Category: imidazoles-derivatives

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. 1074-59-5, name is 3-(1H-Imidazol-4-yl)propanoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C6H8N2O2

To a white suspension of 3-(1H-imidazole-4-yl)propionic acid (5 g, 35.7 mmol) in MeOH (140 mL) is added dropwise HCl/Dioxane (4M, 29 mL, 116 mmol). The resulting clear solution is slowly warmed up to ambient temperature and stirred overnight. The reaction mixture is concentrated in vacuo and dried on a high vacuum pump to give an oil.

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; Ksander, Gary Michael; Meredith, Erik; Monovich, Lauren G.; Papillon, Julien; Firooznia, Fariborz; Hu, Qi-Ying; US2007/49616; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, The chemical industry reduces the impact on the environment during synthesis 288-32-4, name is 1H-Imidazole, I believe this compound will play a more active role in future production and life.

A solution of 68 g of imidazole in 250 cm3 of dimethylformamide was added over 30 minutes to a suspension of 30 g of sodium hydride (at 50% in mineral oil) in 250 cm3 of dimethylformamide. The mixture was stirred for 90 minutes at a temperature in the region of 20 C. and then a solution of 50.5 g of 2-chloroethanol in 50 cm3 of dimethylformamide was added over one hour. The mixture was stirred for 12 hours at a temperature in the region of 20 C. and then filtered. The filtrate was treated with 100 cm3 of distilled water and then concentrated under reduced pressure (2.7 kPa) at a temperature in the region of 55 C. The pasty residue was taken up in 150 cm3 of petroleum ether, the liquid phase was separated by settling and the residue was triturated for one hour with 100 cm3 of isopropanol. The precipitate formed was filtered off and the filtrate was concentrated under reduced pressure (2.7 kPa) at a temperature in the region of 40 C. The residual oil (113.1 g) was distilled under reduced pressure (5 kPa) and resulted in 105.7 g of 2-hydroxy-(1-imidazolyl)ethane in the form of a yellow oil that distilled at a temperature of 180-183 C. at 5 kPa.

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, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rhone-Poulenc Rorer, S.A.; US5965527; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 28890-99-5, 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 28890-99-5 as follows.

Example 3 3.30 g (10 mmol) 1,3-diiodobenzene, 13.0 g (40.0 mmol) caesium carbonate, 1.90 g (1.00 mmol) copper(I) iodide and 2.30 g (20.0 mmol) L-proline are added to 4.56 g (22.0 mmol) mmol) 5H-benzimidazo[1,2-a]benzimidazole in 100 ml dimethylsulfoxide (DMSO) under nitrogen. The reaction mixture is stirred for 5 h at 100 C. The reaction mixture is poured into water and the product is filtered off. The product is two times crystallized form toluene. Yield 1.6 g (48%). MS (APCI(pos): m/z=489 (M+1).1H NMR (400 MHz, THF-d8): delta 8.79 (s, 1H), 8.22 (d, J=8.4 Hz, 2H), 8.15-8.18 (m, 2H), 8.00-8.06 (m, 4H), 7.88 (t, J=8.1 Hz, 1H) 7.71 (d, J=7.9 Hz, 2H), 7.41-7.49 (m, 4H), 7.25-7.34 (m, 4H).

According to the analysis of related databases, 28890-99-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; US2012/241681; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 29914-81-6, 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. 29914-81-6, name is 1,3-Bis(1H-benzo[d]imidazol-2-yl)benzene belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

c, 2.6 mmol of 1, 14.5 mmol KOH and 2 mL of 1-iodo-n-hexane were dissolved in 30 mL of acetonitrile, refluxed for 24 hours, the solvent was removed to obtain a brown oil, dissolve with chloroform, and extracted and washed with distilled water 9 to 10 times. The filtrate was removed and the obtained brown solution was concentrated to 3 to 5 mL, and subjected to column chromatography with 100 to 200 mesh silica gel as the stationary phase and ethyl acetate as the eluent, Rf of the product was 0.7 to 0.8, to obtain dibenzimidazole phenyl complex 2 (yellow-white solid, yield 93%).

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, 1,3-Bis(1H-benzo[d]imidazol-2-yl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangzhou Yuxin Intelligent Science And Technology Institute Co., Ltd.; Xi Yanan; Hu Shujin; (19 pag.)CN110950912; (2020); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 31722-49-3, 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. 31722-49-3, name is 1H-Imidazole-2-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

At -78C, 1.6 ml of methylmagnesium bromide (3 M, diethyl ether solution) was added to a tetrahydrofuran (3 ml) solution of 151 mg of 1H-imidazole-2-carbonitrile obtained in Example 82 (step 1), and stirred at that temperature for 1 hour. Aqueous saturated ammonium chloride solution was added to it, extracted with ethyl acetate and chloroform, and the organic layer was dried, and the solvent was evaporated away under reduced pressure to obtain 187 mg of the entitled compound as a yellow solid.

The synthetic route of 1H-Imidazole-2-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1810969; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3543-73-5, The chemical industry reduces the impact on the environment during synthesis 3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, I believe this compound will play a more active role in future production and life.

Method B: To a 500 mL three-neck glass flask equipped with a heating mantle, thermocouple, condenser, nitrogen inlet/outlet, and overhead stirrer was charged 4-(5-amino-l- methyl-lH-benimidazol-2-yl)-butyric acid ethyl ester (6.4g, 1.0 eq.), chloroacetic acid (42.5 g), and tetrahydrofuran (THF, 13 mL). The resulting mixture was stirred for 1.5 hours in a water bath at room temperature. Borane-THF (150 mL) was added over 20 minutes. Once the charge was complete, the reaction mixture was heated to 55-58 C and stirred for 1.5 hours. In-process analysis by HPLC showed 94A% of the desired product. The reaction was cooled to room temperature and telescoped to the next step of hydrolysis to generate bendamustine.

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, Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CEPHALON, INC.; BAKALE, Roger, P.; BROWN, Peter, D.; CHEN, Jian; DRAGER, Anthony, S.; LABELL, Rachel, Y.; MCKEAN, Robert, E.; PATEL, Piyush, R.; ROEMMELE, Renee, C.; WO2014/75035; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 26663-77-4, These common heterocyclic compound, 26663-77-4, name is Methyl benzimidazole-5-carboxylate, 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.

Preparation of ( 1 -methyl- l H-benzimidazol- – l methanolThe title compound was synthesized by esterification of l//-benzimidazole-5-carboxylic acid using methanol in presence of cone, sulphuric acid followed by N-methylation using methyl iodide in presence of potassium carbonate and subsequent reduction of the ester group by lithium aluminium hydride; NMR (300 MHz, DMSO- 6) delta 3.84 (s, 3H), 4.59 (s, 2H), 5.23 (br s, l H), 7.26 (d, J = 8.4 Hz, 1H), 7.52-7.58 (m, 2H), 8.23-8.31 (m, 1 H).

The synthetic route of 26663-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; LINGAM, Prasada, Rao, V., S.; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; BAJPAI, Malini; GULLAPALLI, Srinivas; DAHALE, Dnyaneshwar, Harishchandra; MINDHE, Ajit, Shankar; RATHI, Vijay, Eknath; WO2011/138657; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 71759-89-2, A common heterocyclic compound, 71759-89-2, name is 5-Iodo-1H-imidazole, molecular formula is C3H3IN2, 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.

4-lodo-1tf-imidazole (2.8g, 14.6mmol) and trityl chloride (5.Og, 20.5mmol) were dissolved in lambda/,lambda/-dimethylacetamide (45mL). The solution was cooled to 0″C and triethylamine (4mL, 29.2mmol) added slowly. The reaction mixture was slowly warmed to room temperature. After 48 hours the solution was poured to water(15OmL). The solid was filtered, washed with water, hexane and dried to give a white solid (5.7g) with a yield of 90%. The product was pure enough for the next step reaction without further purification.

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; S BIO PTE LTD; WO2009/93981; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 2849-93-6 as follows. COA of Formula: C8H6N2O2

A mixture of compound 70 (0.7 g, 2.1 mmol, 1 eq), 1H-benzimidazole-2-carboxylic acid (358 mg, 2.2 mmol, 1.1 eq), HATU (881mg, 2.3 mmol, 1.1 eq), TEA (426 mg, 4.2 mmol, 586 tL, 2 eq) in 10 mL of DMF was degassed and purged with N2 3 times, and then the mixture was stirred at 15 C for 12 hours under N2 atmosphere. The reaction mixture was partitioned between 20 mL of water and 20 mL of EtOAc. The organic phase was separated, washed three times with 45 mL of water and 15 mL of brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give a residuewhich was purified by flash silica gel chromatography (ISCO; 20 g SepaFlash Silica Flash Column, Eluent of 020% ethyl acetate/petroleum ether gradient 60 mL/min) to give 0.37 g of compound 71(745 imol, 35% yield, 95.9% purity) as a white solid.

According to the analysis of related databases, 2849-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 137049-00-4, A common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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.

To Example 242 B (12.74 g, 57.1 mmol) in 15 mL of dichloromethane were added triethylamine (12.13 g, 120 mmol) and 4-dimethylaminopyridine (0.35 g, 2.85 mmol). The reactionmixture was cooled to 0 C. 1 -methyl- lH-imidazole-4-sulfonyl chloride (10.82 g, 59.9 mmol) was added portion wise at 0 C. The reaction mixture was slowly warmed up to room temperature and stirred for 1 hour. The reaction mixture was partitioned with dichloromethane, and water. The organic fraction was collected, washed with water, concentrated, and purified by flash- chromatography on silica gel (100% ethyl acetate) to afford the title compound. MS (ESI) m/z 368.0 (M+H)+.

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; ABBVIE INC.; AMBERG, Wilhelm; POHLKI, Frauke; LANGE, Udo; WANG, Ying X.; ZHAO, Hongyu H.; LI, Huan-Qiu; BREWER, Jason T.; ZANZE, Irini; DIETRICH, Justin; VASUDEVAN, Anil; DJURIC, Stevan, W.; LAO, Yanbin; HUTCHINS, Charles W.; WO2014/140310; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem