Month: April 2021

Application 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.

Step 1:To a 000 mixture of AlOa (2.0 g, 10.3 mmol) (Synthonix) in anhydrous THF (40 mL) is added NaH (60% in oil, 495 mg, 12.4 mmol). The resulting mixture is stirred for 10 mm before the addition of (3-bromo-propoxymethyl)benzene (2.3 mL, 12.9 mmol) (Chembridge-BB). The resulting mixture is allowed to warm to RT, and then is stirred overnight. An aqueous solution of saturated NH4CI (20 mL) is added, and this mixture is stirred for 10 mm. The mixture is extracted with EtOAc (3x) and the layers are separated. The organic layer is washed with water,brine, dried with MgSO4 and concentrated to provide crude material that is purified by Combif lash (20:80 to 80:20, EtOAc/hexanes) to provide A22a.

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Application of 7189-69-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7189-69-7 name is 1,1′-Sulfonyldiimidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A solution of 500 mg (4.46 mmol) of 2-fluorophenol 1.769 g (8.92 mmol) of 1,1?-sulfonyldiimidazole in 15 mL of tetrahydrofuran was treated with 727 mg (2.23 mmol) of cesium carbonate. The reaction was stirred for 12 h, concentrated, and the residue was partitioned between the ethyl acetate and water (10 mL each). The organic layer was washed sequentially with saturated ammonium chloride solution and brine. After drying over the anhydrous sodium sulfate, the organic layer was concentrated and chromatographed on silica with 1:5 ethyl acetate / hexane as the eluant to afford 880 mg (90%) of 11bas a clear oil:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1′-Sulfonyldiimidazole, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 177843-26-4, name is 4-Bromo-1H-benzo[d]imidazol-5-amine, 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 177843-26-4, COA of Formula: C7H6BrN3

5-(methylthio)-3,4-dihydro-2H-pyrrole (238mg) was combined with of 1 H-benzimidazol- 6-amine, 7-bromo (430 mg) (CAS 177843-26-4) in 10 mL of isopropyl alcohol. The reaction was stirred at reflux for 4 days. The refluxed mixture was then cooled to room temperature and concentrated. Flash column chromatography (4-6% 7N NH3 in MeOH/DCM) yielded the title compound 1 H NMR (300 MHz, CD3OD) delta 2.08 (m, 2H), 2.55 (t, J=7.92Hz, 2H), 3.39 (t, J=6.74Hz, 2H), 6.93 (d, J=8.50Hz, 1 H), 7.50 (d, J=8.50Hz, 1 H), 8.1 1 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1H-benzo[d]imidazol-5-amine, and friends who are interested can also refer to it.

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. 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Ethyl-1H-imidazole-2-carbaldehyde

To a suspension of aluminum lithium hydride (1.22 g) in THF (10 ml), a solution of 1-ethylimidazole-2-carboxyaldehyde (2.00 g) in THF (10 ml) was added dropwise at 0C under nitrogen atmosphere. After finishing the dropping, water (1.2 ml), 15% aqueous solution of sodium hydroxide (1.2 ml) and water (3.6 ml) were sequentially added to the mixture at 0C, and the mixture was stirred for 2 hours at room temperature. The mixture was dried over magnesium sulfate, and the insolubles were filtered off. The solvent was distilled off under reduced pressure, and the residue was recrystallized from hexane-ethyl acetate, to give 2-hydroxymethyl-1-ethylimidazole (1.47 g) as colorless crystals. 1H-NMR (200 MHz, CDCl3) delta 1.44 (3H, t, J = 7.4 Hz), 4.06 (2H, q, J = 7.4 Hz), 4.65 (2H, s), 6.87 to 6.89 (2H, m). Elemental Analysis C6H10N2O Calcd. C, 57.12; H, 7.99; N, 22.21; Found. C, 57.06; H, 7.98; N, 22.20.

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.

Related Products of 60-56-0, These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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 281; 2,5-dimethyl-N-{6-[(1-methyl-1H-imidazol-2-yl)thio]imidazo[1,2-b]pyridazin-2-yl}-3-furamide; [Show Image] A mixture of N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2,5-dimethyl-3-furamide (29 mg, 0.1 mmol), 2-mercapto-1-methylimidazole (23 mg, 0.2 mmol), potassium carbonate (27 mg, 0.2 mmol) and N,N-dimethylformamide (2 mL) was stirred with heating at 180C for 500 sec in a microwave reaction apparatus. The reaction mixture was filtered, and the filtrate was purified by preparative HPLC to give the title compound (23.3 mg, 63%). LC-MS 369(M+H).

The synthetic route of 60-56-0 has been constantly updated, and we look forward to future research findings.

Application of 6160-65-2, 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. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In acetonitrile (10 mL) solution of 2-aminothiazole (1.00 g, 9.99 mmol) 1,1′-thiocarbonyl diimidazole (1.78 g, 9.99 mmol) was added under room temperature and argon gas atmosphere, and stirred at 40 degrees C for 2 hours (it became suspension). The residues were collected after settling reaction mixture at 5 degree C for several hours. filtered, washed and dried in vacuum with cold acetonitrile and then hexane to obtain title compound (a light yellow solid, 1.37 g, 6.49 mmol, 65%).

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

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. 3034-50-2, name is Imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Imidazole-4-carbaldehyde

General procedure: To a mixture of 2-aminopyridines (1 mmol), aromatic aldehydes (1 mmol) and isocyanides in EtOH (or MeCN) was added beta-cyclodextrin-SO3H (10 mol%). The reaction mixture was then allowed to stir for 1 h under 80 C.After complication of this reaction, the resulting mixture was cooled and the beta-cyclodextrin-SO3H was removed by filtration, the organic phase was concentrated under reduced pressure. Afterwards the residue were washed with EtOAc and cyclohexane (1:3) and dried to give the product

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 20223-87-4, name is 4-Bromo-2-methyl-1H-benzimidazole, molecular formula is C8H7BrN2, 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. category: imidazoles-derivatives

10e) 3-[4-(1-benzyl-2-methyl-1H-benzimidazol-4-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one Benzyl chloride (1.527 mL) was added to a solution of 4-bromo-2-methyl-1H-benzimidazole (1.40 g) and sodium hydride (0.531 g) in DMF (10 ml) at 0 C. The mixture was stirred at room temperature under a dry atmosphere for 1 h. The reaction mixture was diluted with MeOH and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with 5%-50% EtOAc in hexane) to give 1-benzyl-4-bromo-2-methyl-1H-benzo[d]imidazole (1.88 g) as tan oil. The mixture of 1-benzyl-4-bromo-2-methyl-1H-benzo[d]imidazole (496 mg), 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (700 mg), Pd(Ph3P)4 (87 mg), sodium carbonate (476 mg) and THF (18 mL)-water (0.90 mL) was heated at 100 C. for 1 h under microwave irradiation. The mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 10%-50% EtOAc in hexane) to give 3-[4-(1-benzyl-2-methyl-1H-benzimidazol-4-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (450 mg) as white crystals.MS (ESI+): [M+H]+562.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20223-87-4, 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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., SDS of cas: 3314-30-5

General procedure: A suspension of methyl 2-(2-aminoethyl)-1 ,3-thiazole-4-carboxylate (5) (1.96 g, 10.52 mmol), 1 H- benzimidazole-2-carbaldehyde (2.31 g, 15.79 mmol) and DIPEA (1.83 ml, 10.52 mmol) in MeOH (100 ml) was stirred at room temperature for 12 h. The reaction mixture was cooled to 0°C, NaBH4 (0.597 g, 15.79 mmol) was added and the mixture stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and the residue dissolved in EtOAc (100 ml) and washed with saturated NC03 (2 x 50 ml). The combined aqueous layers were extracted with EtOAc (3 x 50 ml) and the combined organic layers dried (MgS04), filtered and evaporated in vacuo. Purification by flash column chromatography (KP- NH, eluting with a gradient of 0-10percent MeOH / DCM) afforded the title compound (1.4 g, 38percent, 90percent purity) as a tan solid. 1 H-NMR (Methanol-d4, 250 MHz): d[ppm]= 8.27 (s, 1 H), 7.60 – 7.49 (m, 2H), 7.29 – 7.17 (m, 2H), 4.09 (s, 2H), 3.92 (s, 3H), 3.26 (t, J = 6.3 Hz, 2H), 3.10 (t, J = 6.8 Hz, 2H) HPLCMS (Method A): [m/z]: 317 [M+H]+In a similar fashion using general procedure 3, 1-(2-aminoethyl)-N-[(3-fluoropyridin-2-yl)methyl]-3,5- dimethyl-1 H-pyrazole-4-carboxamide dihydrochloride (262) (150 mg, 0.384 mmol), 1 H-benzimidazole-2- carbaldehyde (73 mg, 0.499 mmol), DIPEA (0.268 ml, 1.537 mmol) and MgSQ (100 mg) in MeOH (7 ml) at room temperature for 16 h, followed by addition of NaBH^ (22 mg, 0.576 mmol) gave the title compound (14 mg, 9percent) as a yellow solid after purification by basic prep-HPLC. 1 H-NMR (DMSO-d6, 500 MHz): d[ppm]= 12.16 (s, 1 H), 8.40 – 8.37 (m, 1 H), 7.84 (t, J = 5.6 Hz, 1 H), 7.72 – 7.66 (m, 1 H), 7.56 – 7.50 (m, 1 H), 7.46 – 7.42 (m, 1 H), 7.40 (dt, J = 8.4, 4.4 Hz, 1 H), 7.17- 7.09 (m, 2H),4.59 (d, J = 4.3 Hz, 2H), 4.05 (t, J = 6.4 Hz, 2H), 3.92 (s, 2H), 2.90 (t, J = 6.4 Hz, 2H), 2.38 (s, 3H), 2.24 (s, 3H) HPLCMS (Method D): [m/z]: 422.3 [M+H]+

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.

Application of 3012-80-4, The chemical industry reduces the impact on the environment during synthesis 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, I believe this compound will play a more active role in future production and life.

General procedure: To a mixture of thiazolidinedione (6a, 0.5mmol), 1-methyl-1H-benzo[d]imidazole-2-carbaldehydes (10a, 0.55mmol) in ethanol (4mL) was added catalytic amount of piperidine. The reaction mixture was refluxed until complete conversion as observed by TLC. After cooling, the precipitates were filtered, washed and recrystalized with ethanol, to obtain pure (Z)-5-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)-3-(2-oxo-2-(pyrrolidin-1-yl)ethyl)thiazolidine-2,4-dione derivative 11a as yellow solids. All the other compounds 11b?t were obtained in a similar reaction procedure of 11a in moderate to high yields.

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