Category: 152628-03-0

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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 152628-03-0

A suspension of 2 (2.18 g, 10 mmol) in thionyl chloride (20 mL, 276 mmol) was refluxed for 2 h, and then the excess thionyl chloride was removed under a vacuum to provide the crude acid chloride (3) as an off-white solid. The crude product 3 was used in the next step without further purification.

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 152628-03-0.

Reference:
Article; Zhang, Jun; Wang, Jin-Liang; Zhou, Zhi-Ming; Li, Zhi-Huai; Xue, Wei-Zhe; Xu, Di; Hao, Li-Ping; Han, Xiao-Feng; Fei, Fan; Liu, Ting; Liang, Ai-Hua; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4208 – 4216;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 152628-03-0,Some common heterocyclic compound, 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, molecular formula is C12H14N2O2, 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 2; Variant 2; Methanesulphonic acid is heated to about 80 C. At a temperature of 75 C. to 85 C., 2-propyl-4-methyl-1H-benzimidazole-6-carboxylic acid is added. Then at 85 C. to 95 C. N-methyl-o-phenylene-diamine is added.The mixture is heated to110 C. to 130 C. and phosphorus pentoxide is metered in until an internal temperature of not more than 160 C. is reached. Then the mixture is stirred for 3 hours at a maximum temperature of 145 C. It is cooled to <100 C. and water is metered into the reaction mixture. 50% sodium hydroxide solution is added at <100 C. until a pH of less than 3 is obtained.Finally, treatments with charcoal are carried out at <100 C.At a temperature of <80 C. isopropanol is added and the mixture is adjusted with sodium hydroxide solution to a pH between 4.5 and 7. The aqueous phase is separated off. In order to precipitate dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole water is metered in, the contents of the apparatus are cooled to at least 40 C. for technical reasons and the product is isolated.Yield: 78-90% of theoryHPLC purity: >99.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/190508; (2011); A1;,
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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 152628-03-0

Compound IIc (534 mg, 2.45 mmol) was slowly added to polyphosphoric acid (15 mL) heated to 80 & lt; 0 & gt; C, stirred and heated to 150 & lt; 0 & gt; C.Compound IIIb (320 mg, 2.94 mmol) was slowly added to the polyphosphoric acid solution of the former several times, and the mixture was stirred at 150 C for 12 h. After completion of the reaction, the reaction solution was poured into 100 mL of ice water and adjusted to pH 8-10 with concentrated aqueous ammonia. A large amount of precipitate appeared, filtered and the filter cake was washed three times with 5% ethanol solution.After drying the filter cake, the resulting filter cake was purified by chromatography to give about 357 mg (yield 58.7%) of the pale yellow compound IVb.

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.

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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H14N2O2

Example 12Preparation of N,7-dimethyl-N-(2-nitrophenyl)-2-propyl-3H-benzo[d]imidazole-5- carboxamide (compound 15):To the mixture of 1.09 g (5 mmol) 2-propyl-3H-benzo[d]imidazole-5-carboxylic acid and 50 mi CH2Cl2, 7.26 mJ ( 100 mmol) SOCl2 was added. The mixture was stirred for 18 h and evaporated under reduced pressure.

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 152628-03-0.

Synthetic Route of 152628-03-0, These common heterocyclic compound, 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, 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 15 g of 4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid and 100 mL of sulfonyl chloride was allowed to stand at room temperature overnight, heated and stirred at an oil-bath temperature of 80C for five hours, then combined with 0.1 mL of dimethylformamide and again heated and stirred at 80C for five hours. After the sulfonyl chloride had been distilled off under reduced pressure, the residue was combined with 300 mL of dry dimethylformamide and 15 g of methylamine hydrochloride, then 40 g of triethylamine were dropped in while cooling with ice. The residue resulting from stirring at room temperature for two days, then distilling off the solvent was combined with ethyl acetate and physiological saline, and the ethyl acetate layer was separated. The ethyl acetate layer was washed with saturated physiological saline, then dried over anhydrous sodium sulfate. The residue resulting from distilling off the solvent was refined by silica gel column chromatography (elution solvent: ethyl acetate/methanol = 10/1) to give 4.4 g of the intended compound as a white solid. Mass spectrum: 232 (M+1)+.

The synthetic route of 152628-03-0 has been constantly updated, and we look forward to future research findings.

Related Products of 152628-03-0, 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 152628-03-0 as follows.

Example 2; Variant 2; Methanesulphonic acid is heated to about 80 C. At a temperature of 75 C. to 85 C., 2-propyl-4-methyl-1H-benzimidazole-6-carboxylic acid is added. Then at 85 C. to 95 C. N-methyl-o-phenylene-diamine is added.The mixture is heated to110 C. to 130 C. and phosphorus pentoxide is metered in until an internal temperature of not more than 160 C. is reached. Then the mixture is stirred for 3 hours at a maximum temperature of 145 C. It is cooled to <100 C. and water is metered into the reaction mixture. 50% sodium hydroxide solution is added at <100 C. until a pH of less than 3 is obtained.Finally, treatments with charcoal are carried out at <100 C.At a temperature of <80 C. isopropanol is added and the mixture is adjusted with sodium hydroxide solution to a pH between 4.5 and 7. The aqueous phase is separated off. In order to precipitate dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole water is metered in, the contents of the apparatus are cooled to at least 40 C. for technical reasons and the product is isolated.Yield: 78-90% of theoryHPLC purity: >99.5%.

According to the analysis of related databases, 152628-03-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/190508; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 152628-03-0, 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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

The compound IIc (534 mg, 2.45 mmol)Was slowly added to polyphosphoric acid (15 mL) heated to 80 C,Stirred and heated to 150 C.Compound IIIb (320 mg, 2.94 mmol) was added slowly to the former polyphosphoric acidAfter the addition was complete, the reaction was stirred at 150 C for 12 h. After completion of the reaction, the reaction solution was poured into 100 mL of ice water,And adjust the pH to 8-10 with concentrated ammonia, there will be a large number of precipitation, filtration, filter cake with 5% ethanol solution washed three times. To be filteredAfter drying the cake, the resulting filter cake was purified by chromatography to give about 357 mg (yield 58.7%) of the pale yellow compound IVb.

The chemical industry reduces the impact on the environment during synthesis 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Donghua University; Chen Zhilong; Bao Xiaolu; Zhu Weibo; Wu Zhuo; Zhang Ruijing; Ren He; Zhang Jinyan; Zhu Xingbo; Zhou Huayuan; Tang Hesheng; Yu Xinhai; Yan Yijia; (15 pag.)CN106749220; (2017); A;,
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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 152628-03-0

Stirring blade, a thermometer, three-neck flask 1L fitted with condenser, 4-methyl–2-n-propyl -1H- benzimidazole-6-carboxylic acid 50.0g (229mmol) and polyphosphoric acid added and stirred and 300 g, heated to around 70 C., the reaction solution obtained was stirred for 30 minutes, added in portions over a period N- methyl -O- phenylenediamine 45.0g of (368mmol) 2 hours It was.After adding the entire amount, stirring for 1 hour at around 70 C., and stirred for 5 h warmed to near yet 130. C..After confirming the disappearance of 4-methyl–2-n-propyl -1H- benzimidazole-6-carboxylic acid by HPLC, was cooled to about 70 C., while maintaining the water 600g The temperature of the reaction solution at 70 to 85 C. It was dropped little by little.After the total amount dropwise, 30 C. and cooled to near, pH of the reaction solution with aqueous ammonia was adjusted to be pH 8.3, after stirring for 1 hour warmed to around 50 C., the solid by vacuum filtration It is filtered off and washed the solid was filtered off with water 200g in the vicinity of 50 , to obtain a wet product of light brown crystals.Stirring blade, a thermometer, three-neck flask 1L fitted with condenser, was added and stirred the wet product of the resulting pale brown crystals and water 900 g, after stirring for 1 hour warmed to around 50 C. , vacuum filtered off the solids by filtration, wash the solid was filtered off with 100g of water around 50 C., the resulting wet product was dried for 15 hours under reduced pressure, a pale crude benzimidazole body as brown crystals to obtain a body 60.3g.The crude product of the benzimidazole body was analyzed by HPLC, the purity was 98.20%, the content of methyl benzimidazole body 0.14%, the content of ethyl benzimidazole body with 0.07% there were. stirring blade, a thermometer, three-necked flask 100mL fitted with a condenser, a mixture of a crude product 5.0g of methanol 12g and water 50g benzimidazole body obtained in Production Example 1 was added after stirring on, the addition of hydrochloric acid 2.1g containing hydrogen chloride 0.78 g (21.4 mmol), stirred for 10 minutes at about 25 C., the solid in the reaction solution was confirmed to be dissolved.Then, was added aqueous ammonia 1.1g containing ammonia 0.28 g (16.5 mmol), precipitation of white crystals was confirmed.After stirring for 1 hour at about 25 C., vacuum filtered through the solid was filtered off, the solid was filtered off with water 5g were washed twice and dried for 12 hours at 60 C. under reduced pressure and the resulting wet biomass, to obtain a benzimidazole body 4.2g (13.9mmol) as white crystals.Recovery rate, which is calculated based on the mass of the crude product of the benzimidazole body was 84.4%.As a result of the benzimidazole body obtained was analyzed by HPLC, the purity was 99.56%, the content of methyl benzimidazole body 0.06%, the content of ethyl benzimidazole body 0.02% met.

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 152628-03-0.

Reference:
Patent; TOKUYAMA CORPORATION; MIYAOKU, TAKAYUKI; (16 pag.)JP2015/160810; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 152628-03-0, The chemical industry reduces the impact on the environment during synthesis 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, I believe this compound will play a more active role in future production and life.

7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid (10.000 g, 0.045 M) was dissolved in ethanol (50 mL) using a stir bar in a two neck round bottom flask connected to a Liebig condenser. By maintaining the flask at 0-5C thionyl chloride (26.700 g, 0.225 M) was added via dropping funnel. Then the reaction was allowed to reflux for 3-3.5 h. The progress of the reaction was monitored by TLC (using 9.5:0.5 ethyl acetate & methanol mobile phase). After TLC analysis revealed the completion of reaction, excess ethanol and thionyl chloride was stripped under vacuum at 60C. Further reaction mixture was washed with 20 mL of toluene to remove traces of thionyl chloride. Furthermore, 50 mL of toluene was added and reaction mixture was maintained at 0-5 C to get off white precipitate. Then later, the precipitate was stirred for 0.5 h, filtered and washed with toluene (50 mL). Then solid (HCl salt) was dissolved in dichloromethane (60 mL) and pH was adjusted to 7 by addition of 20 % NaHCO3 (12 grams in 60 mL demineralized water). Then dichloromethane layer was washed with 20 mL demineralized water. Dichloromethane was removed under vacuum to get oil which upon cooling afforded the solid. Yield = 8.000 g (71%).

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-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mallandur, Bhargava K.; Rangaiah, Gururaja; Harohally, Nanishankar V.; Synthetic Communications; vol. 47; 11; (2017); p. 1065 – 1070;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 152628-03-0, 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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 15; PREPARATION OF 2-n-PROPYL-4-METHYL-6-(1-BENZIMIDAZOLE-2-YL) BENZIMIDAZOLE (FORMULA XI); 5 g of 2-n-propyl-4-methyl-benzimiclazoltheta-6-carboxylic acid of Formula III, obtained in Example 1 , and 2.6 g of o-phenylenediamine, were charged into a round bottom flask containing 15 g of polyphosphoric acid (PPA). Reaction mass was heated to 150-155 C and maintained for 4-5 hours. Cooled the reaction mass to 70-80 C and charged 50 ml of water. Stirred for 45-60 minutes at the same temperature and then cooled to 10-15 C. Reaction mass pH was adjusted to 5-6 with 10% aqueous sodium hydroxide solution (200 ml) and stirred for 15-30 minutes. Filtered the solid and washed with 10 ml of water.The wet solid was charged into a flask and 50 ml of water was added. The contents were heated to 70-80 C and stirred for 30-45 minutes. Cooled to 25-35 C and stirred for 30-45 minutes. Filtered the solid and washed with 10 ml of water. Dried the solid at 50-55 C for 4-5 hours to afford 7.2 g of the title compound.

The chemical industry reduces the impact on the environment during synthesis 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/44754; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem