Month: March 2021

Electric Literature of 95470-42-1, 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 95470-42-1 as follows.

To a solution of ethyl vinylether (6.6 ml, 68.65 mmol) in methylene chloride (CH2Cl2, 20 ml) was added trifluoroacetic acid (3 mmolpercent) at 00C at which reaction was conducted for 5 min, followed by mixing with a solution of the compound (8 g, 34.33 mmol) of Preparation Example 1 in CH2Cl2OO ml) . Reaction at room temperature for 3 hrs was precedent to the addition of water to the reaction mixture which was then extracted twice with CH2Cl2 and washed with saturated brine . The extract was dried over magnesium sulfate (MgSO4) and filtered, followed by the vacuum concentration of the filtrate. The purification of the concentrate through silica gel column chromatography (hexene:ethylacetate=2 : 1) afforded the title compound as a colorless oil (9.8 g, 93percent).1H-NMROOO MHz, CDCl3) sigma 5.68(q, IH), 4.37 (q, 2H), 3.44-3.35(m, 2H), 2.71(s, 3H), 1.67 (d, 3H), 1.39(t, 3H), 1.20 (t, 3H) ;MS 304 (M+) .

According to the analysis of related databases, 95470-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA RESERACH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/111794; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 25 mL flask with a magnetic stirring bar was charged with CuI(9.6 mg, 0.05 mmol), metformin (0.1 mmol), Cs2CO3 (652 mg,2.0 mmol), imidazole (1.0 mmol), an aryl halide (1.1 mmol), andDMF (5 mL). The mixture was stirred for 10 min at room temperature,and then heated to 110?C for the appropriate amount of time(see Table 2). The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was extracted with EtOAc (5 1 mL) and the organic phase separated and evaporated. Further purification by column chromatography gave the desired coupled product.

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

Reference:
Article; Ghorbani-Vaghei, Ramin; Hemmati, Saba; Veisi, Hojat; Tetrahedron Letters; vol. 54; 52; (2013); p. 7095 – 7099;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 56248-10-3, name is 5-Phenyl-1H-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 56248-10-3, category: imidazoles-derivatives

In a closed vessel a slurry of 4-phenyl-1H-imidazole-2-carbaldehyde (200 mg, 1.16 mmol) and sodium carbonate (60 mg, 0.6 mmol) in ethanol (4 mL) was treated with propylene oxide (170 muL, 2.4 mmol) and heated at 100 C. for 3 h. The cooled solution was filtered and the solids washed with DCM. The volatiles were removed in vacuo to yield the crude title compound which was used without further purification (250 mg, 63%). LC-MS: m/z=231.5 (MH+), tR=0.41 min, method A

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Phenyl-1H-imidazole-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; US2010/16303; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, molecular formula is C10H12N2, 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. Recommanded Product: 2-Propylbenzimidazole

General procedure: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5465-29-2, its application will become more common.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
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. 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, A new synthetic method of this compound is introduced below., Product Details of 60-56-0

General procedure: To a solution containing a thione (1, 6, 8, or 10, 1.0 equiv) in water (2.5 mL) and acetonitrile(1.5 mL) was added saturated aqueous ammonium hydroxide. After the solution was stirred atroom temperature for 30 min, a 3-(chloromethyl)coumarin (2, 1.5 equiv) was added and stirring wascontinued at room temperature for 15 min to 2.0 h. Acetonitrile therein was removed under reducedpressure and water was further removed under reduced pressure over P2O5 with a Kuegelrohr GKR-51apparatus (BUCHI, Flawil, Switzerland). The residue was purified by use of column chromatographypacked with silica gel to give the desired products with purity of >98.0%, as determined by HPLC(see Supplementary Materials).

The synthetic route of 60-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tsay, Shwu-Chen; Lin, Shu-Yu; Huang, Wen-Chieh; Hsu, Ming-Hua; Hwang, Kuo Chu; Lin, Chun-Cheng; Horng, Jia-Cherng; Chen, I-Chia; Hwu, Jih Ru; Shieh, Fa-Kuen; Leyssen, Pieter; Neyts, Johan; Molecules; vol. 21; 2; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 54624-57-6, name is 2-Bromobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

2-bromo-1 H-benzo[d]imidazole (177 mg, 0.9 mmol), bispinacolato diboron (250 mg, 0.99 mmol) and KOAc (265 mg, 2.7 mmol) were dissolved in dioxane (9 ml). After purging with N2, Pd(dppf)CI2 (37 mg, 0.045 mmol) was added. After stirring overnight at reflux temperature the reaction was cooled to room temperature the reaction mixture was diluted with some ethyl acetate (20 ml). The mixture was filtrated through a pad of celite and the solvent was evaporated under reduced pressure to give 2-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H- benzofdlimidazole as a black oil. The crude product was used in the next step without further purification

The synthetic route of 54624-57-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSD OSS B.V.; HUISMAN, Ines; VAN DER STELT, Marcelis; WIEDENHOF, Wouter; BAKER-GLENN, Charles, Anthony, Graham; BLACKABY, Wesley, Peter; TRIVEDI, Naimisha; WO2013/41457; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 24134-09-6, 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. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

n-BuLi (1.23 M in hexanes, 18.9 mL, 23.2 mmol) was added dropwise to a stirred slurry of 5-bromo-1,2-dimethyl-1H-imidazole (5.13 g, 27.8 mmol) in THF (40 mL) at -78 C. under nitrogen. After stirring for 20 minutes, the slurry was treated dropwise over 2 minutes with a solution of methyl 3-(benzyloxy)-4-chloro-2-methoxyquinoline-6-carboxylate (3.32 g, 9.28 mmol, Intermediate 32) in THF (20 mL). The flask was then rinsed with THF (10 mL), and that was added to the imidazole flask. The reaction was stirred in the dry ice/acetone bath for 10 minutes, then removed from the cold bath and stirred for 20 minutes, then stirred in an ice bath for 30 minutes. The reaction was then quenched with saturated aqueous NH4Cl and concentrated to remove the THF. The aqueous residue was partitioned between water (300 mL) and DCM (250 mL). The layers were separated and the aqueous layer further extracted with DCM (250 mL). The organics were combined, dried (Na2SO4), filtered and concentrated to dryness to provide an orange oil. The crude material was purified by FCC (0-10% MeOH/DCM) to afford the title compound as a yellow solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.13 (s, 1H), 7.70 (d, J=8.7 Hz, 1H), 7.58-7.55 (m, 2H), 7.42-7.34 (m, 4H), 6.20 (s, 2H), 5.20 (s, 2H), 4.62 (s, 1H), 4.16 (s, 3H), 3.42 (s, 6H), 2.32 (s, 6H). MS (ESI): mass calcd. for C28H28ClN5O3, 517.2. m/z found, 518.1 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1,2-dimethyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 14741-71-0, The chemical industry reduces the impact on the environment during synthesis 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, I believe this compound will play a more active role in future production and life.

[0295] To a suspension of SMI (25.9 g, 148 mmol) and SM2 (30 g, 147 mmol) in ethanol (400 mL) was added SM3 (33.5 g, 394 mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 6 h. The mixture was then cooled to 20 C and the precipitate collected by filtration to give Ethyl 2-(4-methyl-[l,4]diazepan-l-yl)-l,7,l lb- triazabenzo[c]fluorene-6-carboxylic acid (40 g, 68 yield) as a pale yellow solid. LCMS

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HADDACH, Mustapha; WO2015/172123; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, 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 144689-93-0, name: Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

EXAMPLE 2; 3-(4-Bromo-benzyl)-5-(1-hydroxy-1-methyl-ethyl)-2-propyl-3H-imidazol-4-carboxylic acid ethyl ester (IV; XBr)A mixture of a compound of formula (IX), in which R4 is ethyl (100 g, 0.417 mol), a compound of formula (X), in which X=Z=Br (107.5 g, 1.03 mol) and K2CO3 (71 g, 0.516 mol) in DMA (400 mL) is reacted at room temperature, under stirring, for 18 hours. The reaction mixture is then diluted with water and the precipitated solid is filtered and dried in a static dryer under vacuum.152 g of the title compound are obtained; yield: 89%.

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; DIPHARMA FRANCIS S.R.L.; US2008/76932; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 614-97-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 614-97-1 name is 5-Methyl-1H-benzo[d]imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: ethyl 5-(bromomethyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate (5, 0.38 g, 1.00 mmol) is taken in THF (20 ml) and stirred at room temperature for 10 min. 1H-benzo[d]imidazole-2-thiol (8a, 0.15 g, 1.00 mmol) was added followed by the potassium hydroxide (0.06 g, 1.00 mmol) and tetrabutyl ammonium bromide (TBAB) (0.03 g, 0.10 mmol). The above reaction mass is stirred at room temperature for about 4-6 hours. After the completion of the reaction (monitored by TLC), the reaction mixture was concentrated under reduced pressure to evaporate THF and later extracted with diethyl ether (3 x 20 ml), washed with water (3 x 20 ml). The organic extract was dried with anhydrous sodium sulfate, concentrated under reduced pressure and crystallized to provide the desired compound (9a) in 64% yield (0.29 g). This is then recrystallized from saturated solution of methanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methyl-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Article; Doddaramappa, Shridevi D.; Lokanatha Rai; Srikantamurthy, Ningaiah; Chandra; Chethan, Javarasetty; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3671 – 3675;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem