Month: August 2021

Related Products of 2620-76-0, 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. 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 50 mL three-neck flask were put 1.4 g (5.2 mmol) of 2-(4-bromophenyl)-1,3-benzoxazole, 0.8 g (2.5 mmol) of N,N’-diphenylbenzidine, 1.0 g (10 mmol) of sodium tert-butoxide, and 28 mg (50 mumol) of bis(dibenzylideneacetone)palladium(0), and the air in the flask was replaced with nitrogen. Then, 20 mL of dehydrated xylene was added to this mixture. After the mixture was deaerated while being stirred under reduced pressure, 0.3 mL (0.2 mmol) of tri(tert-butyl)phosphine (10 wt percent hexane solution) was added thereto. This mixture was stirred under a nitrogen atmosphere at 130° C. for 4.5 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 1.7 g of a yellow powder in a yield of 96percent.A reaction scheme of the above synthesis method is illustrated in the following scheme (B-1). The Rf values of the object of the synthesis, 2-(4-bromophenyl)-1,3-benzoxazole, and N,N’-diphenylbenzidine were respectively 0.35, 0.67, and 0.30 which were found by silica gel thin layer chromatography (TLC) (developing solvent, ethyl acetate_hexane=1:5).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. 10A and 10B. FIG. 10B illustrates an enlarged view within a range of 6 ppm to 9 ppm in FIG. 10A. The results reveal that N,N’-diphenyl-N,N’-di-{4-(1,3-benzoxazol-2-yl)-phenyl}benzidine (abbreviation: BOxABP), which is the triarylamine compound of one embodiment of the present invention represented by the structural formula (135) shown above, was obtained.1H NMR (CDCl3, 300 MHz): delta (ppm)=7.11-7.24 (m, 14H), 7.28-7.35 (m, 8H), 7.51-7.55 (m, 6H), 7.70-7.73 (m, 2H), 8.90 (d, J=8.7 Hz, 4H).Next, ultraviolet-visible absorption spectra (hereinafter, simply referred to as “absorption spectra”) and emission spectra of BOxABP 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 BOxABP and a thin film of BOxABP were measured. Put in a quartz cell, the toluene solution (0.120 mmol/L) was subjected to the measurements at room temperature. As for the measurements 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. 11A and 11B show measurement results of the absorption spectra and emission spectra. FIG. 11A shows the measurement results of the toluene solution of BOxABP. FIG. 11B shows the measurement results of the thin film of BOxABP. In each of FIGS. 11A and 11B, the horizontal axis represents wavelength (nm) and the vertical axis represents absorption intensity (arbitrary unit) or emission intensity (arbitrary unit). In each of FIGS. 11A and 11B, 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 BOxABP, an absorption peak is observed at around 381 nm as shown in FIG. 11A. In the case of the thin film of BOxABP, an absorption peak is observed at around 384 nm as shown in FIG. 11B.Further, in the case of the toluene solution of BOxABP, the maximum emission wavelength is 435 nm (excitation wavelength: 380 nm) as shown in FIG. 11A. In the case of the thin film of BOxABP, the maximum emission wavelength is 472 nm (excitation wavelength: 400 nm) as shown in FIG. 11B.As described above, BOxABP was found to emit blue light and accordingly can be used for a blue light-emitting material.Further, the HOMO level and the LUMO level of BOxABP 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 perchlorat…

The synthetic route of 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2012/330025; (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. 131020-36-5, name is Methyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate

Example 11B : 5-Hydroxymethyl-l-methylbenzimidazole A solution of methyl [L-METHYLBENZIMIDAZOLE-5-CARBOXYLATE] (1.6 g, 8.42 mmol) in dry THF (80 mL) was treated with [LIALH4] (1.59 g, 42.1 mmol) and the mixture stirred for 2 hours. 1.5 mL of 5% [NAOH] solution was then added, and the solid which precipitated was filtered through diatomaceous earth. The filtrate was collected and the solvent removed under reduced pressure to give 0. [8] g of the title compound. [C9HLON20] NMR (400 MHz, DMSO-d6): 3.85 (3H, s, NCH3) ; 4.65 (2H, s, [CH20H)] ; 5.25 [(1H,] bs, OH); 7.3 [(1H,] dd, [J =] 1 and [8] Hz, aryl-H); 7.55 [(1H,] d, [J] [=] [8] Hz, aryl-H); 7.65 [(1H,] d, J= 1 Hz, aryl-H); 8.2 [(1H,] s, imidazole-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.

Reference:
Patent; AMGEN, INC.; WO2003/99814; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 75370-65-9,Some common heterocyclic compound, 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C7H7N3O, 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 29f (0.48g, 1.85 mmol) in THF (20mL) was added CDI (2.1 mol eq, 0.63g) and the mixture was heated for 5 h. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×20 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure. The oil obtained (0.78 g, quantitative yield) was dissolved in DMF (20 mL) and the bicyclic amine la was added (0.8 mol eq, 0.26g), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by chromatography (9.5:0.5 EtoAc:MeOH) to obtain the product as a pale yellow solid (0.14g, 0.32 mmol, 15% Yield). 1HNM (DMSO, 400 MHz) delta 1.63 (m, 6H), 3.09 (m, 4H), 4.36 (d, 2H, J=6), 6.61 (d, 1H, J=8), 6.84 (t, 2H), 6.95 (d, 1H, J=6), 7.42 (d, 1H, J=8), 7.87 (d, 1H, J=6), 8.37 (s, 1H), 10.01 (bs, 1H), 10.59 (bs, 1H). [M+1] 434.91 (C20H21F3N6O2 requires 434.41).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-1H-benzo[d]imidazol-2(3H)-one, its application will become more common.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 15813-09-9, 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. 15813-09-9, name is 4,5-Diiodo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

4,5- Diiodoimadazole (15.1 g, 47 mmol) and 2-aceteoxyethyl acetoxymethyl ether (Compound 4, 10.0 g, 57 mmol) were dissolved in anhydrous acetonitrile (150 mL) under inert atmosphere. N,0-bis(trimethylsilyl) acetamide (70.0 mL, 284 mmol) was added. The reaction mixture was stirred at rt for 5 h, and then cooled to 0C. Trimethylsilyl triflouromethane sulfonate (14.0 mL, 71 mmol) was added slowly and then the solution was heated to 90C and stirred for 12 h. The reaction mixture was quenched by addition of aq. NaHC03 (30 mL) and stirred for 30 min. The solution was separated and the aqueous layer was extracted with CH2C12 (2 x 50 mL). The organic layers were combined, washed with H20 (3 x 50 mL) and brine (50 mL), and dried over MgS04. The solvent was removed under reduced pressure. The resultant syrup was purified by flash chromatography over silica gel to obtain colorless solid compound 5. (11.6 g, 47%). 1H NMR (CDC13, 400 MHz): delta 7.73 (1H, s), 5.35 (2H, s), 4.19 (2H, t, J= 4.6 Hz), 3.64 (2H, t, J= 4.6 Hz), 2.06 (3H, s). 13C NMR (CDC13, 100MHz): delta 170.9, 141.8, 97.5, 81.9, 78.1, 66.9, 62.8, 21.0. HRMS calcd for C8Hi0I2N2O3 436.8859, found 436.8860 [M + H+].

The chemical industry reduces the impact on the environment during synthesis 4,5-Diiodo-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITY OF MARYLAND, BALTIMORE COUNTY; KATHOLIEK UNIVERSITEIT LEUVEN; LIEDEN UNIVERSITY MEDICAL CENTER; RADTKE, Katherine, L.; PETERS, Hannah, L.; NEYTS, Johan; JOCHMANS, Dirk; SNIJDER, Eric, J.; (33 pag.)WO2016/123318; (2016); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 33468-67-6, These common heterocyclic compound, 33468-67-6, name is 2-Methyl-4-(trifluoromethyl)-1H-imidazole, 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.

a) To a vial was added 2-methyl-4-(trifluoromethyl)-1H-imidazole (750 mg, 5 mmol), 5 mL of THF, 2.5 mL of DMF, and K2CO3 (2.07 g, 15 mmol). To this mixture was slowly added ethyl bromoacetate (1.00 g, 6 mmol). After 2 hours, the slurry was diluted with EtOAc, filtered on Celite, and concentrated. The residue was purified by flash chromatography (SiO2, 80 g column, eluting with 15-100% EtOAc in hexanes) to provide 476 mg (40%) of the title compound as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.20 (s, 1H), 4.61 (s, 2H), 4.28 (q, J=7.0 Hz, 2H), 1.63 (s, 3H), 1.31 (t, J=7.0 Hz, 3H); MS: (ES) m/z calculated for C9H12F3N2O2 [M+H]+ 237.1, found 237.1. The regiochemistry of the system was confirmed by nOe between the alpha-methylene and both the imidazole ring and methyl protons.

The synthetic route of 33468-67-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ChemoCentryx, Inc.; Chen, Xi; Dragoli, Dean R.; Fan, Pingchen; Li, Yandong; Powers, Jay P.; Punna, Sreenivas; Tanaka, Hiroko; Zhang, Penglie; US2014/57937; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3012-80-4,Some common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, molecular formula is C9H8N2O, 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.

Add 1.00 mmol of N-methyl-benzimidazole-2-carbaldehyde (0.1700 g) to a 15 mL capacity of polytetrafluoroethyleneIn the reaction kettle, after adding 10 mL of methanol to dissolve,Add 0.5 mmol of cobalt chloride tetrahydrate (0.119 g),Add 0.25 mmol under stirring2-Aminomethylpyridine (26 muL), stirring for 3 minutes, sealed, placed in an oven at 160 ° C for 48 h, then slowly cooled to obtain yellow block crystals (about 10 h down to room temperature), yield 46 percent (based on 2-aminomethylpyridine).

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-benzo[d]imidazole-2-carbaldehyde, its application will become more common.

Reference:
Patent; Guangxi Normal University; Zeng Minghua; Zhu Zhonghong; (18 pag.)CN108164566; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 35203-44-2, 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 35203-44-2 as follows.

General procedure: All of the imidazolium salts were synthesized with good yields (>85percent, see Supporting Information online) by thequaternization of N-substituted imidazole with corresponding iodide alkane, according to Scheme 1. Take 1-hexadecyl-3-methylimidazolium iodide (1a) for example: the mixture of 1-methylimidazole and 1-iodohexadecane was dissolved in acetone. Then the solution was placed into a 58 mL Teflon-lined, stainless-steel autoclave and heated at 100 °C for 12 h. The final product was obtained by multiple crystallizations from diethyl ether. The purity of all the imidazolium salts was confirmed by 1H NMR and elemental analysis (see Supporting Information online).

According to the analysis of related databases, 35203-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Meng; Pan, Xu; Chen, Jian; Dai, Songyuan; Science China Chemistry; vol. 58; 12; (2015); p. 1884 – 1890;,
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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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2O

Preparation of (1-allyl-1H-benzoimidazol-2-yl)-methanol: To a solution of (1H-benzoimidazol-2-yl)-methanol (501 mg, 3.38 mmol) and allyl bromide (0.29 mL, 3.38 mmol) in DMF (15 mL) was added N,N-diisopropylethylamine (0.71 mL, 4.06 mmol). The reaction mixture was stirred at 60° C. overnight. Then the mixture was cooled to room temperature and quenched with saturated NaHCO3 (25 mL). Then it was extracted with CH2Cl2 (3*25 mL). The combined organic layer was washed with brine (2*25 mL), dried (MgSO4), filtered, concentrated, and dried in vacuo to afford a brown oil. Purification by flash column chromatography on silica gel using 2percent CH3OH/CH2Cl2 afforded the product as a yellow oil (180 mg, 28percent). 1H NMR (CDCl3) delta 4.85 (br s, 5H), 4.98 (d, 1H, J=17.1 Hz), 5.17 (d, 1H, J=10.5 Hz), 5.88-6.01 (in, 1H), 7.20-7.26 (m, 3H), 7.66 (t, 1H, J=3.9 Hz).

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 4856-97-7.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3034-38-6, name is 5-Nitro-1H-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 3034-38-6, SDS of cas: 3034-38-6

Preparative Example 23. A mixture of commercially available 4-nitroimidazole (5 g) and Pd/C (10wt%, 500 mg) in a premixed solution of acetyl chloride (4 mL) in MeOH (100 mL) was hydrogenated in a Parr shaker at 35 psi for 5 h. The mixture was filtered through celite and concentrated to give a black oil. [MH]+ = 115. This oil and methyl acetylpyruvate (6.4 g) were stirred in AcOH (7O mL) and MeOH (7O mL) at 65C for 18 h. The resulting mixture was absorbed on silica and purified by chromatography (silica, CH2Cl2/MeOH). Further purification of the resulting residue by chromatography (silica, EtOAc) afforded 2-methyl- imidazo[l,5-a]pyrimidine-4-carboxylic acid methyl ester as an orange solid (120 mg, 1.4%). [MH]+ = 192.

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, 5-Nitro-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 583-39-1, 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. 583-39-1, name is 2-Mercaptobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2-mercaptobenzimidazole (0.15 g, 1.0 mmol) in methanol(10 mL) was added to a solution of BiI3 (0,294 g, 0.5 mmol) inacetonitrile (10 mL). The resulting solution was stirred for 3 h at 50 C.The solution obtained was filtered and slowly evaporated until the redcrystals were isolated. Yield: % 79.5; mp, 234-238 C; mw, 1780, 19 g/mol. Elemental Anal. Calc. for C28H24Bi2I6N8S4: C, 18.89; H, 1.36; N,6.29; S, 7.20. Found: C, 18.92; H, 1.38; N, 6.32; S, 7.29. UV-Vis(DMSO): lambdamax (logepsilon): 312.50 (5.28), 257.00 (4.90). IR (cm-1): 3198 m,2361m, 1620m, 1491s, 1450s, 1396m, 1344m, 1252w, 1165m, 1149w,1009m, 974m, 926w, 810w, 742s, 671m, 596s, 567w, 410m. 13C NMR[400 MHz, DMSO-d6, delta(ppm)]: 168.71 (C]S), 133.17 (C4, C5), 123.34(C7, C8), 110.49 (C6, C9). Soluble in methanol, acetonitrile, acetone,tetrahydrofuran, dimethylsulfoxide. LambdaM=45.2 Omega-1·cm2·mol-1.

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-Mercaptobenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ozturk; Banti; Hadjikakou; Panagiotou; Tasiopoulos; Inorganica Chimica Acta; vol. 497; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem