Month: August 2021

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. 53981-69-4, name is 1-(1H-Imidazol-2-yl)ethanone, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(1H-Imidazol-2-yl)ethanone

To a mixture of l-(l /-imidazol-2-yl) ethan-l-one (32 mg, 0.290 mmol) and 2-(4- formylphenyl)-N-(perfluorophenyl) acetamide (124 mg, 0.377 mmol, 1.3 eq) in a microwave vial under nitrogen were added piperidine (61 mu, 0.726 mmol, 2.5 eq) and anhydrous methanol (5.0 mL) via syringe. The reaction mixture was heated in the microwave synthesizer for 5 h and it was monitored by TLC (50% ethyl acetate/hexanes). Methanol was removed on a rotary evaporator to obtain a brown oil. It was chromatographed by preparative TLC in 50-75% ethyl acetate /hexanes to obtain (£)-2-(4-(3-(l /-imidazol-2-yl)-3-oxoprop- l-en-l-yl) phenyl)-N-(perfluorophenyl) acetamide 35 as a brown solid (16 mg, 13.07%). TLC R/ = 0.5 (50% ethyl acetate/hexanes), mp 235 C. NMR (600 MHz, CD3OD) delta 7.94 (s, 1H), 7.92 (s, 2H), 7.89 (s, 2H), 7.86 (s, 1H), 7.75 (d, J = 8.1 Hz, 6H), 7.46 (d, J = 8.0 Hz, 6H), 7.41 (s, 3H), 7.29 (s, 3H), 3.83 (s, 7H). 13C NMR (151 MHz, MeOD) delta 178.61, 170.86, 166.79, 145.98, 140.81, 137.75, 133.73,130.15,129.59,128.66 ,121.42120.82,41.70 ppm. HRMS calcd for C20H14F5N3O2 :423.10 found: 423.1146

The synthetic route of 53981-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF TOLEDO; TILLEKERATNE, Viranga; AL-HAMASHI, Ayad; DLAMINI, Samkeliso; ALQAHTANI, Abdulateef, Saeed; KARAJ, Endri; (69 pag.)WO2019/36607; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1457-58-5, name is 2-Methyl-1H-imidazole-5-carboxylic acid, 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 1457-58-5, Safety of 2-Methyl-1H-imidazole-5-carboxylic acid

Intermediate 661 -(2-Fluoro-4-methanesulfonylphenyl)-2-methyl-1 H-imidazole-4-carboxylic acidA mixture of 2-methyl-1 H-imidazole-4-carboxylic acid (500 mg), N,N-diisopropyl- ethyl-amine (4 mL), and 1 ,2-difluoro-4-methanesulfonylbenzene (1 .2 g), in N,N- dimethylformamide (6 mL) is heated to 120 C overnight. The crude product is purified by HPLC. LC (method 20): tR = 0.90 min; Mass spectrum (APCI): m/z = 299 [M+H]+.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C4H4N2O

A reaction mixture with 3-amino-lH-pyrrole-2-carboxylic acid ethyl ester (0.2 g, 1.30 mmol), 2-imidazolecarboxaldehyde (0.15 g, 1.53 mmol), NaCNBH3 (0.082 g, 1.30 mmol) EPO and OHAc (0.15 mL, 2.60 mmol) in methanol (5 mL) was stirred at r.t. for 2 h. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate. Washed with water and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated. The crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol), obtaining 0.30 g (99%) of the title compound.1H NMR (DMSO-d6) delta ppm 10.84 (IH, br s), 7.03 (2H, s), 6.79 – 6.64 (IH, m), 5.76 (IH, br s), 5.68 – 5.57 (IH, m), 4.29 (2H, d, J=5.8 Hz), 4.19 (2H, q, J=7.1 Hz), 3.16 (IH, s), 1.26 (3H, t, J=7.1 Hz); MS (ESI) m/z 235 (M +1).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/62465; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 714273-83-3, These common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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.

5 g (32.85 mmol) of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde was added to 35 mL of DMF,An additional 13.02 g (65.7 mmol) of N,N’-diacetylpiperazine-2,5-dione nitrogen was added to protect the exhaust, and 16.05 g (49.28 mmol) of cesium carbonate was added to protect the exhaustThe reaction was stirred at room temperature in the dark for 20 h. The reaction solution was poured into 500 mL of ice water and suction filtered.The filter cake was washed with water (100 mL * 2), petroleum ether: ethyl acetate = 8: 1 (400 mL),The filter cake was dispersed ultrasonically with ethanol and dichloromethane, insoluble matter was filtered off, and concentrated under reduced pressure.Anhydrous ethanol with water. It was further slurried with ethyl acetate (200 mL) to obtain a brown-yellow solid. Get 4.05 g of (Z)-1-acetyl-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)piperazine-2,5-dione, Yield: 42%.

The synthetic route of 714273-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Fu Zhangyu; Hou Yingwei; Ji Cunpeng; Wang Shixiao; Ma Mingxu; Guan Huashi; (21 pag.)CN110240592; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1792-40-1, 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. 1792-40-1, name is 2-Methyl-5-nitro-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

(95a) Using conditions analogous to (1f), 2-methyl-5-nitro-benzimidazole (101 mg, 0.568 mmol) was reacted with methyl 4-(bromomethyl)-benzoate to provide the desired ester (71 mg, 40%). MS found: (M+H)+=326.

The chemical industry reduces the impact on the environment during synthesis 2-Methyl-5-nitro-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ott, Gregory R.; Chen, Xiao-Tao; Duan, Jingwu; Lu, Zhonghui; US2003/139388; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 152628-02-9, 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 1,7′-dimethyl-2′-propyl-1H,3’H-2,5′-bibenzo[d]imidazole 3 (2 mmol) and tetrabutylammonium bromide (0.2 mmol) in benzene (25 mL), a solution of 50% NaOH (25 mL) was added at 0 C followed by the addition of sulfonyl chloride 4 (2.2 mmol). The reaction mixture was stirred vigorously at room temperature for 5-6 h and the reaction was monitored by TLC. After the completion of the reaction, aqueous phase was separated and the organic phase was washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulphate and concentrated to give crude products which were purified by column chromatography over silica gel using hexane-EtOAc (6:4) mixture as eluent.

The chemical industry reduces the impact on the environment during synthesis 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Roopashree, Rangaswamy; Mohan, Chakrabhavi Dhananjaya; Swaroop, Toreshettahally Ramesh; Jagadish, Swamy; Raghava, Byregowda; Balaji, Kyathegowdanadoddi Srinivas; Jayarama, Shankar; Basappa; Rangappa, Kanchugarakoppal Subbegowda; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2589 – 2593;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, 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 1402838-08-7, Recommanded Product: 2-(1-Trityl-4-imidazolyl)benzaldehyde

A slurry of tert-butyll-oxo-7-azaspiro [3.5jnonane-7-carboxylate (2.27 g, 9.49 mmol), 2-[1-(triphenylmethyi)-l H-imidazol-4-yl]benzaldehyde (4.04 g, 9.74 mnioi) and Ca(OH)2 (2.10 g, 28.33 mmol) in EtOH (100 mL) were mixed and stirred overnight at 80 C. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 7.4 g (crude) of tert-butyl(2E)-1 -oxo-2-([2-[ I -(tripbenylmethyl)-IN-imidazol-4-yI] phenyljmethylidene)-7- azaspiro[3.5]nonane-7-crboxy1ate as a yellow solid. LCMS (ESI) rniz 636.2 [M+HJ

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1-Trityl-4-imidazolyl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; PEI, Zhonghua; PASTOR, Richard; GAZZARD, Lewis; PARR, Brendan; LIU, Wendy; MENDONCA, Rohan; WU, Guosheng; YUEN, Po-Wai; (183 pag.)WO2019/5559; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, 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. Recommanded Product: 1,1′-Thiocarbonyldiimidazole

To a stirred solution of 6.8 g (35.0 mmol) of (5) in 150 mL of CH2Cl2 at RT was added 6.4 g (35 mmol) of 1,1?-thiocarbonyldiimidazole. The mixture was stirred at room temperature for 15 minutes and then evaporated under reduced pressure and the residue was passed through a short pad of silica gel, eluting with a gradient of hexane/EtOAc, which gave (5-Isothiocyanato-2-methoxy-phenyl)-methyl-propyl-amine (6) (7.85 g, 95%) as a colorless oil.

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

Reference:
Patent; Synta Pharmaceuticals Corp.; Du, Zhenjian; Foley, Kevin Paul; US9108933; (2015); B2;,
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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., name: 1H-Imidazole

(1) will nitroiodobenzene 0.248g (1.0mmol), imidazole 0.069g (1.0mmol), Cu (OAc)2·H2O 0.030g (0.15mmol), 2,2- biimidazole 0.022g (0.15mmol), cesium carbonate 0.652g (2mmol), DMSO (2mL) was added the reaction tube with a piston, was heated to 80 deg.] C with stirring for 48 hours reaction.(2) TLC until the reaction was complete the reaction was followed ends.After the reaction was cooled to room temperature, diluted with water, extracted with ethyl acetate 3-4 was added, and the combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated to give the crude product.After the end of (3) to obtain the crude product was purified by column chromatography (petroleum ether / ethyl acetate elution) to give the desired product 13 (yield 86%).

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zeng Runsheng; Zhou Chunmei; Zou Jianping; (15 pag.)CN104447557; (2017); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1) belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 1H-imidazol-2-amine sulfate(2:1)

2-Aminoimidazole sulfate (659 mg) is dissolved in 0.42 mL of concentrated HC1, 1 mL of water, and 3 mL of acetic acid. The resulting solution is cooled to 0 oC. To the solution is added 345 mg of NaN02 in 1 mL of water dropwise so the internal temperature is maintained below 5 C. The resulting yellow-brown solution is stirred for 30 minutes at 0 C. In a separate flask equipped with a mechanical stirrer a mixture of 1.0 g of 2,2,2-trifluoro-l-(4- pentyl-3,4- dihydroquinoxalin-l(2H)-yl)ethan-l-one, 0.82 g of sodium acetate and 3 mL of acetic acid is cooled to 0 C. To this slurry is added the diazonium solution slowly while stirring. After the addition is complete, the resulting red suspension is stirred for 1 hour at 0 C. The dark reaction mixture is poured into a beaker containing 10 g of ice. Aqueous NaOH (20%) is added to the suspension slowly until pH 6.5 is reached. The mixture is filtered and brick red solid is collected. The crude (E)-l-(7-((lH-imidazol-2-yl)diazenyl)-4-pentyl-3,4- dihydroquinoxalin-1 (2H)-yl)-2,2,2-trifluoroethan-l -one is dried and used in the next step without further purification (0.94 g).

The synthetic route of 1450-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOXELL CORPORATION; MURPHY, Bryan Patrick; ZHANG, Guiru; ZHAO, Jielu; (106 pag.)WO2018/53034; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem