Month: April 2021

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

3. Synthesis of (1-(1-Methyl-1H-Imidazol-4-ylsulfonyl)Piperidin-4-yl)(Phenyl)Methanone, 4; To a solution of 4-benzoylpiperidine hydrochloride (1.50 g, 6.64 mmol) and DIPEA (2.74 mL, 15.3 mmol) in CH2Cl2 (35 mL) was added 1-methylimidazole-4-sulfonyl chloride (1.31 g, 7.31 mmol) and stirred for 18 h. The reaction was washed with 2 N NaOH (30 mL), dried over MgSO4 and concentrated under vacuum to afford 4 as a white solid (2.05 g, 93%); 1H-nmr (400 MHz, CDCl3) delta 7.81-7.78 (m, 2H), 7.52-7.36 (m, 5H), 3.86-3.78 (m, 2H), 3.71 (s, 3H), 3.26-3.17 (m, 1H), 2.82 (td, J=11.0, 3.0 Hz, 2H), 1.92-1.84 (m, 4H); m/z 334.0 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-4-sulfonyl chloride, its application will become more common.

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. 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C19H13BrN2

General procedure: A mixture of 1a (0.70 g , 2.0 mmol), bis(pinacolate)diborane (0.53 g, 2.1 mmol), l,l’-bis(diphenylphosphino)ferrocene]dichloropalladium (Pd(dppf)Cl2) (0.060g,0.08mmol), andanhydrous potassium acetate (0.393 g, 4.0 mmol) in 1,4-dioxane(20 mL) was heated at 80C under nitrogen for 12 h. After cooling to room temperature, the mixture was extracted with ethyl acetate (30 mL*3). The organic extracts were washed with water, brine, and then dried with anhydrous MgSO4. After filtration, the filtrate was pumped dry in vacuo. The crude residue was subjected to column chromatography by eluting with hexanes/EA (8:1) as the eluent to give a white solid (yield: 81%).

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 760212-58-6.

Application of 13435-22-8, 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. 13435-22-8, name is 1-Butyl-2-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 2.3. Typical procedure for the synthesis of imidazolium ion tethered TsDPENs 5a. A solution mixture of the intermediate 3 (818 mg, 1.5 mmol) and 1,2-dimethyl-1H-imidazole (173 mg, 1.8 mmol) in acetonitrile (2 mL) was heated at 70 C for 30 h. The solvent was removed under reduced pressure, and the residue was washed with a mixture solvent (hexane/ethyl acetate = 10:1) and dried in vacuo to give an intermediate 4a, to which HCl solution (3 mL, 4 M in dioxane) was added. The reaction mixture was stirred at room temperature for 5 h and the precipitation was filtered and washed with hexane to give the Boc deprotected intermediate, which was used for the next step directly without further characterization. The Boc-deprotected intermediate was subsequently neutralized by Na2CO3 (159 mg, 1.5 mmol) in MeOH (2 mL). The mixture was stirred for 5 h and the solvent was removed to dryness. The solid residue was dissolved in dry CH2Cl2 and filtered, and concentrated to give the product 5a as a white solid (550 mg, 68% yield for 2 steps).

The chemical industry reduces the impact on the environment during synthesis 1-Butyl-2-methyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

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. 84946-20-3, name is 2-Chloro-1-(4-fluorobenzyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 84946-20-3

EXAMPLE B8 (+-)-cis-1-(3,5-dimethylbenzoyl)-2-(phenylmethyl)-4-piperidinol (2.6 g) dissolved in N,N-dimethylformamide (100 ml) was stirred under N2. Sodium hydride (60%) (0.36 g) was added and the mixture was stirred at 40 C. for 1 hour. 2-Chloro-1-[(4-fluorophenyl)-methyl]-1H-benzimidazole (2.6 g) was added and the mixture was stirred at 60 C. for 20 hours. The solvent was evaporated and the residue was taken up in water and CH2 Cl2. The organic layer was separated, dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2 Cl2 /CH3 OH 97/3). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from DIPE, yielding 2.85 g (65%) of (+-)-cis-1-(3,5-dimethylbenzoyl)-4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]oxy]-2-(phenylmethyl)piperidine (comp. 70; mp. 154.1 C.).

The synthetic route of 84946-20-3 has been constantly updated, and we look forward to future research findings.

Application of 4856-97-7, 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 4856-97-7 as follows.

Into a 100 ml three neck RB flask containing Ar(g) was placed DMF (40 ml), followed by (lH-benzo[d]imidazol-2-yl)methanol (2.20 g, 14.9 mmol), thus forming a pale orange solution. This was cooled to 0 °C and 60percent sodium hydride (0.772 g, 19.3 mmol) was added in one portion. After stirring for 10 min under Ar(g) at 0 °C, 4-bromobutanenitrile (2.64 g, 17.8 mmol) was added in one portion. The reaction was allowed to warm to rt and left to proceed for 18 h. The reaction mixture was diluted with DCM and then poured onto a brine solution. The organic layer was separated and the aqueous phase was extracted three times with DCM. The combined organic fractions were dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by column chromatography (100percent DCM to 3percent MeOH/DCM) afforded the desired product as a viscous oil which solidified to a white solid over a period of hours (2.99 g, 13.9 mmol, 94percent). 1H NMR (400 MHz, DMSO-d6) delta 7.60-7.53 (m, 2H), 7.26 – 7.19 (m, 1H), 7.19 – 7.13 (m, 1H), 5.65 (t, J = 5.8 Hz, 1H), 4.70 (d, J = 5.8 Hz, 2H), 4.39 – 4.25 (m, 2H), 2.56 (t, J = 7.3 Hz, 2H), 2.15 – 2.01 (m, 2H)

According to the analysis of related databases, 4856-97-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 68282-47-3,Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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.

COMPOUND 12.1. 8: 4-6. 7-DIMETHOXY-2-f (2-PHENYL-l-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}METHYL)-N,N- DIETHYLBENZAMIDE; INTERMEDIATE 5.1. 5 (15 mg, 0. 04 mmol) and 2-phenyl-4 (5) – imidazolecarbaldehyde (20 mg, 0.12 mmol) were dissolved in DCE (1.0 mL) and stirred for 15 min at room temperature. Sodium triacetoxyborohydride (34 mg, 0.16 mmol) was added and the reaction mixture was stirred for 18 h at room temperature. 1 M aqueous sodium hydroxide solution (15 mL) and DCM (15 mL) were added, the mixture stirred for 30 min and passed through a Whatman IPS silicon-treated filter paper. The organic layer was evaporated in vacuo and the crude product was purified by flash chromatography to give the product (12.5 mg, 0.025 mmol, 63%). 1H NMR (500 MHz, CDC13) : 15 1. 10,1. 27 (2 brs, 6H), 2.92-3. 12,3. 42-3. 64,3. 85-3.90 (3 m, 10H), 3.24 (brs, 2H), 3.73, 3. 88 (2 s, 6H), 3.95 (m, 1H), 6.28 (brs, 1H), 6.63 (s, 1H), 7.12, 7.24 (m, 4H), 7.29 (s, 1H), 7.34 (d, J 7.0 Hz, 1H), 7.43 (dd, J 7.0 Hz, 2H), 7.84 (d, J 7 Hz, 2H). 13C NMR (125 MHz, CDC13) : a 13. 1,14. 4,23. 3,39. 6,42. 3,43. 5, 56.1, 61.6, 111.4, 111. 8, 125.3, 126.5, 129.0, 129.9, 128.7, 130.1, 130.3, 135.4, 2 x 147.2, 147.9, 171.6. (+) LRESIMS m/z 539 [M+H] +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenyl-1H-imidazole-4-carbaldehyde, its application will become more common.

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. 4499-07-4, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine dihydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)ethanamine dihydrochloride

Step 1b; 2-[2-(Aminoethyl)]benzimidazole; [Show Image] Add the product (Preparation 7, Step 1a) (7.18 g) to a solution of potassium hydroxide (3.45 g) in methanol (120 mL). Stir the resulting mixture at room temperature for 30 minutes, filter, and concentrate the filtrate in vacuo. Extract with EtOAc (3 x 500 mL) and filter. Concentrate the filtrate in vacuo to give the title compound as a white solid (3.33 g).

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.

616-47-7, name is 1-Methyl-1H-imidazole, 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. Recommanded Product: 1-Methyl-1H-imidazole

After replacing the inside of a 100 mL three-necked flask with an argon atmosphere, 22 mL of acetonitrile and 6.3 mL of methyl chloroformate were added and the mixture was cooled to -20 C. To this solution, a solution of 3.3 g of 1-methyl-1H-imidazole and 6.8 mL of triethylamine in 8 mL of acetonitrile was added in 30 minutes, followed by stirring at room temperature for 12 hours. After adding 50 mL of ethyl acetate to the reaction solution, insoluble matter was filtered off, and the residue was washed with 50 mL of ethyl acetate. The filtrate and the washing solution were combined, concentrated under reduced pressure,the concentrated residue was purified by column chromatography(Silica gel, hexane / ethyl acetate) to obtain 4.2 g (yield: 73%) of methyl 1-methyl-1H-imidazole-2-carboxylate.

The synthetic route of 616-47-7 has been constantly updated, and we look forward to future research findings.

2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, 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. name: 4-(1H-Benzo[d]imidazol-2-yl)aniline

General procedure: The mixture of 0.1mol of phenoxy acetic acid derivative(PAA1-PAA5) and 0.1mol of dicyclohexyl carbodiimide in10 mL dichloromethane was stirred at room temperature.After 30 minutes, a solution of AB or APB in 20 ml of dichloromethaneand 5 ml of pyridine was added. The reactionmixture was stirred initially at 0C for 2 h followed by stirring at room temperature for 12 h. The precipitated dicyclohexylureawas removed by filtration and the solvent wasdistilled at reduced pressure on rotary vacuum evaporator.The dried product was dissolved in ethyl acetate (10 mL) andthe solution was washed with 10% aqueous solution of sodiumbicarbonate followed by distilled water to remove thetraces of residual dicyclohexylurea. The ethyl acetate layerwas dried with anhydrous magnesium sulphate and then solventwas distilled off to obtain the crude product which wasrecrystallized from ethanol-water mixture.

The synthetic route of 2963-77-1 has been constantly updated, and we look forward to future research findings.

Application of 312-73-2,Some common heterocyclic compound, 312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole, molecular formula is C8H5F3N2, 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 stirred mixture of 2-Trifluoromethyl-1 H-benzoimidazole (4.92g, 26.4 mmol), 4-fluorobenaldehyde (3.1 mL, 29.1 mmol), and K2CO3 (4.37g, 31.7 mmol) in DMF (50 mL) was heated to 150 0C for 16 h. After being cooled to room temperature, the reaction mixture was partitioned between H2O and EtOAC. After usual workup, the crude product was purified by silica gel chromatography (20% Hexane/EtOAc to 30% Hexane/EtOAc) to afford a yellow oil which was subjected to a second silica gel chromatography (DMC) to provide the aldehyde intermediate 4-(2-Trifluoromethyl-benzoimidazol-1-yl)- benzaldehyde as a white solid (4.0 g).To a solution of the above 4-(2-Trifluoromethyl-benzoimidazol-1-yl)- benzaldehyde (0.155g, 0.53 mmol) and (2,3-Difluoro-phenyl)-acetonttrile (83 mg, 0.54 mmol) in EtOH (5 mL) was added a solution of KOH (0.2g) in H2O (0.5 mL). The mixture was then stirred at rt for 1h, partitioned between EtOAc/H2theta. The organic layer was dried and concentrated followed by silica gel chromatography (20% Hexane/EtOAc) to afford the product Compound 47 as a colorless oil.To a stirred solution of 4-(2-Trifluoromethyl-benzoimidazol-1-yl)-benzaldehyde (0.58 g, 2 mmol) in acetone (25 mL) was added Jone’s reagent (1.0 mL, 2.0 M) at O0C. After stirring at room temperature for 2h, the mixture was partitioned between EtOAc and saturated NaHCO3 solution. After usual workup, the crude material was separated by silica gel chromatography (50% Hexane/EtOAc to EtOAc) to afford the intermediate acid 4-(2-Trifluoromethyl- benzoimidazol-1-yl)-benzoic acid as a while solid (490 mg).To a stirred solution of 4-(2-Trifluoromethyl-benzoirnidazol-1-yl)-benzoic acid (102 mg, 0.33 mmol) in dry CHCI3 (15 mL) was added oxalyl chloride (0.09 mL) followed by one drop of DMF at room temperature. After 1h, the reaction pot was concentrated and vacuum dried. Dry chloroform (15 mL) and pyridine (0.1 mL) was then added followed by the addition of 2,3-difluoroaniHine (36 mg, 0.28 mmol). The reaction was monitored by TLC, after completion, the mixture was partitioned between 1 N HCI and DCM. Organic layer was separated and dried (Na2SO4). Removal of solvents followed silica gel chromatography (20% hexane/EtOAc) afforded the product Compound 46 as a white solid.

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