Category: 6953-65-7

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 6953-65-7 as follows. category: imidazoles-derivatives

A mixture of (5-Chloro-1 H- benzoimidazol-2-yl)-methanol (3.8 g) suspended in 2 N sodium carbonate (110 mL) was treated with a solution of [KMN04] (4.935 g in 310 mL of water). The resulting mixture was heated to [100 C] for 2 h and then filtered. The filtrate was cooled to room temperature, and the solution was adjusted to acidic pH, via addition of 3 N acetic acid, to afford a precipitate. The solid material was isolated by filtration, washed with water and dried under vacuum to give the title intermediate (2.910 g). This material was used in Step C without further purification.

According to the analysis of related databases, 6953-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22060; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 6953-65-7,Some common heterocyclic compound, 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, molecular formula is C8H7ClN2O, 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.

N-Methyl-2-methanol-5-chlorobenzimidazole 49 was prepared according to using the procedure by Harisha et al. [28] A solution of 5-chloro-(1H-benzimidazole-2-yl)-methanol 28 (1.50 g, 8.20 mmol), and sodium hydroxide (0.33 g, 8.2 mmol) were stirred in dry acetone (30 mL) for 30 min. Then, iodomethane (1.41 g, 8.20 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was concentrated to a quarter and then poured into ice-cold water. The solid was filtered and washed with 50% HCl to neutralize the excess potassium carbonate. The solid was washed with cold water (100 mL) and aqueous ethanol. The product was purified by column chromatography (9:1 chloroform/ethanol) to give the desired product 38 as bright orange crystals Yield 9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, its application will become more common.

Reference:
Article; Alasmary, Fatmah A.S.; Snelling, Anna M.; Zain, Mohammed E.; Alafeefy, Ahmed M.; Awaad, Amani S.; Karodia, Nazira; Molecules; vol. 20; 8; (2015); p. 15206 – 15223;,
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. 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

General procedure: Solution ofbenzimidazole (0.1 mmol) in TfOH (1 mL) and arene (0.1 mL) was magnetically stirred at 140 Cin glass high pressure tube for 2.5 h, then poured into water (50 mL). After extraction with CH2Cl2(3 × 30 mL), the combined extracts were consequently washed with water (50 mL), saturatedaqueous solution of Na2CO3 (30 mL), water (50 mL), dried with anhydrous Na2SO4 and evaporatedin vacuo to give crude products, which were subjected to chromatographic separation on silica gelusing petroleum ether/diethyl ether as an eluent.

According to the analysis of related databases, 6953-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
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. 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6953-65-7

Step 2: synthesis of 4-(5-chloro-2-(hydroxymethyl)-1H-benzo[djimidazol-1- yl)butanenitrile (intermediate 21b) and 4-(6-chloro-2-(hydroxymethyl)-1H- benzo [dj imidazol-1-yl)butanenitrile (intermediate 21c)A mixture of (5 -chloro- 1 H-benzo [d]imidazo l-2-yl)methano 1 21 a (500 mg, 2.738 mmoles, 1 eq.), 4-bromobutyronitrile (466 mg, 1.15 eq.), cesium carbonate (1.338 g,1.5 eq.) and potassium iodide (45 mg, 0.1 eq.) in acetonitrile (5 mL) was refluxed overnight. The mixture was then cooled and filtered. The filtrate was evaporated under vacuum and the residue was treated with ethyl acetate (30 ml) and brine (20 ml). The separated organic layer was dried (Na2SO4), filtered and the solvent was evaporated under vacuum. The residue was purified by column chromatography (eluent: CH2C12:methanol from 1:0 to 15:1) to yield 732mg (54%) of a mixture containing the two regio-isomers 21b and 21c in a 1/1 ratio. This mixture was further separated by SFC to provide the pure regio-isomer 21b.

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 6953-65-7.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; HU, Lili; DEMIN, Samuel Dominique; COOYMANS, Ludwig Paul; WO2014/60411; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-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 6953-65-7, COA of Formula: C8H7ClN2O

General procedure: NaOH (9.5 mmol) was added to a stirring solution of benzimidazole (6.7 mmol) in 10 mL ofEtOH/H2O 3:1 (v/v). Dimethyl sulfate (9.5 mmol) was added dropwise over 5 min and the mixturewas stirred for additional 2 h. Solvents were evaporated to give colorless solid, which wascrystallized from methanol to give corresponding product.

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; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-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 6953-65-7, Application In Synthesis of (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol

A mixture of (5 -chloro- 1 H-benzo [d]imidazol-2-yl)methanol (7a) (500 mg, 2.738mmoles, 1 eq.), 4-bromobutyronitrile (466 mg, 1.15 eq.), cesium carbonate (1.338 g,1.5 eq.) and potassium iodide (45 mg, 0.1 eq.) in acetonitrile (5 mL) was refluxedovernight. The mixture was then cooled and filtered. The filtrate was evaporated under vacuum and the residue was treated with ethyl acetate (30 ml) and brine (20 ml). The separated organic layer was dried (Na2SO4), filtered and the solvent was evaporated under vacuum. The residue was purified by column chromatography (eluent: CH2C12:methanol from 1:0 to 15:1) to yield 732mg (54%) of a mixture containing two regioisomers (5- and 6-chloro derivatives) in a 1/1 ratio. This mixture was further separated by SFC to provide the pure regio-isomer (7b).

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, (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; HU, Lili; DEMIN, Samuel, Dominique; VENDEVILLE, Sandrine, Marie, Helene; TAHRI, Abdellah; RABOISSON, Pierre, Jean-Marie, Bernard; WO2015/158653; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, 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. COA of Formula: C8H7ClN2O

N-Methyl-2-methanol-5-chlorobenzimidazole 49 was prepared according to using the procedure by Harisha et al. [28] A solution of 5-chloro-(1H-benzimidazole-2-yl)-methanol 28 (1.50 g, 8.20 mmol), and sodium hydroxide (0.33 g, 8.2 mmol) were stirred in dry acetone (30 mL) for 30 min. Then, iodomethane (1.41 g, 8.20 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was concentrated to a quarter and then poured into ice-cold water. The solid was filtered and washed with 50% HCl to neutralize the excess potassium carbonate. The solid was washed with cold water (100 mL) and aqueous ethanol. The product was purified by column chromatography (9:1 chloroform/ethanol) to give the desired product 38 as bright orange crystals Yield 9%.

The synthetic route of 6953-65-7 has been constantly updated, and we look forward to future research findings.