Tag: M.W=300-400

In an article, author is Lauro, Figueroa-Valverde, once mentioned the application of 152628-02-9, Name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, molecular formula is C19H20N4, molecular weight is 304.39, MDL number is MFCD03840857, category is imidazoles-derivatives. Now introduce a scientific discovery about this category, Safety of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole.

Design and synthesis of some imidazole derivatives: theoretical evaluation of interaction with a coronavirus (HCoV-NL63)

Some compounds have been developed for the treatment of Severe Acute Respiratory Syndrome Coronavirus (SARS-CoV) using different protocols; however, some methods use different reagents which are dangerous and require special conditions. the objective of this investigation was to synthesize some imidazole derivatives from 2-methyl-5-nitroimidazole using some reactions such as etherification, reduction, and a hydroxy-keto derivative formation. In addition, the theoretical activity of imidazole derivatives (compounds 2, 3 and 5-8) was evaluated in a docking model using hydroxylchloroquine and favipiravir as controls. The results showed that 1) compounds 3 and 5 have a higher affinity by 5ewp protein surface compared with hydroxylchloroquine, favipiravir, 2 and 6-8. In conclusion, compounds 3 and 5 could inhibit the biological activity of coronavirus.

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Reference of 3543-74-6, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 3543-74-6, Name is Ethyl 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, SMILES is O=C(OCC)CCCC1=NC2=CC(N(CCO)CCO)=CC=C2N1C, belongs to imidazoles-derivatives compound. In a article, author is Jayabharathi, Jayaraman, introduce new discover of the category.

Spectrofluorometric studies on the binding interaction of bioactive imidazole with bovine serum albumin: A DFT based ESIPT process

Bioactive imidazole derivatives were synthesized and characterized by NMR spectra, mass and CHN analysis. An excited state intramolecular proton transfer (ESIPT) process in hydroxy imidazole has been studied using emission spectroscopy. In hydrocarbon solvent, the tautomer emission predominates over the normal emission and in alcoholic solvent like ethanol; a dramatic enhancement of normal emission is observed which was due to increased solvation. DFT calculation on energy, charge distribution of the rotamers in the ground and excited states of the imidazole derivative were performed and discussed. PES calculation indicates that the energy barrier for the interconversion of two rotamers is too high in the excited state than in the ground state. The interaction between bioactive imidazole derivative and bovine serum albumin (BSA) was investigated. (C) 2011 Elsevier B.V. All rights reserved.

Reference of 3543-74-6, Each elementary reaction can be described in terms of its molecularity, the number of molecules that collide in that step. The slowest step in a reaction mechanism is the rate-determining step.you can also check out more blogs about 3543-74-6.

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. 143722-29-6, name is 1-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C15H16BrClN2O

EXAMPLE 15 2-n-Butyl-4-chloro-1-[(2′-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1′-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol A mixture of the oil obtained in Example 14 (0.05 m=17.8 g), 2-(2′-triphenylmethyl-2’H-tetrazol-5′-yl)phenylboronic acid (0.065 m=29.3 g), potassium carbonate (0.1 m=13.8 g), water 11 mL), tetra-n-butylammonium bromide (0.005 m=1.61 g), triphenylphosphine (0.006 m=1.58 g) in 200 mL toluene was evacuated and released to nitrogen three times and maintained under a nitrogen atmosphere. Tris(dibenzylideneacetone)dipalladium (1.5 mm=0.64 g) was charged and the reaction was heated at 75 to 81 C. for 12 hours. The cooled reaction mixture was filtered to remove some grey solid. The toluene layer was stirred with sodium borohydride (0.1 m=3.8 g), tetra-n-butyl ammonium bromide (0.005 m=1.6 g), and 30 mL water for six hours. The mixture was filtered through a Celite cake to remove the black tarry precipitate. The organic layer was washed once with 100 mL water then stirred with a solution of thiourea (7 g) in 100 mL water for 1 hour. Some brown sludge (palladium complex) was formed and precipitated out. The mixture was filtered and the organic layer was separated then treated with a fresh solution of thiourea (7 g) in 100 mL water for 1 hour. The organic layer was separated, washed once with 100 mL water and once with 100 mL saturated sodium chloride solution. The organic layer was stirred with 30 g magnesium sulfate and 15 g charcoal for 1 hour. The solid was removed by filtering through a Celite cake. The filtrate was concentrated to an oil and crystallized from 35 mL of isobutyl acetate in an ice bath. The solid was collected and dried under a stream of nitrogen to a constant weight of 17.17 g.

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 143722-29-6.

Reference:
Patent; E. I. Du Pont de Nemours and Company; Merck & Co., Inc.; US5310928; (1994); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1219741-21-5, These common heterocyclic compound, 1219741-21-5, name is 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione, 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.

Cs2CO3 (2.3 g, 7.08 mmol), followed by fcr/-butyl bromoacetate (0.52 mL, 3.54 mmol), was added to a solution of 5- chloro-6-iodo-l,3-dihydro-2H-benzimidazole-2-thione (Intermediate 2, 1.1 g, 3.54 mmol) in THF (20 mL) at O0C. The reaction was stirred at rt for 0.5 h. Volatiles were removed and the residue was partitioned between EtOAc and water. Concentration afforded the desired product as a white power. LC-MS: calculated for Ci3Hi4ClIN2O2S 423.95, observed m/e 424.8 (MH-H)+.

Statistics shows that 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione is playing an increasingly important role. we look forward to future research findings about 1219741-21-5.

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

Synthetic Route of 760212-58-6, A common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, molecular formula is C19H13BrN2, 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.

In an argon atmosphere, 10 g (29 mmol) of 1-(4-bromophenyl)-phenyl-1H-benzimidazole were dissolved into 100 mL of dehydrated THF, and the temperature of the solution was cooled to -78 C. Then, 20 mL of n-butyllithium (in hexane, 1.6 mol/L) were dropped. After the mixture had been stirred at -78 C for 1 hour, the temperature of the mixture was increased to 0C. The temperature of the mixture was cooled to -78 C again, and 9.7 mL (87 mmol) of trimethoxyborane were dropped. The mixture was stirred at -78 C for 1 hour, and was then stirred at room temperature for 2 hours. 100 mL of 10-mass% hydrochloric acid were added, and the whole was stirred for 1 hour, followed by filtration. The organic layer of the filtrate was washed with a saturated sodium chloride solution and dried with magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by means of silica gel column chromatography to obtain 4.2 g of 4-(2-phenyl-1H-benzimidazol-1-yl)phenylboronic acid (46% yield).

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

Adding a certain compound to certain chemical reactions, such as: 2034-22-2, name is 2,4,5-Tribromoimidazole, 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 2034-22-2, Application In Synthesis of 2,4,5-Tribromoimidazole

To a cooled (0 C) suspension of sodium hydride (0.9 g, 0.03 mole) in THF (50 mL) was added dropwise a solution of 2, 4, 5-tribromo imidazole (5 g, 0.016 mol) in THF (50 mL). After lh, a solution of trimethylsilylethoxymethyl chloride (SEMC1) (3 mL, 0.017 mol) in THF (30 mL) was added dropwise. The reaction mixture was quenched with saturated ammonium chloride solution and then the reaction was extracted with ethyl acetate [3 x 100 mL]. The organic layers were combined and washed with 10 % sodium bicarbonate solution, water, brine, dried over sodium sulfate, filtered and concentrated to yield 7.2 g of Intermediate 37A as pale, yellow oil which solidified on standing. The material was used in the next step without further purification. MS (ESI) m/z: 435 (M+2+H)+.

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; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James, R.; FANG, Tianan; DECICCO, Carl, P.; PINTO, Donald, J., P.; ROSSI, Karen, A.; HU, Zilun; JEON, Yoon; QUAN, Mimi, L.; SMALLHEER, Joanne, M.; WANG, Yufeng; YANG, Wu; WO2011/100401; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15469-97-3, 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. 15469-97-3, name is 1-Trityl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 1 Synthesis of 2-chloroimidazole (2-cim) To a 300-mL, three-neck, round-bottom flask equipped with a magnetic stirrer and argon inlet, were added N-tritylimidazole (3.14 g, 0.01 mol) and anhydrous THF (140 mL). The stirrer was started, and the solution was cooled to -78 C. (acetone/dry ice). n-BuLi (2.5 M in hexanes, 8.0 mL, 0.02 mol) was added via syringe resulting in reddish solution. This solution was stirred for 60 min whereupon hexachloroethane (5.0 g, 0.021 mol) in THF (25 mL) was added in portions. The reaction mixture was stirred for 1 additional hour and then quenched with saturated aqueous ammonium chloride (100 mL). The cooling bath was removed, and when the reaction flask reached room temperature the contents were transferred to a 500 mL separatory funnel, and extracted with ethyl acetate (50 mL*2). The organic layer was separated, washed with water and brine, and dried over anhydrous sodium sulfate. After filtration, the solvents were evaporated under reduced pressure resulting in a slightly yellow solid. The solid was refluxed with 5% acetic acid in methanol (75 mL) for 24 hours. Upon evaporation of the solvent, water was added to the residue. Extraction with hexanes effectively removed the triphenylmethane impurity. Evaporation of water in vacuo afforded off-white solid as pure 2-chloroimidazole (2-cim, 0.70 g, 69% overall yield from N-triylimidazole).

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

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; US2011/282067; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 15813-09-9, The chemical industry reduces the impact on the environment during synthesis 15813-09-9, name is 4,5-Diiodo-1H-imidazole, I believe this compound will play a more active role in future production and life.

This compound was prepared following a literature procedure.23The mixture of 4,5-diiodo-1H-imidazole 20 (0.11 g, 0.34 mmol), (4-hydroxyphenyl)boronic acid (141 mg, 1.02 mmol), TBAB (11 mg,0.034 mmol), K2HPO4 (226 mg, 1.30 mmol) and Pd(PPh3)4 (25 mg,6 mol%) were transferred to a microwave reactor tube equipped with amagnetic stirring bar, followed by the addition of a mixture solvent ofMeOH/H2O (5 mL, 4:1), and the resulting mixture was degassed andback-filled with nitrogen and then stirred at 100 C (100 W) with microwaveirradiation for 60 min. After completion monitored by TLC, thereaction mixture was dissolved in aq. HCl (10%, 10 mL) and stirredvigorously. The mixture was washed with ethyl acetate (2 x 10 mL), thecombined aqueous layers were neutralised with sat. NaHCO3 (aq.) andextracted with ethyl acetate (3¡Á10 mL). The combined organic layerswere washed with H2O, dried over MgSO4 and concentrated in vacuo.The crude product was purified by flash chromatography (CH2Cl2:MeOH=50:1?10:1) to afford the product 4 as a white solid (30 mg,35%). Rf (CH2Cl2/MeOH 10:1): 0.25; 1H NMR (400 MHz, d6-DMSO): delta9.44 (2H, Br.s), 7.67 (1H, s), 7.25 (4H, d, J=8.4 Hz), 6.72 (4H, d,J=8.4 Hz); 13C NMR (100 MHz, d6-DMSO): delta 156.3, 134.4, 128.6,125.6, 124.3, 115.2. HRMS (ESI+) Calc. for C15H12N2O2 [M+Na]+275.0791, found 275.0794. HPLC: 97.7% (HPLC Method A), RT:13.3 min. The spectroscopic data matched that reported in the literature.

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, 4,5-Diiodo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Qingqing; Reekie, Tristan A.; Abbassi, Ramzi H.; Indurthi Venkata, Dinesh; Font, Josep S.; Ryan, Renae M.; Munoz, Lenka; Kassiou, Michael; Bioorganic and Medicinal Chemistry; vol. 26; 22; (2018); p. 5852 – 5869;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15813-09-9, A common heterocyclic compound, 15813-09-9, name is 4,5-Diiodo-1H-imidazole, molecular formula is C3H2I2N2, 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.

To a solution of 4,5-diiodoimidazole (35.5 g, 111.2 mmol) in anhydrous CH3CN (200 mL) at 0 C was added NaH (95%, 2.8 g, 111.2 mmol) portion wise. After the mixture was stirred for 30 min at rt, 10 (32 g, 101.1 mmol) was added portion wise at rt over a period of 1 h. After stirring at the same temperature for 18 h the reaction mixture was filtered over celite and washed with EtOAc (3 ¡Á 150 mL). The organic layer was concentrated under reduced pressure. The product was isolated by flash chromatography on silica gel using hexane/EtOAc (3:1) to give 11 as a pale yellow syrup. Yield: 57 g, 84%. 1H NMR (CDCl3, 400 MHz): delta 2.39 (s, 3H), 2.42 (s, 3H), 2.54 (ddd, 6.40 Hz, 7.80 Hz, 14.20 Hz, 1H), 2.80 (ddd, 2.32 Hz, 5.96 Hz, 14.24 Hz, 1H), 4.60 (m, 1H), 4.64 (d, 3.64 Hz, 2H), 5.63 (dt, 2.76 Hz, 6.4 Hz, 1H), 6.06 (dd, 5.48 Hz, 7.76 Hz, 1H), 7.22 (d, 8.24 Hz, 2H), 7.27 (d, 8.24 Hz, 2H), 7.84 (d, 8.24 Hz, 2H), 7.85 (s, 1H), 7.93 (d, 8.24 Hz, 2H);13C NMR (CDCl3, 100 MHz) delta 21.81, 21.87, 39.8, 63.8, 74.6, 79.8, 83.2, 89.5, 97.2, 126.3, 126.5, 129.4, 129.5, 129.6, 129.9, 138.9, 144.4, 144.7, 165.9, 166.2. HRMS (ESI): calcd for C24H23I2N2O5 (M+H)+ 672.9696, found 672.9693.

The synthetic route of 15813-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wauchope, Orrette R.; Johnson, Cameron; Krishnamoorthy, Pasupathy; Andrei, Graciela; Snoeck, Robert; Balzarini, Jan; Seley-Radtke, Katherine L.; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 3009 – 3015;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 152628-02-9, 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

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 synthetic route of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole has been constantly updated, and we look forward to future research findings.

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