Tag: M.W=200-300

Synthetic Route of 1964-77-8, 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. 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To 5-bromo-2-methylbenzimidazole (38 g, 180 mmol) in TEtaF (400 mL) was added di-tert-butyl dicarbonate (39 g, 189 mmol). The reaction mixture was stirred at room temperature for 24 h and then concentrated. Ethyl acetate (400 mL) was added to the residue, and the solution was washed with 10% aqueous citric acid (2 x 100 mL), water (100 mL), and brine (100 mL), dried over sodium sulfate, and concentrated. Column chromatography on silica (gradient 20-30% ethyl acetate in hexane) provided 1,1 -dimethyl 6-bromo-2-methyl-lH- benzimidazole-1-carboxylate (27 g, 48% yield) as a beige solid. MS (EI) for Ci3Hi5BrN2O2: 312 (MH+)

The synthetic route of 5-Bromo-2-methyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; AAY, Naing; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen, E.; KIM, Angie, Inyoung; MANALO, Jean-claire, Limun; PACK, Michael; PETO, Csaba, J.; RICE, Kenneth, D.; TSANG, Tsze, H.; WANG, Longcheng; WO2010/138490; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, 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 28890-99-5, Product Details of 28890-99-5

250ml four bottles,In the atmosphere of nitrogen gas,0.01 mol of 5H-benzimidazol [1,2-a] benzimidazole was added,0.015 mol of raw material C,0.03 mol of sodium tert-butoxide,1 x 10-4 mol Pd2 (dba) 3,1 x 10-4 mol tri-tert-butylphosphine,250ml toluene,Heated to reflux for 24 hours,Sampling point plate, the reaction is complete, natural cooling, filtration, the filtrate steamed, silica gel column, the target product, purity 95.26, yield 19.70%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Sanyue Photoelectric Technology Co., Ltd.; Wang, Lichun; Li, Chong; Xu, Kai; Zhang, Zhaochao; Ye, Zhonghua; (39 pag.)CN106467552; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

Synthetic Route of 144689-93-0, 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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Imidazole 1 (2.0-8.0 g, 8.3-33.3 mmol), trityl protected tetrazolebiphenyl 2 (1.0 equivalent) and LiOH*H2O (1.0 equivalent) were stirred at ambient temperature in solvent-1 (17.5 mL/g of 1). The course of thereaction was monitored by HPLC. At partial conversion to the ester 3(when ca. 10 % of 2 was present in the reaction mixture), the temperature was raised to 40 C. When quantitative conversion to ester 3 was reached LiOH*H2O (1.5 equivalent) was added at 40 C to the reaction mixture and stirred at this temperature until the sufficient conversion to 4 was obtained. The reaction mixtures in entry 1-4 experiments were cooled to ambient temperature, in entry 5-6 experiments the temperature was maintained and reaction mixture stirred at 40 C until the reaction mixture contained less than 3% of 3. Then K2CO3 (1.1equivalent) was added followed by dropwise addition of 5 (1.23equivalent) solution in solvent-2 (2 mL/g of 1). The temperature of the reaction was raised to 50 C and mixture was stirred until quantitative conversion to 6 was obtained (if necessary, a smaller proportion of 5 was added). The reaction mixture was cooled and poured onto a mixture of ice and water, stirred for at least 0.5 h, the precipitate was filtered off and then re-slurred twice in water. The crude wet product was recrystallized from acetone and obtained precipitate was washed with a mixture of acetone/water (v/v=1/1).

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Toplak ?asar, Renata; ?asar, Zdenko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4348 – 4359;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 641571-11-1, These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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.

General procedure: A suspension of methyl 4-methyl-3-(4-(pyridin-3-yl)thiazol-2-ylamino)benzoate (325 mg, 1mmol) and 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (241 mg, 1 mmol) in 10 mL anhydrous THF was cooled to -20 C, a solution of tBuOK (672 mg, 6 mmol) in 10 mL anhydrous THF was added. The reaction mixture was warmed to room temperature slowly and stirred at r.t. for 10 h. The reaction was quenched by adding brine, extracted by E.A., the organic phase were combined, then remove the solvent and the residue was purified by column chromatography on silica gel to afford the title product as a white solid (459 mg, 86%).

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 641571-11-1.

Reference:
Article; Wang, Deping; Zhang, Zhang; Lu, Xiaoyun; Feng, Yubing; Luo, Kun; Gan, Jirong; Yingxue, Liu; Wan, Junting; Li, Xiang; Zhang, Fengxiang; Tu, Zhengchao; Cai, Qian; Ren, Xiaomei; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 1965 – 1968;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 14741-71-0, 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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

Example 37: Synthesis of 3-Fluoro-l,7,llb-triaza-benzo[c]fluorene-6-carboxylic acid ethyl es [0321] To a solution of compound SMI (0.8 g, 5 mmol) and compound SM2 (1.02 g, 5 mmol) in ethanol (50 mL) was added piperidine (1.28 g, 15 mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 16h. After cooling, the mixture was filtered and washed with ethanol, dried to get compound 7A as yellow solid (0.82 g, 79 yield). LCMS: m/z 309.9 (M+H)+.

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

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

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

Electric Literature of 53484-16-5, 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 53484-16-5 as follows.

3.3.1. Step i. 3-fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrilej00319j A mixture containing 6-bromo-1-methyl-benzimidazole (2.38 mmol), 4-amino-3-fluoro- benzonitrile (3.57 mmol), XPhos (0.95 mmol), Cs2CO3 (7.14 mmol) and Pd(OAc)2 (0.71 mmol) in dry toluene (8 mL) was stirred at 110¡ãC for approximately 16 h. The mixture was diluted (EtOAc), washed (H20), dried (Na2SO4) and concentrated to yield the desired product 3-fluoro-4-[(3-methylbenzimidazol- 5-yl)amino]benzonitrile.

According to the analysis of related databases, 53484-16-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; BLANC, Javier; OR?ULIC, Mislav; RO?CIC, Maja; WO2015/110378; (2015); A1;,
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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Example-19: Preparation of Nilotinib : In 3 lit four necked round bottom flask equipped with mechanical stirrer, thermometer, reflux condenser and an addition funnel, 4-methyl-3-{[4-(3-pyridinyl)-2- pyrimidinyl] amino (benzoic acid (100 g) and N-methyl-2-pyrrolidone (750 ml) was added under nitrogen atmosphere at 25-35C and heated to 60-65C. To this, thionylchloride (30 ml) was added at 60-65C and stirred for 3 hrs at the same temperature. After completion of reaction, a solution of 3 -(4-methyl- lH-imidazol-1- yl)-5-(trifluoromethyl)aniline (86.6 g) in N-methyl-2-pyrrolidone (150 ml) was added to the reaction mass at 60-65C over a period of 45 mins. The reaction mass was further heated to 90-95 C and stirred for 5 hrs at the same temperature. After completion of reaction, the reaction mass was cooled to 75-85C and water (1000 ml) was added to it over a period of 60 mins. Then reaction mass basified with aqueous sodium hydroxide solution at 75-85C; cooled to 35-45C and then stirred for 2 hrs. The reaction mass was further cooled to 5-l0C and stirred for 3 hrs. The solid obtained was filtered, washed with water and dried under vacuum for 12 hrs at 60- 65C to get the title compound. Yield: 145 g.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 641571-11-1.

Reference:
Patent; LAURUS LABS LTD; BOLLU, Ravindra Babu; BANDLAMUDI, Veera Narayana; KUDIRILLA, Vivek Kumar; VEMULA, Rambabu; VASIREDDI, Uma Maheswer Rao; (36 pag.)WO2019/130254; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem