Category: 3752-24-7

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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole

EXAMPLE 7 1-[1-(3,4-Dichloro-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride (1:2) Reaction of 4,5,6,7-tetrahydrobenzimidazole with sodium hydride followed by treatment with 4-chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole led after extractive workup and chromatography to the free base of the title compound which was converted into its white hydrochloride salt. Mp.>250 C. (MeOH/Et2O), MS: m/e=346 (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:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]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 3752-24-7, name: 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole

A mixture of 4,5,6,7-tetrahydro-1H-benzo[d]imidazole (5.00 g, 40.9 mmol), 90% KOH (3.74 g, 60 mmol) and DMSO (70 mL) was stirred under argon and heated at 40 C for 2 h. After cooling to 10 C, 1-bromohexane (6.3 mL, 45 mmol) was addedin one portion, and the resulting mixture was stirred and heated at 40 C for 4 days.The reaction mixture was poured into ice/water (600 mL), treated with 5 N NaOH(100 mL) and extracted with DCM (2 x 400 mL). The extract was washed with water(300 mL), dried over Na2SO4, and the solvent was removed under reduced pressureto give a residue. Column chromatography of the residue (silica gel, ethylacetate/methanol, 97:3) afforded pure 1-hexyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole (6.54 g, 77% yield).

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; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; WANG, Peng; (42 pag.)WO2018/191238; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3752-24-7, These common heterocyclic compound, 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, 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 14 1-[1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride (1:2) [1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl]-methanol was treated first with thionylchloride, then with the reaction mixture of sodium hydride and 4,5,6,7-tetrahydro-benzimidazole. After extractive workup and chromatography the title compound was obtained as the free base. It was converted into its white hydrochloride salt. Mp.>250 C. (MeOH/Et2O), MS: m/e=326 (M+).

Statistics shows that 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 3752-24-7.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3752-24-7, 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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 1-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]carboxaldehyde A mixture of 4,5,6,7-tetrahydro-1H-benzimidazole [25.6 g, 0.21 mol, prepared by following the procedure of H. Schubert and H. Fitsche, J. Prakt, Chem 4, (7), 407 (1958)], p-fluorobenzaldehyde (26 g, 0.21 mol) anhydrous K2 CO3 (29.2 g, 0.21 mol) and CuO (300 mg) in pyridine (100 ml) is heated under reflux for 18 hours. The reaction mixture is cooled, CH2 Cl2 is added and the solution is filtered. The inorganic residue is washed exhaustively with CH2 Cl2. The filtrate and the washings are combined and evaporated to dryness. The residue is dissolved in CH2 Cl2, filtered through silica gel and the filtrate is evaporated to give 15.5 g of the product, 1-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]carboxaldehyde, mp 104-105 C.

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, 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US4717730; (1988); A;,
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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Safety of 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole

EXAMPLE 7 1-[1-(3,4-Dichloro-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride (1:2) Reaction of 4,5,6,7-tetrahydrobenzimidazole with sodium hydride followed by treatment with 4-chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole led after extractive workup and chromatography to the free base of the title compound which was converted into its white hydrochloride salt. Mp.>250 C. (MeOH/Et2O), MS: m/e=346 (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:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]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 3752-24-7, name: 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole

A mixture of 4,5,6,7-tetrahydro-1H-benzo[d]imidazole (5.00 g, 40.9 mmol), 90% KOH (3.74 g, 60 mmol) and DMSO (70 mL) was stirred under argon and heated at 40 C for 2 h. After cooling to 10 C, 1-bromohexane (6.3 mL, 45 mmol) was addedin one portion, and the resulting mixture was stirred and heated at 40 C for 4 days.The reaction mixture was poured into ice/water (600 mL), treated with 5 N NaOH(100 mL) and extracted with DCM (2 x 400 mL). The extract was washed with water(300 mL), dried over Na2SO4, and the solvent was removed under reduced pressureto give a residue. Column chromatography of the residue (silica gel, ethylacetate/methanol, 97:3) afforded pure 1-hexyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole (6.54 g, 77% yield).

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; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; WANG, Peng; (42 pag.)WO2018/191238; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3752-24-7, These common heterocyclic compound, 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, 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 14 1-[1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride (1:2) [1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl]-methanol was treated first with thionylchloride, then with the reaction mixture of sodium hydride and 4,5,6,7-tetrahydro-benzimidazole. After extractive workup and chromatography the title compound was obtained as the free base. It was converted into its white hydrochloride salt. Mp.>250 C. (MeOH/Et2O), MS: m/e=326 (M+).

Statistics shows that 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 3752-24-7.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3752-24-7,Some common heterocyclic compound, 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, molecular formula is C7H10N2, 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 Intermediate 1 (2.1 g, 17 mmol) in DMF (6 mL) were added 2- (chloromethyl)-l,4-dimethylbenzene (2.6 g, 17 mmol) and potassium carbonate (4.8 g, 35 mmol). The mixture was stirred overnight at room temperature. Water (5 mL) was added and the mixture was stirred for another 10 minutes. The reaction mixture was poured into ethyl acetate/water and the layers were separated. The organic layer was washed three times with brine, then dried over magnesium sulphate and concentrated by evaporation in vacuo, to afford the title compound (1.2 g, 29%) as a pale yellow solid, deltapi (400 MHz, d6- DMSO) 7.40 (s, IH), 7.07-7.09 (m, IH), 7.00 (d, 77.6 Hz, IH), 6.57 (s, IH), 5.02 (s, 2H), 2.50-2.51 (m, 3H), 2.31-2.35 (m, 2H), 2.22 (s, 3H), 2.20 (s, 3H). LCMS (ES+) 241 (M+H)+, RT 1.46 minutes (method A).

The synthetic route of 3752-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; HEER, Jag Paul; JACKSON, Victoria Elizabeth; KROEPLIEN, Boris; LECOMTE, Fabien Claude; PORTER, John Robert; WO2015/86513; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3752-24-7, 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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of Intermediate VI (50 mg, 0.12 mmol) in N,N-dimethylformamide (2 mL) were added phenol (17 mg, 0.18 mmol) and cesium carbonate (76 mg, 0.23 mmol). The resulting mixture was stirred for 12 h at 100C. The reaction mixture was then cooled and quenched with water (50 mL), after which the reaction mixture was extracted with dichloromethane (3 x 25 mL). The organic extracts were combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under vacuum to give a residue, which was purified by reverse phase preparative HPLC [Column: Xbridge Prep C18 5 m OBD, 19 x 150 mm; Mobile phase: A: Water (10 mM NH4HCO3), B: acetonitrile (22% – 40%); Flow rate: 20 mL/min; UV detection: 220/254 nm] to afford compound 8-5. Compound 8-8 was prepared in an analogous fashion to Example 19C, using 4,5,6,7-tetrahydro- 1 H-benzo[d]imidazole instead of phenol.

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; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; YANG, Liping; MU, Changwei; WANG, Xiaona; SHI, Feng; YE, Baijun; ZHANG, Sixing; ZHAO, Xiaoli; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75393; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem