Imidazoles-derivatives

Reference of 2466-76-4, 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. 2466-76-4, name is 1-(1H-Imidazol-1-yl)ethanone belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 3; Preparation of N-I (lS, 2R)-l- (3, 5-difluorobenzyl) -2- hydroxy-3- [ (6-iodo-3, 4-dihydro-2H-chromen-4- yl) amino] propyl} acetamide; Tert-butyl (1S, 2R)-1- (3, 5-difluorobenzyl)-2-hydroxy-3- [ (6-iodo- 3,4-dihydro-2H-chromen-4-yl) amino] propylcarbamate (3.0 g, 5.2 mmol) was dissolved in 30 mL of 25percent TFA/CH2Cl2 and stirred at room temperature for 30 min. The mixture was diluted with CH2Cl2 50 mL and washed with NaHC03 (2 x 30 mL). The organic layer was washed with brine (1 x 50 mL) and dried over Na2SO4. The solvent was removed in vacuo and the resulting residue dissolved in 52 mL of CH2Cl2. The mixture was chilled to 0¡ãC followed by the addition of Et3N (1. mL, 11.9 mmol) and acetyl imidazole (0.68 g, 6.2 mmol). The mixture was warm spontaneously over night. The CH2Cl2 was removed in vacuo and the residue dissolved in EtOAc (100 mL) and washed with 1N HC1 (2 x 30 mL), NaHC03 (1 x 30 mL), brine, dried over Na2SO4, and conc. in vacuo to yield 2. 5 g (92percent) of the title compound as a light yellow solid.

The synthetic route of 1-(1H-Imidazol-1-yl)ethanone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; PHARMACIA & UP JOHN COMPANY; WO2005/95326; (2005); A2;,
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. 90871-47-9, name is 2-Amino-1-isopropylbenzimidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-1-isopropylbenzimidazole

General procedure: Sodium (0.29 g, 12.5 mmol) was dissolved in 15 mL of anhydrous ethanol and this solution was concentrated to a small volume (2-3 mL), then 5.0 mmol of the proper 1-substituted 1H-benzimidazol-2-amine 8 and 50.0 mmol (8.00 g) of diethyl malonate were added and the resulting mixture was heated at 150 C (under reflux) with stirring for 3 h. After cooling, the sodium salt of compound 9, which precipitated as a whitish solid during the reaction, was collected, crushed in a mortar, suspended in Et2O, filtered and dried. This solid was then dissolved in water and the resulting solution was acidified with an excess of 6 N aq HCl (or carefully acidified with 6 N aq HCl down to pH 4, in the case of the pyridyl derivatives compounds 9h-k): this way compounds 9a-k separated out as white or whitish solids that were collected by filtration, washed with water, dried and crystallized from the proper solvent. Only in the case of compounds 9l-o (bearing a tertiary amino group on the side chain), the aqueous solution of sodium salt was treated with an excess of 70% aq. HClO4 to get the precipitation of compounds 9l-o as water-insoluble perchlorates which were collected by filtration, washed with water, dried and crystallized from ethanol. According to this procedure the following compounds 9 were obtained (IR and 1H NMR data are reported only for the new compounds).

The synthetic route of 90871-47-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Di Braccio, Mario; Grossi, Giancarlo; Signorello, Maria Grazia; Leoncini, Giuliana; Cichero, Elena; Fossa, Paola; Alfei, Silvana; Damonte, Gianluca; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 564 – 578;,
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Reference of 96797-15-8,Some common heterocyclic compound, 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, molecular formula is C22H17IN2, 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 20 Meth l 3-fluoro-2-(l-trityl-lH-imidazol-4-yl)benzoate[0152] To a stirred solution of 4-iodo-l-trityl-lH- imidazole (436 mg, 1.0 mmol) in anhydrous THF (6 mL) was added EtMgBr (3.0 M in THF, 1.20 mmol, 0.40 mL) under an atmosphere of N2. The resulting solution was allowed to stir for 90 min and ZnCl2 (0.5 M in THF, 2.40 niL, 1.20 mmol) was added. The resulting white suspension was allowed to stir for 90 min and a solution of methyl 2-bromo-3-fluorobenzoate (280 mg, 1.20 mmol) in THF (1 mL) was added followed by the immediate addition of Pd(PPh3)4 (58 mg, 0.05 mmol). The reaction mixture was allowed to stir at 90 C for 18 h under an atmosphere of N2. After cooling to room temperature, the solution was diluted with CH2CI2 (20 mL) and the organic layer was washed with an EDTA (aq) buffer (pH = 9) (2 x 5 mL) and brine. The organic layer was dried ( a2S04) and concentrated under reduced pressure. The crude residue was purified by flash column chromatography to afford the desired product as yellow oil (190 mg, 41 %). H NMR: 3.93 (s, 3H), 7.12-7.59 (m, 18H), 7.56 (s, 1H), 7.73-7.75 (m, 1H).

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

Reference:
Patent; NEWLINK GENETICKS CORPORATION; MAUTINO, Mario; KUMAR, Sanjeev; WALDO, Jesse; JAIPURI, Firoz; KESHARWANI, Tanay; WO2012/142237; (2012); A1;,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 75370-65-9, The chemical industry reduces the impact on the environment during synthesis 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.

Preparation of 1-(4-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea (4-(pyrrolidin-1-yl)phenyl)methanamine 21 (774 mg, 4.4 mmol) was dissolved in 40ml of AcOEt and at 0C triphosgene (1.3 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 20 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1a (660 mg, 4.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 30 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 250 mg of a white solid. Yield = 16% 1HNMR (DMSO, 200 MHz) delta 1.92 (4H, m), 3.17 (4H,m), 4.17 (2H, d, J = 5.6 Hz), 6.58 (4H, m), 6.84 (2H, m), 7.12 (2H, d, J = 8.6 Hz), 8.16 (1H, bs), 9.93 (1H, bs), 10.58 (1H, bs); [M+1] 352.3 (C19H21N5O2 requires 351.4).

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

Reference:
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33468-69-8, 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. 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate (3): 1-(2-methyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole A mixture of 4-(trifluoromethyl)-1H-imidazole (198 mg, 1.46 mmol), 1-fluoro-2-methyl-4-nitrobenzene (216 mg, 1.53 mmol) and potassium carbonate (402 mg, 2.91 mmol) in acetonitrile (1.5 mL) was heated to 85 C. for 24 hours. The mixture was diluted with water and saturated ammonium chloride and was extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulfate, filtered and concentrated. Purification by column chromatography (0-50% ethyl acetate in heptane), gave 1-(2-methyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole. 1H NMR (500 MHz, CDCl3, delta): 8.30 (d, J=2.44 Hz, 1H), 8.21-8.25 (m, 1H), 7.70 (s, 1H), 7.45-7.49 (m, 2H), 2.38 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; US2012/202834; (2012); 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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 144689-93-0

Preparation of Olmesartan Medoxomil Example 1 17.3 g (124.8 mmol) of K2CO3, 15 g (62.4 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (III) and 38.3 g (68.7 mmol) 4-[2-(trityltetrazol-5-yl)phenyl]-benzyl bromide (IVa) were suspended in 750 ml of acetonitrile. The suspension was then heated under reflux until the reaction was completed (7 h). 510 ml of acetonitrile were distilled off and the concentrate was cooled to 23 to 25 C. The mixture was stirred at this temperature overnight, then the suspension was cooled to 0 C. and stirred at this temperature for 1 h. The crude product (Va) was filtered off and washed 2* with 20 ml of cooled acetonitrile. Wet product was suspended in 450 ml of water, stirred for 1.5 h and after that filtered off. The mass of dried product (Va) was 39.5 g (89%). T=165-169 C. IR: 1666, 1525, 1291, 1446, 1177, 881, 756, 699, 640

The synthetic route of 144689-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KRKA; US2009/131680; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 60-56-0,Some common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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.

General procedure: To a slurry of the substituted imidazole-2-thione or pyrimidine-2-thiol (1.0 mmol) and sodium methoxide (2.2 mmol) in methanol (20 mL) was added a solution of substituted 2-(chloromethyl)-pyridine (1.0 mmol) in methanol (10 mL). After the mixture was refluxed with stirring for 4-6 h, the solvent was removed in vacuo and the residue was washed with water to remove the salt, and then extracted with dichloromethane (3 9 10 mL) at room temperature. The solid product was directly obtained by the removal of solvent and further dried at 45 C overnight. The purity of the product was tested by HPLC and characterization of the product was confirmed by IR, 1H NMR, and mass spectroscopies.

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-2(3H)-thione, its application will become more common.

Reference:
Article; Ma, Sen; Jia, Ai-Quan; Fan, Fang-Fang; Shi, Hua-Tian; Zhang, Qian-Feng; Journal of Chemical Crystallography; vol. 46; 3; (2016); p. 137 – 143;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 20034-02-0, name is (6-Methyl-1H-benzo[d]imidazol-2-yl)methanol, 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. Formula: C9H10N2O

General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.

The synthetic route of (6-Methyl-1H-benzo[d]imidazol-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1H-Imidazole

General procedure: A mixture of 4-fluoro acetophenone/4-fluorobenzaldehyde (10 mmol) and imidazole/triazole (10 mmol) were dissolved in dry DMF (20 mL). K2CO3 (12 mmol) was added in small portion within a period of 15 min to the above stirred solution. Mixture was stirred for 10-12 h at 110 C. Heating discontinued, K2CO3 was filtered off, filtrate extracted with ethyl acetate (3 ¡Á 15 mL). Organic layer was washed with water (3 ¡Á 15 mL), dried over anhydrous sodium sulphate and concentrated to given an oil which was purified on silica gel column (60-120 mesh) taking methanol: chloroform (1:99) as an eluent.

According to the analysis of related databases, 288-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

93-84-5, name is 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, 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. Computed Properties of C7H5N3O3

Preparation 10. 5-amino-1H-benzo[d]imidazol-2(3H)-one[358] A mixture of 5-nitro-2-benzimidazolinone (100 mg, 0.56 mmol), palladium/charcoal (10 mg, 10 wt%), and methanol/ethyl acetate (3 ml / 0.5 ml) was stirred at room temperature under hydrogen atmosphere overnight. The reaction mixture was filtered through a celite pad. The resulting filtrate was concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (dichloromethane/methanol = 30/1) to give 85 mg of the titled compound as a red solid.[359] 1H-NMR(400MHz, CD3OD) delta 6.80(d, 1H), 6.52-6.47(m, 2H)

The synthetic route of 93-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; SIM, Jae-Young; CHA, Myung-Hun; KIM, Tae-Kyun; LEE, Hyun-Joo; YOON, Young-Ae; KIM, Dong-Hoon; AHN, Hee-Jeong; LEE, Tai-Au; AHN, Kyoung-Kyu; HYUN, Kwan-Hoon; WO2012/115479; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem