Imidazoles-derivatives

Electric Literature of 4856-97-7, 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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

6.0 g (1H-benzimidazol-2-yl) methanol,4.3 g of potassium carbonate and 6.4 g of potassium permanganate were placed in a 250 mL eggplant flask and 150 mL of water was added and refluxed at 100 C for 1 h. After the reaction was allowed to proceed, the filtrate was adjusted to pH with 2M hydrochloric acid7, precipitation of a large number of light yellow solid, filter collection of solid, dry. The yield was 50%.

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-Benzoimidazol-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Pharmaceutical University; Zhao Linxiang; Liu Dan; Li Kun; Ma Tianyi; Jing Yongkui; (13 pag.)CN107118249; (2017); A;,
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 3034-38-6 as follows. HPLC of Formula: C3H3N3O2

General procedure: A mixture of 1.6 mmol of C-nitro-NH-azole (1a-e), 2.6 mmol of arylboronic acid (2a-n), 1.6 mmol of sodium hydroxide, 0.2 mmol of CuCl2 and methanol (15 mL) was refluxed while air was bubbled through the reaction mixture. After completion of the reaction, determined on the basis of TLC analysis, the solvent was removed under reduced pressure using a rotary evaporator. The obtained crude product was purified by silica gel column chromatography with 5:95 v/v MeOH/CHCl3 as an eluent to give corresponding N-aryl-C-nitroazole. The product was crystallized from methanol/water.

According to the analysis of related databases, 3034-38-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kurpet, Marta K.; Dabrowska, Aleksandra; Jarosz, Malgorzata M.; Kajewska-Kania, Katarzyna; Kuznik, Nikodem; Suwinski, Jerzy W.; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1517 – 1525;,
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., Formula: C3H4N2

Reference Example 7-1 N,N-Dimethyl-1H-imidazole-1-sulfonamide [Show Image] Imidazole (5.00 g, 73.6 mmol) was dissolved in toluene (80 ml), and thereto were added triethylamine (9.52 ml, 68.4 mmol) and dimethylsulfamoyl chloride (6.77 ml, 63.3 mmol), and the mixture was stirred at room temperature for 8 hours. The precipitates were removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to azeotropic distillation with hexane to give the title compound (10.9 g, 98 %). 1H NMR (CDCl3, 400 MHz) delta 7.87 (s, 1H), 7.23 (d, 1H, J = 1.4 Hz), 7.11 (d, 1H, J = 1.4 Hz), 2.82 (s, 6H).

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 288-32-4.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1647546; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15965-31-8,Some common heterocyclic compound, 15965-31-8, name is 5-Chloro-1H-imidazole, molecular formula is C3H3ClN2, 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.

Intermediate 27: Methyl {2-[(5-chloro-1 H-imidazol-1-yl)methyl1phenyl)acetateMethyl [2-(bromomethyl)phenyl]acetate (Intermediate 1 , 3 g, 12.34 mmol) and 4-chloro- 1 H-imidazole (Intermediate 26, 3.80 g, 37.0 mmol) were dissolved in dry DMF (100 ml) and stirred at room temperature for 16 hours. After dilution with water the mixture was extracted with DCM, the combined organic layers were dried (Na2SO4) and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (5Og) eluting with a gradient of MeOH in DCM from 0 to 5% to afford the title compound (1.6 g, 6.04 mmol) contaminated with -10% of the regioisomer methyl {2-[(4-chloro-1 H-imidazol- 1-yl)methyl]phenyl}acetate, which was used in the next step without further purification; UPLC/MS Rt=0.50 min; m/z (ES): 265 and 267 [M+H]+ ; 1H NMR (CDCI3) only signals relating to the title compound: delta 3.71 (s, 2H), 3.72 (s, 3H), 5.21 (s, 2H), 6.92 (d, 1 H), 7.05 (d, 1 H), 7.28-7.42 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-1H-imidazole, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; GIANOTTI, Massimo; LESLIE, Colin Philip; STASI, Luigi Piero; WO2010/142652; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17325-26-7, 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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methyl 1H-imidazole-4-carboxylate (500?mg, 3.96?mmol, 1.0 equiv.) was suspended in dry THF (30?mL). Sodium hydride (60% in mineral oil, 238?mg, 5.95?mmol, 1.5 equiv.) was added at 0?C. After 0.5?h of stirring, Hoffer’s chloro sugar (2.29?g, 5.95?mmol, 1.5 equiv.) was added in three portions over 1?h. The reaction mixture was stirred at ambient temperature overnight, and the solvent was removed in vacuo. The residue was dissolved in CH2Cl2 (100?mL) and washed with water (3?*?25?mL). The organic layer was dried (MgSO4) and the solvent removed in vacuo. After purification by column chromatography (cyclohexane:ethyl acetate 2:1???ethyl acetate), compound 6 was obtained as a white solid (965?mg, 2.02?mmol, 51%). HRMS ESI m/z: [M?+?Na]+ 501.1649 (calcd. 501.1638). Elemental analysis (%): found: C 65.1, H 5.4, N 5.8; calcd. for C26H26N2O7: C 65.3, H 5.5, N 5.9. 1H NMR (400?MHz, CDCl3), delta/ppm: 7.94-7.90 (m, 2H, Tol), 7.89-7.85 (m, 2H, Tol), 7.76 (d, 1.4?Hz, 1H, H5), 7.70 (d, 1.4?Hz, 1H, H2), 7.28-7.21 (m, 4H, Tol), 6.13 (dd, 8.1?Hz, 5.6?Hz, 1H, H1′), 5.65 (dt, 6.1?Hz, 2.4?Hz, 1H, H3′), 4.62 (d, 3.7?Hz, 2H, H5′, H5″), 4.58 (td, 3.7?Hz, 2.4?Hz, 1H, H4′), 3.83 (s, 3H, OCH3), 2.75 (ddd, 14.2?Hz, 5.7?Hz, 2.4?Hz, 1H, H2′), 2.64 (ddd, 14.2?Hz, 8.1?Hz, 6.2?Hz, 1H, H2″), 2.42 (s, 3H, CH3), 2.40 (s, 3H, CH3). 13C NMR (101?MHz, CDCl3), delta/ppm: 166.1 (C=O (Tol)), 165.8 (C=O (Tol)), 162.8 (C=O), 144.6 (Tol), 144.2 (Tol), 136.2 (C2), 134.4 (C4), 129.7 (Tol), 129.6 (Tol), 129.3 (Tol), 129.3 (Tol), 126.5 (Tol), 126.2 (Tol), 122.5 (C5), 86.6 (C1′), 83.1 (C4′), 74.8 (C3′), 63.8 (C5′), 51.6 (OCH3), 39.6 (C2′), 21.7 (CH3), 21.6 (CH3).

The synthetic route of Methyl 1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sandmann, Nikolas; Defayay, Denise; Hepp, Alexander; Mueller, Jens; Journal of Inorganic Biochemistry; vol. 191; (2019); p. 85 – 93;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 71759-89-2, 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 71759-89-2 as follows.

Step 1.To a mixture of 13a (5 g, 0.026 mol) in DCM (100 mL) was added Et3N (3.9 g, 0.038 mol) and TsCI (5.87 g, 0.030 mol) at 0 C, and the mixture stirred at rt for 48 h. The reaction was poured into water (100 mL) and extracted with EtOAc (200 mL). The organic layer was dried with Na2S04 and concentrated under reduced pressure. The residue was purified by flash column to afford 14a (6.0 g, 66.8%).

According to the analysis of related databases, 71759-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; PARAZA PHARMA, INC.; CIBLAT, Stephane; DEROY, Patrick; LEBLANC, Melissa; MARINEAU, Jason, J.; MOORE, Joel; ROY, Stephanie; SIDDIQUI, M., Arshad; SPROTT, Kevin; WINTER, Dana, K.; KABRO, Anzheliika; LEGER, Serge; MILLER, Tom; SCHMIDT, Darby; BRADLEY, Michael; WO2015/58163; (2015); A2;,
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 6160-65-2 as follows. Computed Properties of C7H6N4S

4-Aminobenzoic acid (5 mmol) was slowly added to a solution of TCDI (6 mmol) and TEA(5.5 mmol) in DCM (7.5 mL) at 0 C. The mixture was stirred for 2h at 0 C and then added dropwise to 4Maqueous HCl (9 mL). The precipitation was filtered and washed with 1M aqueous HCl (1mL2). Ther esulting sold was dried to aord 4-isothiocyanatobenzoic acid in yield of 90%. Methyl 2-cyanoacetate(2 mmol) followed by a solution of 4-isothiocyanatobenzoic acid (2 mmol) in anhydrous DMF (2 mL)were added to a cold suspension of powdered KOH (4 mmol) in dry DMF (2 mL). The mixture was stirred at room temperature for 0.5 h, then cooled again to 0 C, treated with a solution of 2-chloroacetylchloride (3 mmol) in anhydrous DMF (2 mL) and stirred at room temperature overnight. The mixturewas poured into ice-cold water, and the resulting precipitate was filtered o, dried, and crystallizedfrom DCM-EtOH to give intermediate IM in yield of 68%.

According to the analysis of related databases, 6160-65-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zeng, Fanxun; Quan, Lina; Yang, Guantian; Qi, Tiantian; Zhang, Letian; Li, Shiliang; Li, Honglin; Zhu, Lili; Xu, Xiaoyong; Molecules; vol. 24; 15; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

75370-65-9, name is 4-Amino-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. name: 4-Amino-1H-benzo[d]imidazol-2(3H)-one

Preparation of 1-(4-chloro-2-(piperidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea Amine 2ah (1.34g, 6mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.78 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 10 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1a (900 mg, 6 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 40 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 750 mg of a white solid. Yield = 31% 1HNMR (DMSO, 200 MHz) delta 1.58 (2H, m), 1.66 (4H, m), 2,78 (4H, M), 4.32 (2H, d, J = 6 Hz), 6.63 (1H, dd), 6.73 (1H, t), 6.94 (1H, t), 6.95 (1H, dd), 7.06 (2H, m), 7.29 (1H, d), 8.35 (1H, bs), 10.05 (1H, bs), 10.60 (1H, bs); [M+1] 400.2 (C20H22ClN5O2 requires 399.87)

The synthetic route of 75370-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmeste S.r.l.; EP2377850; (2011); 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. 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., Formula: C5H6N2O2

Example 14[[3-(2′,4′-Difluoro-biphenyl-4-yloxymethyl)-benzyl]-(1-methyl-imidazole-2-carbonyl)-amino]-acetic acid; [3-(2′,4′-Difluoro-biphenyl-4-yloxymethyl)-benzylamino]-acetic acid ethyl ester (205 mg, 0.5 mmol) was mixed with N-methyl-imidazole-2-carboxylic acid (126 mg, 1.0 mmol) in DMF (6 mL). The mixture was stirred and BOP reagent (331.8 mg, 0.749 mmol), diisopropylethylamine (0.18 mL, 0.97 mmol) was added. The mixture was stirred at room temperature overnight and solvent was evaporated. The residue was extracted with ethyl acetate and saturated ammonium chloride solution. The organic layer was washed with water and concentrated sodium bicarbonate solution. Solvent was removed and the residue was purified through a flash column chromatography (ethyl acetate in hexanes 10% to 100%) to give [[3-(2′,4′-difluoro-biphenyl-4-yloxymethyl)-benzyl]-(1-methyl-imidazole-2-carbonyl)-amino]-acetic acid ethyl ester (237 mg, 91.5% yield).

The synthetic route of 20485-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolin, David Robert; Hayden, Stuart; Qian, Yimin; Thakkar, Kshitij Chhabilbhai; US2011/136792; (2011); 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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(1-Trityl-4-imidazolyl)benzaldehyde

In the atmosphere of nitrogen and ice bath conditions,Will be 60% sodium hydride (9.5 mg, 0.394 mmol, 2.0 equiv)Dissolved in 10 ml of tetrahydrofuran.The dimethyl 2-(furo[2,3-b]pyridin-5-yl)-2-oxoethyl)phosphate (0207-49) (53 mg, 0.197 mmol, 1.0 eq) was slowly addedTetrahydrofuran solution (10 ml).After stirring the mixture for 15 minutes,2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (82 mg, 0.197 mmol, 1.0 equiv)A solution of tetrahydrofuran (10 ml) was added dropwise.The mixture was stirred at ice bath for 0.5 hours.The reaction was warmed to room temperature and stirred overnight.After completion of the reaction, the mixture was quenched with a saturated aqueous solution of ammonium chloride and extracted with dichloromethane. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a yellow oil.The resulting yellow oil was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 1/2) to give the desired product.1-(Furano[2,3-b]pyridin-5-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)prop-2-ene-1 -ketone (22 mg, yield: 20%) is a yellow 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; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem