Month: June 2021

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

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

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

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

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

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

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. 3034-50-2, name is Imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H4N2O

Example 72An alternate method’for the synthesis of the imidazole intermediate is described below:4-Cyano-l-(2-trimethylsilanyl-ethoxymethyl)-lH-imidazole-2-carboxylic acid potassium salt a) lH-Imidazole-4-carbonitrile; ‘-NHA 22-L, four-neck, round-bottom flask equipped with a mechanical stirrer, a temperature probe, a condenser, and an addition funnel with a nitrogen inlet was charged with lH-imidazole-4-carboxaldehyde (Aldrich, 1.10 kg, 11.5 mol) and pyridine (3.0 L, 3.0 mol). The reaction flask was cooled to 8 0C with an ice bath and hydroxylamine hydrochloride (871 g, 12.5 mol) was added slowly in portions to maintain the internal temperature below 30 C. The reaction was allowed to cool to ambient temperature and stirred for 2 h at ambient temperature. The resulting thick yellow solution was heated to 80 0C with a heating mantle and acetic anhydride (2.04 L, 21.6 mol) was added dropwise EPO over 200 min to maintain the temperature below 110 C during the addition. The reaction mixture was heated at 100 0C for 30 min, after which time it was allowed to cool to ambient temperature and then further cooled in an ice bath. The pH was adjusted to 8.0 (pH meter) by the addition of 25 wt % NaOH (5.5 L) at such a rate that the internal temperature was maintained below 30 C. The reaction mixture was then transferred into a 22-L separatory funnel and extracted with ethyl acetate (6.0 L). The combined organic layer was washed with brine (2 x 4.0 L), dried over MgSO4, filtered, and concentrated to dryness under reduced pressure at 35 C to give the crude product as a yellow semisolid. The resulting semisolid was suspended in toluene (3.0 L) and stirred for 1 h, after which time it was filtered to give a light yellow solid, which was resuspended in toluene (3.0 L) and stirred for 1 h. The resulting slurry was filtered and the filter cake washed with toluene (2 x 500 mL) to give the title compound as a light yellow solid [870 g, 82%). The 1H and 13C NMR spectra were consistent with the assigned structure.

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; JANSSEN PHARMACEUTICA, N.V.; WO2006/47504; (2006); 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. 54624-57-6, name is 2-Bromobenzimidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 54624-57-6

Tetrakis(triphenylphosphine)palladium(0) (0.028 g, 0.024 mmol) was added to a mixture of tert-butyl 4-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzoyl)piperazine-l- carboxylate (0.050 g, 0.120 mmol), 2-bromo-lH-benzo[d] imidazole (0.035 g, 0.180 mmol), and sodium carbonate (0.051 g, 0.480 mmol) in dioxane (1.5 mL) and water (0.30 mL). The mixture stirred in the microwave at 50°C for 3 h. The reaction mixture was filtered through Celite and concentrated. The residue was purified via column chromatography on silica gel (Biotage 10 g column, gradient elution with 0-50percent ethyl acetate-hexane) to afford tert-butyl 4-(4-(lH-benzo[d]imidazol-2-yl)benzoyl)piperazine- 1-carboxylate (0.027 g, 0.066 mmol, 55 percent yield) as an off-white solid. MS (ESI, pos. ion) m/z: 407 (M + 1).

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; FORMA THERAPEUTICS, INC.; BAIR, Kenneth, W.; LANCIA, David, R.; LI, Hongbin; LOCH, James; LU, Wei; MARTIN, Matthew, W.; MILLAN, David, S.; SCHILLER, Shawn, E.r.; TEBBE, Mark, J.; WO2014/164749; (2014); 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. 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, A new synthetic method of this compound is introduced below., Safety of Ethyl 1H-imidazole-2-carboxylate

tert-Butyl (2-bromoethyl)carbamate (17.59 g, 78.49 mmol) was added to ethyl 1H- imidazole-2-carboxylate (10 g, 71.36 mmol) and K2CO3 (11.83 g, 85.63 mmol) in DMF (200 mL) under nitrogen and the resulting mixture stirred at 80 C for 8 hours. The reaction mixture was diluted with EtOAc (300 mL), and washed sequentially with water (50 mL x 2). The aqueous layer was then further extracted with EtOAc (50 mL x 5). The combined organic phases were dried over MgS04, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 100% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford ethyl 1 -(2-((tert-butoxycarbonyl)amino)ethyl)- lH-imidazole-2-carboxylate (Intermediate 7; 10.7 g, 53%) as a colourless liquid. 1HNMR (400 MHz, DMSO, 21 C) delta 1.20 (3H, t), 1.29 (9H, s), 3.26-3.34 (2H, m) 4.27 (2H, q) ,4.32-4.40 (2H, m), 6.90 (1H, s), 7.06 (1H, s), 7.32 (1H, s).

The synthetic route of 33543-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; SWALLOW, Steven; GRAHAM, Mark, Andrew; DOBSON, Andrew, Hornby; MCCABE, James, Francis; (223 pag.)WO2017/80979; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 4278-08-4, These common heterocyclic compound, 4278-08-4, name is 2-(4-Fluorophenyl)-1H-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.

To a stirring mixture of Intermediate RR-1 (112 mg, 0.338 mmol) in 0.7 mL of DMSO, 2-(4-fluorophenyl)-lH-imidazole (109 mg, 0.67 mmol) was added. The reaction mixture was placed in a 120 C oil bath for 2 h. The crude mixture was directly loaded and purified by silica gel chromatography to give the coupled nitro ester. LCMS: 457.1 m/z (M+H)+. To a stirring mixture of the coupled nitro ester in 1.2 mL of MeOH, Pt/C (42 mg) was added and the reaction mixture was placed under 1 atm of hydrogen for 2 h. The hydrogen balloon was removed and VO(acac)2 (5 mg) was added. This reaction mixture was placed under 1 atm of hydrogen overnight. The crude mixture was filtered through a plug of Celite and the plug was washed several times with EtOAc. The filtrate was concentrated under reduced pressure. To this cyclized product, 0.5 mL of dioxane, potassium bicarbonate (100 mg) and trimethylphosphate (200 mg) were added. The reaction mixture was warmed to 100 C for several hours. The crude product mixture was cooled to rt and diluted with EtOAc and water. The layers were separated and the aqueous layer was extracted with EtOAc. The organic layers were dried over MgS04, filtered, and concentrated under reduced pressure. The resulting material was purified by preparative HPLC to give the title compound. LCMS: 409.1 m/z (M+H)+; ret. Time 4.07 min (Analytical MethodD).

The synthetic route of 4278-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; GALEMMO, Robert, A., Jr.; ARTIS, Dean, Richard; YE, Xiaocong, Michael; AUBELE, Danielle, L.; TRUONG, Anh, P.; BOWERS, Simeon; HOM, Roy, K.; ZHU, Yong-Liang; NEITZ, R., Jeffrey; SEALY, Jennifer; ADLER, Marc; BEROZA, Paul; ANDERSON, John, P.; WO2011/79114; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem