H-imidazole-4-carbaldehyde was added to 7 mL of DMF,An additional 2.59 g (13 mmol)N, N-diacetylpiperazine-2,5-dione nitrogen protection row of the third gas,3.19 g (9.8 mmol) of cesium carbonate,Nitrogen gas to protect the row of gas,The reaction was stirred at room temperature for 20 h without light.The reaction was poured into ice-water (100 mL) and suction filtered. The filter cake was washed with water (100 mL * 2), then with petroleum ether: ethyl acetate 8: 1 (90 mL). The filter cake was washed with ethanol and dichloromethane Ultrasound pointsScattered, filtered to remove insoluble material, concentrated under reduced pressure, anhydrous ethanol with water. Beating with ethyl acetate (50 mL) afforded a tan solid(Z) -1 -acetyl-3 – ((5- (tert-butyl) -1H-imidazol-4-yl) methylene) piperazine-2,5-dione 0.89 g, yield 46.9%.

The synthetic route of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Ding Zhongpeng; Wang Shixiao; Sun Tianwen; Hou Yingwei; Guan Huashi; (14 pag.)CN107011322; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 71759-89-2, name is 5-Iodo-1H-imidazole, A new synthetic method of this compound is introduced below., Formula: C3H3IN2

Step 1. 2-(4-iodo-1H-imidazol-1-yl)-N-(2-methoxyethyl)ethanamine (248) To a stirred solution of 4-iodoimidazole (8.8 g, 45.4 mmol) in THF (200 mL) at 0 C. under nitrogen was added portion-wise NaH 60% (1.99 g, 49.9 mmol). After 15 min, 1-bromo-2-chloroethane (4.53 mL, 54.4 mmol) was added at 0 C. The reaction mixture was heated at 60 C. for 20 h. After cooling to RT, the reaction mixture was diluted with water and extracted with AcOEt. The extract was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by Biotage (SNAP 340 g cartridge; MeOH/AcOEt: 0/100 to 5/95 over 20 CV), to afford crude 1-(2-chloroethyl)-4-iodo-1H-imidazole not shown in the scheme 57 (7 g, 27.26 mmol, 60% yield) as colorless oil. MS (m/z): 256.83 (M+H).

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Raeppel, Stephane; Raeppel, Franck; Claridge, Stephen William; Zhan, Lijie; Gaudette, Frederic; Mannion, Michael; Sato, Norifumi; Yuki, Yohei; Kishida, Masashi; Vaisburg, Arkadii; US2011/257100; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

STAGE 1: 1-((6-chloro 1,3-benzodioxol-5-yl)methyl)-2-n-propyl1H-imidazole 12 g of 2-n-propyl-1H-imidazole is introduced into 125 ml of anhydrous dimethylformamide, 5.28 g of sodium hydride at 50% in oil is added slowly in fractions, agitation is carried out for 20 minutes then 22.55 g of 6-chloro-piperonyl chloride is added in fractions and agitation is continued for one hour at ambient temperature. The dimethylformamide is evaporated off with a rotary evaporator then the residue is acidified then hydrolyzed using saturated ammonium chloride. Extraction is carried out 3 times with methylene chloride. The organic phase is washed with distilled water, dried, then impasted in ethyl ether and dried. In this way 22.2 g of expected product (white powder) is obtained.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Hoechst Marion Roussel; US5986103; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 14741-71-0, Recommanded Product: Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

4-Amino-3-(1H-benzimidazol-2-yl)-5-(4-ethylpiperazin-1-yl)quinolin-2(1H)-one t-BuLi (3.1 eq) was added to ethyl 2-benzimidazol-2-ylacetate (1.0 eq) and 6-amino-2-(4-ethylpiperazinyl)benzenecarbonitrile (1.0 eq) in THF at 0 C. The reaction was stirred overnight. The resulting mixture was quenched with NH4Cl (aq, saturated) and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. The crude material was triturated with CH2Cl2 and MeOH to provide a tan solid. LC/MS m/z 389.1 (MH+), Rt 1.80 minutes.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Renhowe, Paul A.; Pecchi, Sabina; Machajewski, Timothy D.; Shafer, Cynthia M.; Taylor, Clarke; McCrea JR., William R.; McBride, Christopher; Jazan, Elisa; US2002/107392; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem