Tag: M.W=200-300

Related Products of 641571-11-1, The chemical industry reduces the impact on the environment during synthesis 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

1006651 A solution of 3 -((4-(5-hydroxypyridin-3 -yl)pyrimidin-2-yl)amino)-4-methylbenzoic acid (6.4 g, 19.0 mmol) in NMP (64 mL) was dropwise charged with thionylchloride (1.6 mL, 22.8 mmol) at room temperature. The resulting solution was heated to 60 Cfor 1 h and was charged with 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (5.5 g,22.8 mmol) in one lot. The reaction mixture was heated to 90 C for 2 h. then cooled to roomtemperature and diluted with H20 (128 mL) and pH was adjusted to 10 using 40 % aqueoussolution of sodium hydroxide. The reaction mixture was stirred at 80 C for 30 mm. Thereaction mixture was cooled to 40 C and solid obtained was filtered and washed with H20.The wet cake was suspended in H20 and reheated to 40 C for 1 h. The solid obtained wasfiltered and dried to give 5.6 g, 52% yield of the title compound as an off white solid. ?H NMR(400 MHz, DMSO-d6): oe = 10.61 (s, 1H), 9.16 (s, 1H), 8.88 (d, J= 1.34 Hz, 1H), 8.56 (d, J=4.91 Hz, 1H), 8.36-8.41 (m, 2H), 8.28 (s, 1H), 8.15 -8.21 (m, 2H), 7.95 -7.99 (m, 1H), 7.70- 7.79 (m, 2H), 7.52 (d, J= 5.35 Hz, 1H), 7.47 (d, J= 4.46 Hz, 2H), 3.83 (s, 3H), 2.37 (s, 3H),2.18 (s, 3H); MS (ESj: m/z = 560.30 [M+H] LCMS: tR = 2.61 mm.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Method A 2-Benzimidazol-2-yl-N-(4-cyano(3-pyridyl))acetamide LiHMDS (2.5 eq) was added to ethyl 2-benzimidazol-2-ylacetate (1.0 eq) in THF at -78 C. After 1 hour, 3-amino-4-cyanopyridine (0.8 eq) in THF was added. The resulting mixture was allowed to warm to room temperature overnight. The mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The organic layer washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to yield the desired product. LC/MS m/z 278.3 (MH+), Rt 1.88 minutes.

The synthetic route of 14741-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Renhowe, Paul A.; Machajewski, Timothy; Shafer, Cynthia M.; Wernette-Hammond, Mary Ellen; Pecchi, Sabina; US2002/103230; (2002); 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. 71759-88-1, name is 5-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 71759-88-1

[1845] 5-Iodo-1 N-methylimidazole (455 mg, 2.18 mmol) was dissolved in 10 mL THF at room temperature. EtMgBr (2.4 mL, 1.0 M in THF) was added dropwise. After 30 mins, the reaction mixture was cooled to 0 C. 10 mL THF solution of CuCN (175 mg, 1.96 mmol) and LiCl (166 mg, 3.9 mmol) was then added. 10 mins later, Compound (782) from Step A above (989 mg, 1.96 mmol, in 10 mL THF) was added. The reaction was stirred overnight. Sat. NH4Cl solution was added to quench the reaction. The resulting emulsion was filtered through a sintered funnel and the filtrate was extracted with EtOAc twice. The organic layer was washed with NaHCO3 solution and brine, dried over magnesium sulfate, filtered and evaporated in vivo. The resulting crude material was chromatographed on a silica gel column (using 1:1 hexanes/EtOAc then 10:1 CH2Cl2/MeOH) to obtain 330 mg of the title product. MS M+1=506 The enantiomers were seperated on a chiral AD column.

The synthetic route of 71759-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhu, Hugh Y.; Njoroge, F. George; Cooper, Alan B.; Guzi, Timothy; Rane, Dinanath F.; Minor, Keith P.; Doll, Ronald J.; Girijavallabhan, Viyyoor M.; Santhanam, Bama; Pinto, Patrick A.; Vibulbhan, Bancha; Keertikar, Kartik M.; Alvarez, Carmen S.; Baldwin, John J.; Li, Ge; Huang, Chia-Yu; James, Ray A.; Bishop, W. Robert; Wang, James J-S; Desai, Jagdish A.; US2003/229099; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 86604-86-6, A common heterocyclic compound, 86604-86-6, name is 2-Chloro-6-(trifluoromethyl)benzimidazole, molecular formula is C8H4ClF3N2, 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.

33 mg (0.11 mmol) 4-(3-Amino-benzylamino)-quinazoline-8-carboxylic acid amide hydrochloride and 24 mg (0.11 mmol) 2-Chloro-5-trifluoromethyl-1 H-benzoimidazole were dissolved in 500 mul DMF and stirred at 100C for 15 h. The reaction mixture was directly purified using preparative HPLC. The product was treated with HCI in methanol and concentrated in the SpeedVac.11.0 mg, off-white solid. Rt. = 2.15 min (method C), LCMS: 478 (M+H).Product is the hydrochloride salt.1H NMR (500 MHz, DMSO) delta 10.99 (b, 2H), 8.89 (d, J = 7.9, 1 H), 8.82 (s, 1 H), 8.56 (d, J = 7.0, 1 H), 8.16 (d, J = 5.5, 1 H), 7.88 (t, J = 7.9, 1H), 7.72 (s, 1 H), 7.57 (s, 1H), 7.55 -7.39 (m, 5H), 7.31 – 7.19 (m, 1 H), 5.01 (d, J = 5.6, 2H).

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; MERCK PATENT GMBH; SUTTON, Amanda E.; RICHARDSON, Thomas E.; HUCK, Bayard R.; KARRA, Srinivasa R.; CHEN, Xiaoling; XIAO, Yufang; GOUTOPOULOS, Andreas; LAN, Ruoxi; PERREY, David; VANDEVEER, Harold, George; LIU-BUJALSKI, Lesley; STIEBER, Frank; HODOUS, Brian L.; QIU, Hui; JONES, Reinaldo C.; HEASLEY, Brian; WO2010/93419; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 144689-93-0, These common heterocyclic compound, 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, 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.

Example 1: To the reaction portion were added 85 g of ethyl 4- (1-hydroxy-1-methylethyl) -2-propyl-imidazole-5-carboxylate (Formula 2), 4- [2- (trityltetrazol- ) Phenyl] benzyl bromide (Formula 3), 32.4 g of potassium tertiary phosphate (K3PO4) and 600 mL of N, N-dimethylacetamide were added and the mixture was stirred at a temperature of 60 to 65 DEG C for 6 hours. Then, the mixture was stirred for 1 hour while gradually adjusting the temperature to 25 to 30 . 400 mL of ethyl acetate was added to the reaction solution, and 1 L of purified water was slowly added dropwise over 30 minutes while stirring, and crystals were precipitated. The resulting crystals were stirred at 25 to 30 DEG C for 2 hours, filtered and washed with 1 L of purified water and then dried at 55 to 60 DEG C for 12 hours to obtain ethyl 4- (1-hydroxy-1-methylethyl) 226 g (yield 89.3%, purity 99.95%) of 1- {4- [2- (trityltetrazol-5-yl) phenyl] phenyl} -methylimidazole-5-carboxylate .

The synthetic route of 144689-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGBANG FTL CO., LTD; Song, Tae Hong; Jung, Hun Suk; Jang, Do Yeon; Moon, Chung Sun; Jung, Hee Jung; (18 pag.)KR101526249; (2015); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, 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 641571-13-3, Application In Synthesis of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid

(E)-7-(5-amino-2-methylstyryl)thieno[3,2-d]pyrimidine-4-amine (100 mg, 0.354 mmol) and 3-(4-methyl-1H-imidazole-1-yl)-5-(trifluoromethyl)benzoic acid (96 mg, 0.354 mmol) were dissolved in DMF (1.5 mL), HATU (404 mg, 1.063 mmol) and TEA (0.248 mL, 1.7728 mmol) were added thereto and stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried with MgSO4, filtered and concentrated. The resulting mixture was purified by silica gel chromatography to obtain the title compound (142 mg, 75% yield). MS m/z [M+1] 535.15.

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; HANMI SCIENCE CO., LTD.; CATHOLIC UNIVERSITY INDUSTRY ACADEMIC COOPERATION FOUNDATION; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; Son, Jung Beom; Jung, Seung Hyun; Choi, Wha ll; Jung, Young Hee; Choi, Jae Yul; Song, Ji Yeon; Lee, Kyu Hang; Lee, Jae Chul; Kim, Eun Young; Ahn, Young Gil; Kim, Maeng Sup; Choi, Hwan Geun; Sim, Tae Bo; Ham, Young Jin; Park, Dong-sik; Kim, Hwan; Kim, Dong-Wook; US2013/53370; (2013); A1;,
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. 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. Computed Properties of C8H7BrN2

The reactor was charged with palladium(II) acetate (0.160 g, 0.71 1 mmol), 2,8,9-triisobutyl- 2,5,8,9-tetraaza-l-phosphabicyclo[3.3.3]undecane (0.507 mL, 1.421 mmol), and 5-bromo-2- methyl- lH-benzo[d]imidazole (1.5 g, 7.1 1 mmol). The vessel was evacuated and refilled with N2 for 3 cycles and degassed dioxane (14.21 mL) was added, followed by NaHMDS (28.4 mL, 28.4 mmol). The reaction was stirred at 25C for 20 min before 2-(3-fluorophenyl)acetonitrile (73.3 mg, 0.543 mmol) was added. The reaction was then capped and heated at 100C for 3 h. More NaHMDS (6 mL) was added and the reaction was stirred for another 1 h; More NaHMDS (4 mL) was added and the reaction was stirred for another 1 h before it was cooled to room temperature, and quenched with water. The aqueous layer was extracted with EtOAc (3x), washed with brine, dried over MgS04, filtered, and the filtrate was concentrated in vacuo. The crude material was purified by chromatography on silica gel (eluent: 0-100% A in B. A: 10% MeOH in DCM; B: DCM.). LCMS calc. = 266.10, found = 266.04 (M+H)+.

The synthetic route of 1964-77-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; ZHANG, Ting; CHEN, Yi-Heng; GUO, Liangqin; HRUZA, Alan; JIAN, Tianying; LI, Bing; MENG, Dongfang; PARKER, Dann, L., Jr.; SHERER, Edward, C.; WOOD, Harold, B.; SAKURADA, Isao; (130 pag.)WO2016/94260; (2016); 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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H10F3N3

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%).

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

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

These common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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. HPLC of Formula: C12H12N2O2

Under ice-cooling, L-selectride (4.52 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (30 mL) solution containing (4R,6S)-6-(4-fluorophenyl)-1,1-dimethyltetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (1.03 g). Stirring was continued for 1 hour at the same temperature. A 5 N sodium hydroxide aqueous solution (686 muL) was added to the reaction solution, and stirring was continued for 20 minutes at 0 C., and next hydrogen peroxide solution (333 muL, 35% aqueous solution) was added, and stirring was continued for 20 minutes at 0 C. Sodium bisulfite (356 mg) was added, and after stirring for 20 minutes at room temperature, ethyl acetate and brine was added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. Acetonitrile (30 mL) and triphenyl phosphonium bromide (1.2 g) were added to the residue, and the resultant was heated under reflux for 1 hour. The resultant was cooled to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (817 mg) and triethylamine (951 muL) was added, and stirring was continued for 10 hours at room temperature. The solvent was removed under a vacuum, and ethyl acetate and brine were added, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under vacuum. Crude purification of the residue was conducted by silica gel column chromatography (carrier: Chromatrex NH, eluting solvent: hexane/ethyl acetate?ethyl acetate?ethyl acetate/methanol). The resulting solid was suspended in ethyl acetate, and diethyl ether was added, and the resultant was left overnight at 4 C. By filtering, the title compound (860 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 462 [M++H]. 1H-NMR (CDCl3) delta (ppm): 1.45 (s, 3H), 1.58 (s, 3H), 1.82-1.93 (m, 1H), 2.02-2.14 (m, 2H), 2.29 (s, 3H), 2.33-2.44 (m, 1H), 3.84 (s, 3H), 3*94 (dd, J=12.0, 5.2 Hz, 1H), 5.16 (d, J=9.6 Hz, 1H), 6.77 (s, 1H), 6.91 (dd, J=1.2, 1.2 Hz, 1H), 6.98-7.03 (m, 2H), 7.17 (d, J=8.4 Hz, 1H), 7.28-7.31 (m, 3H), 7.53 (d, J=2.0 Hz, 1H), 7.69 (d, J=1.2 Hz, 1H).

The synthetic route of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIMURA, Teiji; Kawano, Koki; Doi, Eriko; Kitazawa, Noritaka; Takaishi, Mamoru; Ito, Koichi; Kaneko, Toshihiko; Sasaki, Takeo; Sato, Nobuaki; Miyagawa, Takehiko; Hagiwara, Hiroaki; US2008/207900; (2008); 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. 33529-02-1, name is 1-Decyl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 1-Decyl-1H-imidazole

General procedure: A solution of 1,3-propane sultone (1.34 g, 0.011 mol) in acetone (12 mL) was slowly added to the flask containing the akyl imidazole (0.012 mol) at 0 C. The reaction mixture was heated to the room temperature and, then, stirred for 5 days. After that, the reaction solution was filtrated giving the product as a solid. The solid was washed two times with a mixture of 1:1 hexane/dichloromethane and driedunder vacuum, giving the zwitterionic surfactant in 51% yield. The given product was characterized by 1H-NMR in CDCl3.

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:
Article; Modenez, Iago A.; Sastre, Diego E.; Moares, Fernando C.; Marques Netto, Caterina G.C.; Molecules; vol. 23; 9; (2018);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem