Month: January 2021

Application of 2034-23-3, These common heterocyclic compound, 2034-23-3, name is 5-Chloro-1H-benzo[d]imidazol-2(3H)-one, 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 mixture of 5-methyl-1,3-dihydrobenzimidazol-2-one (1.00 g, 6.84 mmol) and phosphorous oxychloride (9.54 mL, 103 mmol) was stirred for 1.5 h at 95 C. After being cooled to ambient temperature, the reaction mixture was carefully added to a mixture of saturated NaHCO3 aq. (60 mL) and ethyl acetate (60 mL). The separated organic layer was washed with water, brine, and dried over MgSO4. After filtration, the filtrate was evaporated in vacuo, The resulting precipitates were collected by filtration, and successfully washed with isopropyl ether to give 2-chloro-5-methyl-benzimidazole (1.74 g, 58.9 %).

Statistics shows that 5-Chloro-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 2034-23-3.

Reference:
Article; Nakao, Syuhei; Mabuchi, Miyuki; Shimizu, Tadashi; Itoh, Yoshihiro; Takeuchi, Yuko; Ueda, Masahiro; Mizuno, Hiroaki; Shigi, Naoko; Ohshio, Ikumi; Jinguji, Kentaro; Ueda, Yuko; Yamamoto, Masatatsu; Furukawa, Tatsuhiko; Aoki, Shunji; Tsujikawa, Kazutake; Tanaka, Akito; Bioorganic and Medicinal Chemistry Letters; vol. 24; 4; (2014); p. 1071 – 1074;,
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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 870837-18-6

To a solution of intermediate 66 (500 mg, 1.63 mmol) in THF (1 ml) at -75 C was added n-butyl lithium (0.65 ml, 1.63 mmol, 2.5 M in hexanes). The r.m. was stirred for 1 min. at -75 C after which a solution of intermediate 67 (283 mg, 1.31 mmol) in THF (1 ml) was added. The r.m.was then stirred at -75 C for 60 min. and quenched by the addition of a sat. aq. solution of NH4CI (5 ml). The reaction was allowed to warm to r. t. and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH(NH3) from 100/0 to 99/1). The product fractions were collected and concentrated in vacuo, yielding 150 mg of intermediate 68 (21 %).

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; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; VAN BRANDT, Sven, Franciscus, Anna; DE CLEYN, Michel, Anna, Jozef; GIJSEN, Henricus, Jacobus, Maria; BERTHELOT, Didier, Jean-Claude; SURKYN, Michel; WO2011/86099; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 621-72-7, 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. 621-72-7, name is 2-Benzyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Sodium hydride (0.53 g, 6.6 mmol, 60% oil dispresion) was added to the stirred solution of the corresponding azole (3.3 mmol) in anhydrous THF (2 mL) at room temperature. After 15 min, freshly prepared 2-(chloromethyl)-4,5-dihydro-1H-imidazole 2 (0.47 g, 4.0 mmol) was added and the reaction mixture was stirred at ambient temperature for 6 h. The N-alkylation products 3, 5, 7 and 8 were isolated upon quenching the reaction mixture with water (5 mL) followed by extraction with dichloromethane (3 ¡Á 5 mL). The combined organic layers were dried over anhydrous sodium sulfate and evaporated under reduced pressure. The oily residue thus obtained was purified on silica with use of chromatotron (Et3N/MeOH/AcOEt 1:5:100). All products were very polar with Rf values close to 0.05.The N-alkylation reaction of indazoles (1) provided the desired N1 substituted products (3) along with the N2 substituted side product. The latter compounds demonstrated considerably lower Rf than 3 and were not isolated in pure form. The alkylation reactions of benzotriazoles 6a and 6c allowed the isolation of N1 substituted products 7a-b (higher Rf) and N2 isomer 8b (lower Rf). However, in the case of 4-methyl-benzotriazole 6b only the N2 substituted isomer 8a was isolated as a pure product.The products 3, 5, 7 and 8 were then converted into water-soluble hydrochloride salts suitable for biological tests with use of methanolic hydrochloric acid solution or by passing gaseous hydrogen chloride through dichloromethane solution of the corresponding free base.

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

Reference:
Article; Saczewski, Jaroslaw; Hudson, Alan; Scheinin, Mika; Rybczynska, Apolonia; Ma, Daqing; Saczewski, Franciszek; Laird, Shayna; Laurila, Jonne M.; Boblewski, Konrad; Lehmann, Artur; Gu, Jianteng; Watts, Helena; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 108 – 116;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-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 288-32-4, COA of Formula: C3H4N2

General procedure: In an oven dried 100 mL round bottom flask, Cu-grafted catalyst(0.05 g), aryl halide (1 mmol), N-H heterocycles (1.2 mmol), K2CO3(2 mmol), and 10 mL DMSO were stirred under nitrogen atmo-sphere, at 100C. The reaction mixtures were collected at differenttime interval and identified by GC-MS and quantified by GC anal-ysis.

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; Islam, Sk.Manirul; Salam, Noor; Mondal, Paramita; Roy, Anupam Singha; Ghosh, Kajari; Tuhina; Journal of Molecular Catalysis A: Chemical; vol. 387; (2014); p. 7 – 19;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic 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 10351-75-4, Recommanded Product: 1H-Benzo[d]imidazole-5,6-dicarboxylic acid

General procedure: A mixture containing Eu2O3 (0.2 mmol), MnSO4*H2O (0.3 mmol), H3bidc (0.6 mmol) and water (10 mL) was sealed in a Teflon-lined stainless steel vessel (23 mL), which was heated at 170 C for 4 days and then cooled to room temperature in 2 days. Colorless rhombic crystals of 2 were obtained and picked out, washed with distilled water and dried in air (Yield: 38.17% based on Eu).

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; Sun, Ya-Guang; Zong, Wen-Hui; Xiong, Gang; Guo, Mei-Yan; Ding, Fu; Wang, Shu-Ju; You, Li-Xin; Ren, Bao-Yi; Xu, Zhen-He; Gao, En-Jun; Polyhedron; vol. 83; (2014); p. 68 – 76;,
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. 4278-08-4, name is 2-(4-Fluorophenyl)-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 2-(4-Fluorophenyl)-1H-imidazole

To a stirring mixture of Intermediate R -1 (0.338 mmol) in DMSO, 2-(4- fluorophenyl)-lH-imidazole (0.67 mmol) is added. The reaction mixture is placed in a 120 C oil bath for 2 h. The crude mixture is directly loaded and purified by silica gel chromatography to give the coupled nitro ester. To a stirring mixture of the coupled nitro ester in MeOH, Pt/C (42 mg) is added and the reaction mixture is placed under 1 atm of hydrogen for 2 h. The hydrogen balloon is removed and VO(acac)2 is added. This reaction mixture is placed under 1 atm of hydrogen overnight. The crude mixture is filtered through a plug of Celite and the plug is washed several times with EtOAc. The filtrate is concentrated under reduced pressure. This cyclized compound is then reacted similarly to the final step of Example 13 with either trimethyl ortho formate or trimethylorthoacetate to give the title compounds.

The synthetic route of 4278-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; NEITZ, R., Jeffrey; TROUNG, Anh, P.; GALEMMO, Robert, A.; YE, Xiaocong, Michael; SEALY, Jennifer; ADLER, Marc; BOWERS, Simeon; BEROZA, Paul; ANDERSON, John, P.; AUBELE, Danielle, L.; ARTIS, Dean, Richard; HOM, Roy, K.; ZHU, Yong-liang; WO2012/48129; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33016-47-6, These common heterocyclic compound, 33016-47-6, name is 1-Trityl-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.

To a solution of (4a/1?, 10bS)-1 ,2,3,4,4a,5,6,10b-octahydro-1 ,10-phenanthroline (0.25 g, 1.3 mmol), 1-(triphenylmethyl)-1 /-/-imidazole-4-carbaldehyde (similar methods as described in J. Org. Chem. 2002, 67, 620-624; 0.89 g, 2.6 mmol) , and acetic acid (0.078 g, 1.3 mmol) in 5 ml_ of 1 ,2-dichloroethane was added sodium triacetoxyborohydride (0.82 g, 3.9 mmol). The mixture was stirred at room temperature for 16 hours. The mixture was diluted with water and extracted 3 times with 10 mL of dichloromethane. The organic phase was concentrated and the residue purified by silica chromatography eluting with a 0% to 5% gradient of 2 M ammonia in methanol with dichlromethane as co-eluent to yield 0.27 g (41%) of (4afl,1 ObS)-I -{[1-(triphenylmethyl)-1 H-imidazol-4-yl]methyl}-1 ,2,3,4,4a,5,6,1 Ob- octahydro-1 ,10-phenanthroline. 1 H NMR (400 MHz, METHANOL-D4) delta ppm 1.6 (m, 5 H), 2.0 (m, 1 H), 2.3 (m, 2 H), 2.7 (m, 1 H), 2.9 (m, 1 H), 3.0 (m, 1 H), 3.4 (m, 2 H), 3.8 (m, 1 H), 6.8 (s, 1 H), 7.1 (m, 6 H), 7.2 (dd, J=U, 4.6 Hz, 1 H), 7.3 (s, 1 H), 7.3 (m, 9 H), 7.5 (d, J=8.1 Hz, 1 H), 8.2 (d, J=4.4 Hz, 1 H); MS m/z 511 (M+1).

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/96444; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature 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.

l-(4-Ethynyl-2-methoxyphenyl)-l//-imidazole.A mixture of 4-fiuoro-3-methoxybenzaldehyde (1.0 g, 6.5 mmol) in 20 mL of DMF was treated with 4-methylimidazole (1.0 g, 15 mmol) and warmed to 130 C. Stirred overnight. Diluted with EtOAc, washed with sat’d NaHCO3, dried (Na2SO4), concentrated. Dissolved in 20 mL of MeOH, treated with K2CO3 (2.0 g, 14 mmol) and dimethyl (l-diazo-2-oxopropyl)phosphonate (1.5 g, 7.8 mmol) and stirred overnight. Diluted with DCM and washed with water. Dried (Na2SO4), cone. Chromatography on silica (0-20% MeOH/DCM) gave the desired alkyne:1H NMR (600 MHz, CDCl3) delta7.79 (s, 1 H), 7.18 (t, J= 1.2 Hz, 1 H), 7.16 (d, J= 1.8 Hz, 1 H), 7.15 (m, 2 H), 7.13 (d, J= 1.5 Hz, 1 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, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2008/156580; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33543-78-1, name is Ethyl 1H-imidazole-2-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 33543-78-1, HPLC of Formula: C6H8N2O2

To a suspension of ethyl lH-imidazole-2-carboxylate (40.01 g, 285.5 mmol) in dried THF (600 mL) was added sodium hydride (13.82 g, 345.5 mmol, 60 mass%) at 0 C. The mixture was stirred at room temperature for 1 h, and then cooled down to 0 C. To the mixture was added ( -(2,4-dinitrophenyl)hydroxylamine (80.00 g, 401.8 mmol) in portions, and then the resulted mixture was stirred at room temperature overnight. The mixture was diluted with water (600 mL), and the resulted mixture was extracted with EA (600 mLchi10). The combined organic layers were dried over anhydrous Na2SC>4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EA/PE (v/v) = 1/2 to 1/1 to 2/1) to afford the title compound as a brown solid (37.6 g, yield 85%).MS (ESI, pos. ion) m/z: 156.1 [M + H]+;NMR (400 MHz, CDCb) delta (ppm): 7.19 (s, IH), 7.07 (s, IH), 5.82 (s, 2H), 4.43 (q, J = 7.1 Hz, 2H), 1.44 (t, J = 7.1 Hz, 3H).

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 1H-imidazole-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Xiaobo; LI, Mingxiong; ZHANG, Tao; HU, Haiyang; WU, Yanjun; (139 pag.)WO2018/169700; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 51605-32-4,Some common heterocyclic compound, 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, molecular formula is C7H10N2O2, 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.

[2793] To a stirred solution of 994 (3.08 g, 20 mmol) in 15 ml of DMF at 0¡ã C. was added NaH (60percent in mineral oil, 0.80 g) portionwise. After stirring for several minutes, SEM-CI (3.54 ml, 20 mmol) was added and let the reaction stir overnight. Brine was added to the reaction and extracted with EtOAc. The organic layer was washed with water and brine, dried with MgSO4, filtered and concentrated under vacuum. Purified by flash elute column chromatography (CH2Cl2/MeOH, 50:1 to 20:1) to afford 4.54 g of yellow oil, compound 995.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-methyl-1H-imidazole-4-carboxylate, its application will become more common.

Reference:
Patent; Schering Corporation; US2004/122018; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem