Category: 615-15-6

Electric Literature of 615-15-6,Some common heterocyclic compound, 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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 50 mL Schlenk tube equipped with a stirrer bar was charged with KI (16.6 mg, 0.1 mmol), benzotriazole (59.5 mg, 0.5 mmol), DMA (2 mL), and K2S2O8 (270 mg, 1 mmol) under air. The mixture was then stirred at 80 C for 6 h (TLC monitoring), poured into H2O (20 mL), and extracted with EtOAc (3 ×). Then the organic phase was evaporated under vacuum, and the crude product was purified by column chromatography [silica gel, PE-EtOAc (10:1 to 2:1)] to give a colorless oil; yield: 98 mg (96%);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-1H-benzo[d]imidazole, its application will become more common.

Reference:
Article; Zhu, Zheng; Wang, Yufeng; Yang, Mingmeng; Huang, Ling; Gong, Jiuhan; Guo, Shengmei; Cai, Hu; Synlett; vol. 27; 19; (2016); p. 2705 – 2708;,
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. 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2

Method B. 2-Methylbenzimidazole (5 g) was added to a mixture of conc. sulfuric acid (70 mL) and water (55 mL) at 90 C. This was followed by the careful addition of powdered potassium dichromate (37 g). After 15-20 min. the mixture was quenched with ice-cold water and cooled to 0 C. Crystallization was induced by scratching the sides of the vessel. The precipitated acid was filtered, washed with water, alcohol, and finally with ether to give 19 g of the captioned product.

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 615-15-6.

Reference:
Patent; The Research Foundation of State University of New York; US5329012; (1994); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 615-15-6, A common heterocyclic compound, 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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: All reactions were performed on a 0.50mmol scale relative to azoles. The benzotriazole(1a) (0.50 mmol), toluene (2a) (1.50 mmol), I2 (0.050 mmol) and TBHP (2 eq) weretaken in a round bottom flask equipped with stirrer. The resulting mixture was stirred for8 h at 100 oC. After cooling to room temperature, to the reaction mixture was addedwater (2 mL), and extracted with ester (3×10 mL). The combined organic phases werewashed with brine (2×5 mL), dried over anhydrous MgSO4 and concentrated in vacuo.The residue was subjected to flash column chromatography with hexanes/EtOAc (10/1)as eluent to obtain the desired 3aa a light yellow solid( 90% yield). The identity andpurity of the products was confirmed by 1H and 13C NMR spectroscopic analysis.

The synthetic route of 615-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Xiang; Yu, Guiqin; Li, Jihui; Wang, Dong; Chen, Yongxin; Shi, Keqin; Chen, Baohua; Synlett; vol. 24; 12; (2013); p. 1588 – 1594;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 615-15-6, 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 615-15-6 as follows.

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.

According to the analysis of related databases, 615-15-6, the application of this compound in the production field has become more and more popular.

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

Related Products of 615-15-6,Some common heterocyclic compound, 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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 8; Synthesis of N-4-lH-benzimidazol-2-yl-N-5-(2,4-dimethylphenyl)-2-methyl-lH-imidazole-4,5-dicarboxamide; Synthesis of 2-Methyl-4,5-imidazoledicarboxylic acid; [00177] 2-Methylbenzimidazole (5 g, commercially available from Aldrich) was added to a mixture of concentrated sulfuric acid (55 mL) and water (55 mL) at 90 0C. This was followed by the addition of potassium dichromate (37 g). After 15 – 20 minutes, the mixture was cooled to room temperature and diluted with 1 L of water, which was then kept overnight at room temperature. The resulting solid was filtered off, washed with cold water and air dried to give 4 g of 2-methyl-4,5- imidazoledicarboxylic acid which was used without any further purification. 1H-NMR (DMSO-rfd): delta 2.46 (s, 3H). MS (EI): 171 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; EXELIXIS, INC.; WO2008/42282; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 615-15-6, 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 615-15-6 as follows.

General procedure: To a stirred solution of 10.0 mmol of compound 1a-1i in 10 mL of conc. H2SO4 we added dropwise 10 mL (0.11 mmol) of 33% aqueous hydrogen peroxide at 100-105C. The mixture was stirred for 0.5 h at 120C, let to cool down, and poured in water. The pH of the solution was adjusted to ~2 with sodium carbonate, and the precipitate of 2-alkylimidazole-4,5-dicarboxylic acid 2a-2i was filtered off and recrystallized from water.

According to the analysis of related databases, 615-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brusina; Gubina, Yu. A.; Nikolaev; Ramsh; Piotrovskii; Russian Journal of General Chemistry; vol. 88; 5; (2018); p. 874 – 878; Zh. Obshch. Khim.; vol. 88; 5; (2018); p. 729 – 733,5;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem