Month: June 2021

312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole, 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. SDS of cas: 312-73-2

The -1H- benzimidazol-2-trifluoromethyl-2 (1.35g, 10mmol) was added to a round bottom flask containing 15mL of acetone were added ene (propargyl) propyl bromide dissolved with stirring (0.87mL, 10mmol) and K2CO3(2.07g, 15mmol), was heated under reflux, TCL is detected, after completion of the reaction, cooling was cooled, solid was removed by filtration, the solid was washed with methylene chloride, the solution was concentrated acetone solution was mixed with dichloromethane, washed with H2O wash (15mL × 3), the organic phase was dried over anhydrous MgSO4Dried, filtered and concentrated to give crude product.To give 1-propargyl-2-trifluoromethyl–1H- benzoimidazol (3) 2.06g, yield 91.96%.

The synthetic route of 312-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Wang, Yuguang; Zhu, Bingchun; Dong, Huichan; (11 pag.)CN104530008; (2016); B;,
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., HPLC of Formula: C29H22N2O

2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (250 mg, 0.6 mmol, 1.0 equiv),Compound (dimethyl 2-(isoquinolin-6-yl)-2-oxoethyl)phosphate (0803-127) (400 mg, 1.4 mmol, 2.3 eq.)And cesium carbonate (391 mg, 1.2 mmol, 2.0 equiv)Mixed in isopropyl alcohol (30 ml),The reaction was stirred at room temperature overnight.After the reaction is completed, quench with water, extraction with dichloromethane, anhydrous sulfur in the organic phaseThe sodium sulfate was dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol=100/1-50/1) to give a product.1-(isoquinolin-6-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)prop-2-en-1-one (300 mg, Rate: 87%).

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

Related Products of 4857-06-1,Some common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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-chlorobenzomethylene (5 g, 32.7 mmol) was added 30 ml of acetonitrile and potassium hydroxide (2.62 g, 46.6 mmol) Heated to 80 C, stirred for 30min, the solution clarified; after cooling to room temperature, adding bromine bromide (9.29g, 49.1 mmol) 80 C reflux 5h, the reaction solution was white turbid; the reaction solution with dichloromethane extraction three times (100mLX3), distilled water The organic layers were combined, dried over anhydrous magnesium sulfate, suction filtered and concentrated to give a white solid which was recrystallized from acetone / petroleum ether and cooled And filtered, dried to give a white solid in a yield of 91.1%.

The synthetic route of 4857-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong University; Du Lvpei; Li Minyong; Wang Beilei; (14 pag.)CN104910894; (2017); B;,
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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H5ClN2O2S

General procedure: NaH (6.7 mg, 0.28 mmol) was suspended in dry DMF.6-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-b]pyridine (39, 50 mg, 0.25 mmol) was added intothe above solution slowly at 0 C. Then, the cooling solution was stirred for 0.5 h. Subsequently,6-chloroimidazo[2,1-b]thiazole-5-sulfonyl chloride (77 mg, 0.3 mmol) was added and stirred for another 4 h at room temperature. Then, water (30 mL) was added to the reaction system. The reactionmixture was extracted with ethyl acetate (3 40 mL). The combined organic phase was washed withsaturated salt water (3 40 mL), dried over anhydrous Na2SO4, filtered, and concentrated underreduced pressure to give the corresponding crude target product, which was purified by flash columnchromatography with dichloromethane/methanol to afford compound 5 as a white hairy solid withthe yield of 78%.

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 137049-00-4.

Reference:
Article; Jiang, Alan; Liu, Qiufeng; Wang, Ruifeng; Wei, Peng; Dai, Yang; Wang, Xin; Xu, Yechun; Ma, Yuchi; Ai, Jing; Shen, Jingkang; Ding, Jian; Xiong, Bing; Molecules; vol. 23; 3; (2018);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3543-73-5, 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. 3543-73-5 name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, 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.

Example 1 :Preparation of lH-benzimidazol-l-methyI-5-N,N-di(2-hydroxyethyl)-2-butanoic acid ethyl esterlH-Benzimidazol-l-methyl-5-amino-2-butanoic acid (50 gm), water (285 ml) and acetic acid (80 ml) were added at room temperature. The solution was then cooled to 0 to 5C under stirring and ethylene oxide gas was passed in the reaction till the reaction mixture weight increases to 60 gm. The reaction mass was maintained for 1 hour at 0 to 5C and then temperature allowed to room temperature. The reaction mass was maintained for 30 hours at room temperature and then added water (2000 ml) and dichloromethane (2000 ml). To the reaction mass was added sodium bicarbonate (230 gm) and then the layers were separated. The aqueous layer was extracted with dichloromethane. The organic layers were combined and the solvent was distilled off under vacuum to obtain a residual solid. To the residual solid was added hexane (400 ml) and stirred for 30 minutes at room temperature. The solid obtained was collected by filtration, washed with cyclohexane and then dried at 35 to 40C for 2 hours 30 minutes to obtain 63 gm of lH-benzimidazol-l-methyl-5-N,N-di(2-hydroxyethyl)-2-butanoic acid ethyl ester.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, and friends who are interested can also refer to it.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; VAMSI KRISHNA, Bandi; WO2012/176214; (2012); A2;,
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. 1546-79-8, name is 2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1546-79-8

General procedure: The compound 6b (35.1 mg, 50 mumol) was dried by repeated coevaporations with dry MeCN (3 mL) under Ar. The thymidine 3?-O-oxazaphospholidine derivative 7t (75.5 mg, 0.10 mmol), which was dried in vacuo overnight, and a 0.3 M solution of CMPT 8 (0.5 mL), which was dried over MS3A overnight, were successively added, and the mixture was stirred for 20 min at rt under Ar. N-(Trifluoroacetyl)imidazole (17.0 muL, 0.15 mmol) and i-Pr2NEt (44.0 muL, 0.25 mmol) were added and the mixture was stirred for 30 min at rt. Then DTD (31.9 mg, 0.15 mmol) was added and the mixture was stirred for 50 min at rt. The mixture was then concentrated under reduced pressure, and the residue was dissolved in dichloromethane (5.0 mL). A 6 vol% DCA solution in dichloromethane (5.0 mL) and Et3SiH (1.2 mL, 7.5 mmol) were added and the mixture was stirred for 20 min at rt. The mixture was washed with saturated NaHCO3 aqueous solutions (3 × 10 mL). The aqueous layers were combined and back-extracted with dichloromethane (2 × 10 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by FSPE [1.6 cm column id, 4.8 g of fluorous silica gel, methanol-H2O 16 mL (80:20, v/v) then THF 25 mL] to give 14t, a, c or g as a colorless foam, which was analyzed by 31P NMR (Fig. 2). The 14t, a, c or g thus obtained was dissolved in ethanol (8.0 mL) and a 25% NH3 aqueous solution (40 mL) was added. The mixture was put in a sealed flask and heated at 55 C for 12 h while stirring. The mixture was then cooled to rt, concentrated under reduced pressure to ca. 20 mL The mixture was diluted with a 0.1 M ammonium acetate buffer (pH 7.0) (20 mL) and washed with CHCl3 (4 × 20 mL). The aqueous layer was then concentrated under reduced pressure. The residue was repeatedly lyophilized from distilled H2O to remove ammonium acetate to give crude the dinucleoside phosphorothioate (15t, a, c or g), which was analyzed by RP-HPLC [Senshu Pak PEGASIL ODS, 4 × 150 mm, linear gradient of 0-20% MeCN (60 min) in 0.1 M triethylammonium acetate buffer (pH 7.0), 50 C, 0.5 mL/min]. Authentic samples of 15t,a,c,g were synthesized via the solid-phase synthesis using the nucleoside 3?-O-oxazaphospholidines 7t,a,c,g as monomer units [8d].

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 1546-79-8.

Reference:
Article; Oka, Natsuhisa; Murakami, Ryosuke; Kondo, Tomoaki; Wada, Takeshi; Journal of Fluorine Chemistry; vol. 150; (2013); p. 85 – 91;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 28890-99-5, These common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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.

Intermediate compound 1: (E)- 1 ,3-dibromo-2-(4- methoxystyryl)benzene is synthesized starting from the formation of phosphonium salt with 1,3-dibromo-2-(bromom- ethyl)benzene and triphenylphosphine, followed by Wittig olefination with 4-methoxybenzaldehyde. 1 then undergoes hydrogenation to afford 1 ,3-dibromo-2-(4-methoxyphen- ethyl)benzene, whereby the methoxy sub stituent is deprotected to give phenol derivative intermediate compound 2. Intermediate compound 2 is treated with standard palladium catalyzed reaction conditions to form diaryl ether 3 from intramolecular C-O cross-coupling using known methods (Journal of the American Chemical Society 2011, 133, 9282-92 85, which is incorporated by reference herein in its entirety). 3, together with 1 ,3-dibromobenzene and dichlorodiphenylsilane, undergoes lithiation with n-butyllithium to afford intermediate compound 4. Inventive host compound 5 is then synthesized by a cross-coupling reaction between4 and 5H-benzo[d]benzo[4,5]imidazo[1 ,2-a]imidazole under standard l3uchwald-Hartwig amination reaction conditions.

Statistics shows that 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole is playing an increasingly important role. we look forward to future research findings about 28890-99-5.

Reference:
Patent; Universal Display Corporation; Wolohan, Peter; Drennan, Diana; Fitzgerald, George; (171 pag.)US2018/315942; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33016-47-6, 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 33016-47-6 as follows.

E (R)-N-[1-(Phenylmethyl)-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]-3-butenyl]benzenesulfonamide A solution of compound D (400 mg, 0.63 mmol) and 1-trityl-4-formylimidazole (320 mg, 0.94 mmol) in methylene chloride was dried over MgSO4. The solids were filtered and the filtrate evaporated to dryness. The white foam residue was diluted with of THF (24 mL) and 3A molecular sieves added. After 1 hour, a solution of lithium bis(trimethylsilyl)amide (1.4 mL, 1M) in THF was added dropwise. After 1 hour, the mixture was filtered and the filtrate was concentrated in vacuo. The residue was diluted with ethyl acetate and the solution washed with brine, dried (MgSO4) and concentrated. The resulting residue was purified by flash chromatography on silica gel. Elution with 40% ethyl acetate in hexane afforded (108 mg) of the title compound, and (149 mg) of the Z-isomer (Combined yield 67%). MS; (M+H)+=610.

According to the analysis of related databases, 33016-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US6387926; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 7098-07-9, name is 1-Ethyl-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 7098-07-9, SDS of cas: 7098-07-9

General procedure: A solution of N-alkylimidazole (10 mmol, 2 equivalents) and Dibromoalkane (5 mmol, 1 equivalent) was refluxed in toluene (20 mL) for 24?30 h. The reaction mixture was allowed to cool and toluene was decanted leaving a sticky solid behind. The sticky solid was washed three times with dry THF and finally with diethyl ether once. Solvent was removed under vacuum to get a white amorphous hygroscopic powder (88?94 percent yield). NMR spectra were recorded in D2O and/or DMSO-d6.

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:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1964-77-8, A common heterocyclic compound, 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole, molecular formula is C8H7BrN2, 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 :[00224] To 5-bromo-2-methylbenzimidazole (38 g, 180 mmol) in THF (400 mL) was added di-/ert-butyl dicarbonate (39 g, 189 mmol). The reaction mixture was stirred at room temperature for 24 h and then concentrated. Ethyl acetate (400 mL) was added to the residue, and the solution was washed with 10% aqueous citric acid (2 x 100 mL), water (100 mL), and brine (100 mL), dried over sodium sulfate, and concentrated. Column chromatography on silica (gradient 20-30% ethyl acetate in hexane) provided 1 , 1 -dimethylethyl 6-bromo-2- methyl- lH-benzimidazoie-l -carboxylate (27 g, 48% yield) as a beige solid. MS (EI) for Ci3H,5BrN202: 312 (MH+).

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; EXELIXIS, INC.; RICE, Kenneth; WO2012/71501; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem