Tag: M.W=300-400

Synthetic Route of 103057-10-9, 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 103057-10-9 as follows.

4.1. 1,1-dimethylethyl (S)-2-[[(phenylmethoxy)carbonyl]amino]-4-[[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]thio]butanoate 6 g of potassium thioacetate is added to a solution of 3.58 g (10 mmoles) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in 40 ml of ethanol under nitrogen. The reaction mixture is agitated by sonification for 15 minutes before being poured onto ether. The organic phase is washed successively with water, a saturated solution of sodium hydrogen carbonate, a saturated solution of sodium chloride, before being dried over magnesium sulphate and evaporated under reduced pressure. The residue is dissolved in 100 ml of methanol degassed with nitrogen and containing 1.9 ml (10 mmoles) of a 5.3N solution of sodium methoxide. After stirring for 15 minutes, a solution of 4.63 g (10 mmoles) of 1,1-dimethylethyl (S)-4[[4-methylphenyl)sulphonyl]-2[[(phenylmethoxy)carbonyl]amino]butanecarboxylate in 40 ml of degassed methanol is added. The reaction mixture is stirred for 24 hours at room temperature and the precipitate obtained is drained and washed with methanol and then with water. 3 g of product is obtained after drying. Melting point=183-185 C. Yield=50%

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Synthelabo; US5453430; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, molecular formula is C19H13BrN2, 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. name: 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole

Preparation of Compound F[186] Compound F-2 (38.6g, 110mmol), potassium acetate (32.4g, 330mmol), bis(pinacolato)diboron (36.5g, 143mmol), 1,4-dioxane (390mL), and PdCl2(dppf) (1.8g, 2mmol) were mixed and stirred at 80 for 18 hours, and then cooled at room temperature. Water (400mL) was added to the reactant and stirred. After stirring, an organic layer was extracted by adding saturated sodium chloride aqueous solution and ethyl acetate, dried over magnesium sulfate, and treated with activated charcoal, followed by filtering with celite. A solid prepared by concentrating the filtrate under reduced pressure was re-crystallized, thereby obtaining Compound F (36g, 82%).[187] 1H NMR (CDCl3) d 7.92(d, 1H), 7.76(d, 2H), 7.59(d, 2H), 7.56-7.45(m, 3H), 7.41-7.29(m, 4H), 7.27(s, 1H), 1.35(s, 12H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2620-76-0, its application will become more common.

Reference:
Patent; ALPHA CHEM CO., LTD.; NAM, Hyun Goog; LIM, Dae Won; KIM, Jae Yong; PARK, Sang Mi; JANG, Seung Hee; LEE, Sang Youn; HAM, Ju Seok; CHO, Kyu Oh; KIM, Hyun Don; WO2013/180376; (2013); A1;,
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Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, 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 760212-58-6, HPLC of Formula: C19H13BrN2

1.0 g (2.9 mmol) of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole, 1.2 g (3.2 mmol) of 9,10-diphenylanthracene-2-boronic acid, and 0.067 g (0.058 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 20 mL of 1,2-dimethoxyethane. Then, 10 mL of a 2 M aqueous solution of sodium carbonate were added, and the whole was refluxed under heating for 8 hours in an argon atmosphere. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 1. 6 g of a greenish white solid (90% yield) . Mass spectral analysis confirmed that the solid was a target product. The solid had an m/e of 598 with respect to a molecular weight of 598.24.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1734038; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1219741-21-5,Some common heterocyclic compound, 1219741-21-5, name is 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione, molecular formula is C7H4ClIN2S, 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.

K2CO3 (0.22 g, 1.61 mmol), followed by iodomethane (0.1 mL, 1.61 mmol), was added to a solution of 5-chloro-6-iodo-l,3- dihydro-2H-benzimidazole-2-thione (Intermediate 2, 1 g, 3.22 mmol) in acetone (20 mL) at O0C. The reaction was stirred at rt for 1 h. Additional K2CO3 (1.61 mmol) and iodomethane (1.61 mmol) were added, and stirring continued at rt overnight. Volatiles were removed and the residue was partitioned between EtOAc and water. Concentration afforded the desired product as a white foam, which was used in the next step without further purification.

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-6-iodo-1H-benzo[d]imidazole-2(3H)-thione, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; DANG, Qun; CHUNG, De Michael; GIBSON, Tony, S.; JIANG, Hongjian; CASHION, Daniel, K.; BAO, Jianming; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WODKA, Dariusz; WO2010/51176; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2034-22-2,Some common heterocyclic compound, 2034-22-2, name is 2,4,5-Tribromoimidazole, molecular formula is C3HBr3N2, 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 solution of 2,4, 5-tribromo- IH- imidazole (10.3 g, 32.8 mmol) in anhydrous N,N-dimethylformamide (100 ml) is slowly added NaH (1.4 g, 36.1 mmol, 60% in mineral oil) at room temperature. The suspension is stirred for 15 minutes and 2- (Trimethylsilyl)ethoxymethyl chloride (5.8 ml, 32.8 mmol) is added. The mixture is stirred at room temperature for 3 hours. The reaction mixture is diluted with water (250 ml) and extracted with ethyl acetate (3x 50 ml). The combined organic layer is washed with water (50 ml), brine, dried over MgSO4, filtered, and concentrated in vacuo to yield 2,4,5-tribromo-l-(2-trimethylsilanyl-ethoxymethyl)-lH-imidazole as a yellow waxy solid 13.8 g, 97 %.

The synthetic route of 2034-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; FARMER, Bennett; FARROW, Neil Alexander; GAO, Donghong A.; HEIM-RIETHER, Alexander; KEENAN, Lana Louise Smith; MUGGE, Ingo Andreas; TAYLOR, Steven John; XIONG, Zhaoming; YU, Yang; ZHANG, Qiang; WO2010/45188; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 29914-81-6, name is 1,3-Bis(1H-benzo[d]imidazol-2-yl)benzene, 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. SDS of cas: 29914-81-6

1,3-bis(1H-benzo[d]imidazol-2-yl)benzene (MBImB) was first synthesized according to our earlier report [19]. 10.01 g MBImB was dissolved in anhydrous DMF, and then 3.5 g NaH encapsulated in mineraloil (60%) was added and stirred for 0.5 h. When the NaH reaction was completed, 1-bromopropane (9.0 g) was added. After degassing, the solution was heated at 100 C overnight under nitrogen atmosphere.After cooling, 200 ml water was added, and the aqueous layer was washed with CH2Cl2 (2¡Á30 ml). The combined organic extract was dried over Na2SO4, filtered, and concentrated under high vacuum. The pure product was obtained as a red viscous liquid. Yield, 71%. 1H NMR(300 MHz, CDCl3) delta 8.02 (s, 1 H), 7.90-7.78 (m, 4 H), 7.72-7.65 (m,1 H), 7.44 (dd, J=9.1, 5.1 Hz, 2 H), 7.39-7.29 (m, 4 H), 4.30-4.20(m, 4 H), 1.91-1.77 (m, 4 H), 0.85 (t, J =7.4 Hz, 6 H). ESI-MS m/z:394.1.

The synthetic route of 1,3-Bis(1H-benzo[d]imidazol-2-yl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Chao-Jie; Yin, Shao-Yun; Wang, Hai-Ping; Wei, Zhang-Wen; Pan, Mei; Journal of Photochemistry and Photobiology A: Chemistry; vol. 379; (2019); p. 99 – 104;,
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. 87941-55-7, name is 4-Bromo-1-trityl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 87941-55-7

4-(3-Cyanophenyl)-1-(2-pyridyl)-1H-imidazole A mixture of 4-bromo-1-trityl-1H-imidazole (0.2g, 0.51 mmol), 3-cyanophenylboronic acid (0.11 g, 0.77 mmol), and Pd(PPh3)4 (0.06g, 0.05 mmol) in a solution of ethylene glycol dimethyl ether (2 mL) and 2M sodium carbonate (2 mL) was heated in a sealed vial overnight at 120 C. After cooling, the reaction mixture was diluted with dichloromethane (30 mL) and washed with water (50 mL) and brine (30 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Silica gel chromatography of the crude residue using 2% ethyl acetate in hexanes afforded 0.07 g (34%) 4-(3-cyanophenyl)-1-trityl-1H-imidazole as white foam. A solution of 4-(3-cyanophenyl)-1-trityl-1H-imidazole (0.07 g, 0.17 mmol) in tetrahydrofuran (1.36 mL) was treated with 2N hydrochloric acid (0.68 mL) and the resulting mixture was heated at reflux for 45 minutes. After cooling the reaction mixture was concentrated in vacuo and the residue dissolved in dichloromethane (20 mL). The organic phase was successively washed with 1N sodium hydroxide (10 mL), water (20 mL) and brine (20 mL). The organic solution was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography of the residues using 3% methanol in dichloromethane afforded 0.02 g (72%) of 4-(3-cyanophenyl)imidazole as a white solid. A solution of 4-(3-cyanophenyl)imidazole (0.02 g, 0.11 mmol) in N-methylpyrrolidinone (0.5 mL) was treated with 2-bromopyridine (1.05 mL, 11.1 mmol) and the reaction mixture heated overnight at 160 C. After cooling the reaction mixture was diluted with dichloromethane (40 mL) and the organic phase was successively washed with water (10*50 mL) and brine (50 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Silica gel chromatography using 30% ethyl acetate in hexanes afforded 2.5mg (9%) of 4-(3-cyanophenyl)-1-(2-pyridyl)-1H-imidazole, as an off-white solid.

According to the analysis of related databases, 87941-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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 2620-76-0, Formula: C19H13BrN2

In a 100 mL three-neck flask were put 1.7 g (5.0 mmol) of 2-(4-bromophenyl)-1-phenyl-1H-benzimidazole, 1.2 g (5.0 mmol) of phenyl biphenylamine, 1.0 g (10 mmol) of sodium tert-butoxide, and 17 mg (30 mumol) of bis(dibenzylideneacetone)palladium(0), and the air in the flask was replaced with nitrogen. Then, 10 mL of dehydrated xylene was added to this mixture. After the mixture was deaerated while being stirred under reduced pressure, 200 mL (0.1 mmol) of tri(tert-butyl)phosphine (10 wt percent hexane solution) was added thereto. This mixture was stirred under a nitrogen atmosphere at 130¡ã C. for 5 hours to be reacted.After the reaction, 200 mL of ethyl acetate was added to this reaction mixture, and this suspension was filtered through Florisil and Celite. The obtained filtrate was concentrated and purified by silica gel column chromatography (developing solvent, toluene:ethyl acetate=9:1). The obtained fraction was concentrated, and acetone and methanol were added thereto. The mixture was irradiated with supersonic and then recrystallized, so that the object of the synthesis was obtained as 2.1 g of a light-yellow powder in a yield of 82percent.A reaction scheme of the above synthesis method is illustrated in the following scheme (A-1). Results of nuclear magnetic resonance spectrometry (1H-NMR), by which the compound obtained by the above synthesis method was analyzed, are shown below. In addition, the 1H-NMR charts are shown in FIGS. 8A and 8B. FIG. 8B illustrates an enlarged view within a range of 6 ppm to 9 ppm in FIG. 8A. The results reveal that 4-phenyl-4′-(1-phenyl-1H-benzimidazol-2-yl)-phenyl-triphenylamine (abbreviation: BPABIm), which is the triarylamine compound of one embodiment of the present invention represented by the structural formula (100) shown above, was obtained.1H NMR (CDCl3, 300 MHz): delta (ppm)=6.98 (d, J=9.0 Hz, 2H), 7.07 (t, J=7.2 Hz, 1H), 7.12-7.58 (m, 25H), 7.85 (d, J=7.8 Hz, 1H).Next, ultraviolet-visible absorption spectra (hereinafter, simply referred to as “absorption spectra”) and emission spectra of BPABIm were measured. The absorption spectra were measured using an ultraviolet-visible light spectrophotometer (V550 type manufactured by Japan Spectroscopy Corporation). The emission spectra were measured using a fluorescence spectrophotometer (FS920 manufactured by Hamamatsu Photonics Corporation). The absorption spectra and the emission spectra of a toluene solution of BPABIm and a thin film of BPABIm were measured. Put in a quartz cell, the toluene solution (0.120 mmol/L) was subjected to the measurement at room temperature. As for the measurement of the absorption spectrum of the thin film, the thin film which was evaporated over a quartz substrate was used and a value obtained by subtraction of an absorption spectrum of quartz from absorption spectra of the thin film and quartz is shown.FIGS. 9A and 9B show measurement results of the absorption spectra and emission spectra. FIG. 9A shows the measurement results of the toluene solution of BPABIm. FIG. 9B shows the measurement results of the thin film of BPABIm. In each of FIGS. 9A and 9B, the horizontal axis represents wavelength (nm) and the vertical axis represents absorption intensity (arbitrary unit) or emission intensity (arbitrary unit). In each of FIGS. 9A and 9B, the two solid lines are shown, and the thin line represents absorption spectrum while the thick line represents emission spectrum.In the case of the toluene solution of BPABIm, an absorption peak is observed at around 361 nm as shown in FIG. 9A. In the case of the thin film of BPABIm, an absorption peak is observed at around 364 nm as shown in FIG. 9B.Further, in the case of the toluene solution of BPABIm, the maximum emission wavelength is 410 nm (excitation wavelength: 365 nm) as shown in FIG. 9A. In the case of the thin film of BPABIm, the maximum emission wavelength is 445 nm (excitation wavelength: 363 nm) as shown in FIG. 9B.As described above, BPABIm was found to emit blue light with high color purity and accordingly can be used for a blue light-emitting material.Further, the HOMO level and the LUMO level of BPABIm were obtained by cyclic voltammetry (CV) measurements. An electrochemical analyzer (ALS model 600A or 600C, manufactured by BAS Inc.) was used for the CV measurements.Further, as for a solution used for the CV measurements, dehydrated dimethylformamide (DMF, manufactured by Sigma-Aldrich Inc., 99.8percent, Catalog No. 22705-6) was used as a solvent, and tetra-n-butylammonium perchlorate (n-Bu4NClO4, manufactured by Tokyo Chemical Industry Co., Ltd., Catalog No. T0836), which was a supporting electrolyte, was dissolved in the solvent such that the concentration of tetra-n-butylammonium perchlorate was 100 mmol/L. Further, the object to be measured was dissolved in the solvent such that the concentration thereof was 2 mmol/L. A platinum electrode (PTE platinum electrode, manufactured by BAS Inc.) was used as a working electrode, a platinu…

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, 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2012/330025; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

33016-47-6,Some common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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 2Preparation of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione 1-Trityl-1 H-imidazole-4-carboxaldehyde (12Og, 0.319mol) and phthalide (42.8g, 0.319mol) were added to stirred ethyl acetate (100OmL) in a 4-neck round bottom flask fitted with a mechanical stirrer, a thermometer, a dropping funnel and a reflux condenser.Meanwhile sodium methoxide (51.7g, 0.957mol) was added to cooled methanol (50OmL) in a separate vessel. Thereafter the methanolic solution of sodium methoxide was added to the reaction mixture at 6O0C and was heated at this temperature for 3 hours and then cooled to 3O0C, at which point the solvent was removed by distillation at a reduced pressure.The distillation residue was poured into water and aqueous hydrochloric acid solution was added, until pH=4-5. The solid orange-brownish precipitates were filtered, the crude product of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione was washed on filter with water.After the recrystallization of crude 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione from ethanol the yield of the 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione intermediate product was 97.4g (67.2%), having a melting temperature of 213 to 215C

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

Reference:
Patent; Grindeks, a joint stock company; WO2009/71584; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2034-22-2, A common compound: 2034-22-2, name is 2,4,5-Tribromoimidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

422.5 g of 2,4,5-tribromoimidazole, 1126.7 g of methanol were added to the reactor, 21.1 g of tetramethylammonium chloride was added, and 384.5 g of triphenylphosphine was added in portions while stirring.After the addition is complete, the reaction is incubated at 60-65C for about 1 hour until it reaches room temperature.Add ethyl acetate,While stirring, sodium bicarbonate solution was added dropwise, the layers were separated, and the organic layer was desolvated to precipitate a large amount of solids, which was then filtered and dried at room temperature to obtain 234.8 g of 4,5-dibromoimidazole in a yield of 75%.

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, 2,4,5-Tribromoimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dalian Qikai Pharmaceutical Technology Co., Ltd.; Jiang Bin; Jiang Dianping; Zhang Hongxue; (5 pag.)CN107827823; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem