Category: 4856-97-7

Reference of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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: One of compounds 4a?4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a?2c (5 mmol) was added and the mixture was stirred for 7?9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a?5n 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 (1H-Benzoimidazol-2-yl)methanol, its application will become more common.

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 4856-97-7, 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. 4856-97-7 name is (1H-Benzoimidazol-2-yl)methanol, 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.

Starting from the o-phenylenediamine compound (1.0equiv) and glycolic acid (2.0equiv), the reaction was refluxed in the presence of a 4.0 mol/L aqueous hydrochloric acid solution, and the TLC was traced until the reaction of the starting material was complete, and the reaction solution was cooled. To room temperature,Adjusting the pH to 7 with 20% NaOH, standing to precipitate a solid, suction filtration, and drying to obtain compound 5; transferring compound 5 to a round bottom flask,Add NaOH aqueous solution,KMnO4 (2.5 equiv) was added in portions at 80 C with stirring, and the reaction was continued after the addition.After all the raw materials were completely reacted, the reaction solution was cooled to room temperature, and the filtrate was filtered by suction.Adjust the pH to neutral with 20% aqueous HCl solution to precipitate a solid.Drying by suction filtration to obtain compound 6;Compound 6 with DMF(1.0equiv) dissolved, then added 1-hydroxybenzotriazole (HOBt, 1.1equiv)And 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI, 1.1 equiv),The reaction was stirred at room temperature for 30 min, and then compound 4 (1.1 equiv) was added to the reaction solution.Continue to stir the reaction,The TLC traces to the completion of the reaction of the starting material, and the reaction solution is poured into ice water.It was then extracted with ethyl acetate and the organic layer was evaporated.The crude product was purified by column chromatography to give the allyl intermediates Sb.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1H-Benzoimidazol-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Qiu Liqin; Jiang Xiaoding; (74 pag.)CN109336887; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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: One of compounds 4a?4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a?2c (5 mmol) was added and the mixture was stirred for 7?9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a?5n was filtered off. (1H-Benzoimidazol-2-yl)methyl 1H-indole-3-carboxylate (5a). Light green solid, yield 90 percent, mp 190?192°C. 1H NMR spectrum, delta, ppm: 5.49 s (2H, CH2), 7.18 m (4H, ArH), 7.50 t (J = 5.0 Hz, 2H, ArH), 7.61 d (J = 7.5 Hz, 1H, ArH), 8.01 d (J = 7.2 Hz, 1H, ArH), 8.21 s (1H, CH?N), 12.02 s (1H, NH), 12.60 s (1H, NH). HRMS (EI): m/z: calculated 291.1008 for C17H13N3O2[M]+, found 291.1005.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1H-Benzoimidazol-2-yl)methanol, its application will become more common.

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, 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 4856-97-7, SDS of cas: 4856-97-7

To a solution of 1 (5.0 g, 34 mmol) in DCM was added MnO2(1.3 g, 6.8 mmol). The resulting solution was stirred at 40 C for 2 h and monitored by TLC. Aftercomplete conversion of starting material, reaction mixture was cooled to room temperature, filteredand concentrated in vacuo to obtain 2 as white solid in 85.0% yield. LC-MS m/z: 147.1 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1H-Benzoimidazol-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Wang, Shuxiang; Guan, Lihong; Zang, Jie; Xing, Kun; Zhang, Jian; Liu, Dan; Zhao, Linxiang; Molecules; vol. 24; 7; (2019);,
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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, A new synthetic method of this compound is introduced below., Application In Synthesis of (1H-Benzoimidazol-2-yl)methanol

To an ice-bath cooled solution of 18 (0.50 g, 3.38 mmol) in anhydrous DMF (7 ml) was added sodium hydride (NaH; 0.08 g, 3.38 mmol). After stirring at 0 °C for approx. 15 min (or after no more visible emergence of hydrogen), the mixture was allowed to warm up to room temperature and kept stirred for an additional 45 min. The mixture was then re-cooled to 0 °C, and benzyl chloride (0.39 ml, 3.38 mmol) was slowly added. The mixture was first stirred 1 h at 0C and then overnight at room temperature. The mixture was then quenched with cold water and crushed ice and extracted with DCM (2x). The combined organic layer was washed with brine, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (100percent DCM to DCM/MeOH; 97:3 stepwise gradient) to give the title compound as a yellow sticky solid (0.62 g). Yield: 77percent; mp: 157-159 °C; IR (Nujol): 3142, 2920, 2852, 1606, 1416, 1463, 1344, 1214, 1043, 856, 734; 1H NMR (300 MHz, CDCl3): delta 4.88 (s, 2H), 5.46 (s, 2H), 7.00-7.16 (m, 2H), 7.16-7.41 (m, 6H), 7.71 (d, 1H); MS (EI+) m/z: 238 [M+].

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; Darwish, Khaled M.; Salama, Ismail; Mostafa, Samia; Gomaa, Mohamed S.; Helal, Mohamed A.; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 157 – 172;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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 solution of 2a-2d (2 mmol), MnO2 (3.48 g, 40 mmol) was added to EtOAc (120 mL), then refluxedat 65 C for 1 h (monitored by TLC). Afterwards the solution was filtered, and concentrated in vacuoto give pure compounds 3a-3d (in 60%-76% yield) [17].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1H-Benzoimidazol-2-yl)methanol, its application will become more common.

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

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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8N2O

To a three-necked flask was added 1.24 g (6 mmol) of dicyclohexylcarbodiimide, 0.12 g (lmmol) of 4-dimethylaminopyridine, followed by addition of 25 mL of tetrahydrofuran, After stirring and dissolving, Adding 1. 03 g (5 mmol) of 5-nitroindol-3-carboxylic acid, After stirring for half an hour at room temperature, 0.75 g (5 mmol) of 2-light methylbenzimidazole was added and stirred at room temperature for 8 h to stop the reaction. The reaction was filtered, the filtrate was distilled, dried and dissolved in dichloro Methane, standing at room temperature until a large amount of precipitate precipitated, filtered, washed with water, dried in vacuo to give 1.28g (1H-benzimidazol-2-yl) methyl-5-nitro-1H-indole-3-carboxylate in a yield of 76. 19percent.

According to the analysis of related databases, 4856-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qingdao University of Science & Technology; Kang, Congmin; Wang, XinYing; Liu, yizhou; (5 pag.)CN105315262; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4856-97-7, 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 4856-97-7 as follows.

Into a 100 ml three neck RB flask containing Ar(g) was placed DMF (40 ml), followed by (lH-benzo[d]imidazol-2-yl)methanol (2.20 g, 14.9 mmol), thus forming a pale orange solution. This was cooled to 0 °C and 60percent sodium hydride (0.772 g, 19.3 mmol) was added in one portion. After stirring for 10 min under Ar(g) at 0 °C, 4-bromobutanenitrile (2.64 g, 17.8 mmol) was added in one portion. The reaction was allowed to warm to rt and left to proceed for 18 h. The reaction mixture was diluted with DCM and then poured onto a brine solution. The organic layer was separated and the aqueous phase was extracted three times with DCM. The combined organic fractions were dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by column chromatography (100percent DCM to 3percent MeOH/DCM) afforded the desired product as a viscous oil which solidified to a white solid over a period of hours (2.99 g, 13.9 mmol, 94percent). 1H NMR (400 MHz, DMSO-d6) delta 7.60-7.53 (m, 2H), 7.26 – 7.19 (m, 1H), 7.19 – 7.13 (m, 1H), 5.65 (t, J = 5.8 Hz, 1H), 4.70 (d, J = 5.8 Hz, 2H), 4.39 – 4.25 (m, 2H), 2.56 (t, J = 7.3 Hz, 2H), 2.15 – 2.01 (m, 2H)

According to the analysis of related databases, 4856-97-7, the application of this compound in the production field has become more and more popular.

Reference of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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 I STR28 A mixture of 2-Hydroxymethyl-benzimidazole (11.9 g) and MnO2 (59.5 g) in ethanol (250 mL) was vigorously stirred for 2 days. The reaction was concentrated in vacuo, hot dimethylformamide was added and the mixture was filtered through celite. After removal of the solvent in vacuo the tan solid was triturated with ethanol to afford 2-Benzimidazolecarboxaldehyde as a tan powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1H-Benzoimidazol-2-yl)methanol, its application will become more common.

Electric Literature of 4856-97-7, These common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, 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.

A mixture of NiCl2*6H2O (0.238 g, 1 mmol), HL1 (0.074 g,0.5 mmol), acetonitrile (4 mL) and ethanol (4 mL), with a pHadjusted to 7.5 by addition of triethylamine, was poured into aTeflon-lined autoclave (15 mL) and then heated at 160 ¡ãC for 3 days. Green crystals of 1 were collected by filtration, washed with ethanol and dried in air. Phase pure crystals of 1 were obtained by manual separation (yield: 89.5 mg, ca. 63.4percent based onthe HL1 ligand). Anal. Calc. for 1: C40H40Cl4N12Ni4O4(Mr = 1129.40), Calc.: C, 42.54; H, 3.57; N, 14.88. Found: C, 42.51;H, 3.59; N, 14.91percent. IR data for 1 (KBr, cm1): 3425 s, 1274 m,1458 s, 1069 s, 1280 m, 600 m, 467 m.

The synthetic route of 4856-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Li; Zhang, Shu-Hua; Wang, Wei; Guo, Jing-Jing; Huang, Qiu Ping; Zhao, Ru-Xia; Zhang, Chun-Lian; Muller, Gilles; Polyhedron; vol. 74; (2014); p. 49 – 56;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem