Category: imidazoles-derivatives

Synthetic Route of 20970-50-7, The chemical industry reduces the impact on the environment during synthesis 20970-50-7, name is 1-(1-Methyl-1H-imidazol-5-yl)ethanone, I believe this compound will play a more active role in future production and life.

General procedure: nder an argon atmosphere, 9a (436 mg, 1.65 mmol) was dissolved in dry THF (30 mL) and the mixture was cooled to -65 C in a dry ice acetone bath. A n-BuLi hexane solution (1.6 M: 2.28 mL, 3.63 mmol) was added with stirring and the mixture was stirred at the same temperature for 1.5 h. After stirring, a solution of 6 (183 mg, 1.5 mmol) in dry THF (3 mL) was added dropwise and the whole was stirred at the same temperature for 1.5 h. After dilution with saturated aqueous ammonium chloride solution, the mixture was concentrated under reduced pressure. The resulting residue was dissolved in ethanol and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure and the resulting residue was chromatographed on silica gel (CHCl3/7% ammonia in MeOH = 19:1) and crystallized from CHCl3 and diethylether to give 3c (121 mg, 26%) as a colorless powder.

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-(1-Methyl-1H-imidazol-5-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6356 – 6374;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 615-15-6, A common heterocyclic compound, 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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.

General procedure: All reactions were performed on a 0.50mmol scale relative to azoles. The benzotriazole(1a) (0.50 mmol), toluene (2a) (1.50 mmol), I2 (0.050 mmol) and TBHP (2 eq) weretaken in a round bottom flask equipped with stirrer. The resulting mixture was stirred for8 h at 100 oC. After cooling to room temperature, to the reaction mixture was addedwater (2 mL), and extracted with ester (3×10 mL). The combined organic phases werewashed with brine (2×5 mL), dried over anhydrous MgSO4 and concentrated in vacuo.The residue was subjected to flash column chromatography with hexanes/EtOAc (10/1)as eluent to obtain the desired 3aa a light yellow solid( 90% yield). The identity andpurity of the products was confirmed by 1H and 13C NMR spectroscopic analysis.

The synthetic route of 615-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Xiang; Yu, Guiqin; Li, Jihui; Wang, Dong; Chen, Yongxin; Shi, Keqin; Chen, Baohua; Synlett; vol. 24; 12; (2013); p. 1588 – 1594;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 38993-84-9, 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. 38993-84-9, name is (1-Methyl-1H-imidazol-5-yl)methanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

(1 -Methyl- 1 H-imidazol-5-yl)methanol was converted to the corresponding alkyl chloride by reaction with thionyl chloride in DCM. N-[1 -(Fluoromethyl)cyclopropyl]-3- [(1 -methylpyrazol-4-yl)methyl]-2,4-dioxo-1 1H-quinazoline-6-sulfonamide (100 mg, 0.260 mmol), the alkyl chloride (37 mg, 0.286 mmol) and potassium carbonate (43 mg, 0.312 mmol) in DMF was conventionally heated to 70 °C for 4 h. Usual work-up afforded the desired product (37 mg, 0.074 mmol, 28percent) as an off-white powder.

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-Methyl-1H-imidazol-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 21252-69-7, 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. 21252-69-7, name is 1-Octyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In einen 2 I Schlenkkolben werden 830,5 g (5 mol) 1-Octylimidazol vorgelegt und 630,5g (5 mol) Dimethylsulfat portionsweise zugegeben. Der Ansatz wird danach 15 Minuten nachgeruehrt. Der Kolbeninhalt wird danach in ein 5I Becherglas ueberfuehrt und zu einer Mischung von 548,0g (5 mol) Natriumtetrafluoroborat in 2 Liter Wasser gegeben. Sofort bildetsich das Produkt als zweite, fluessige Phase. . Nach einer Phasentrennung wird die waessrige Phase noch einmal mit 1 Liter CH2Cl2extrahiert, und das organische Extrakt von Methylenchlorid befreit. Beide Produktfraktionen werden vereinigt und ueber Nacht bei 60°C am HV getrocknet. Man erhaelt 1-Octyl-3-methylimidazoliumtetrafluoroborat in 94 percentiger Ausbeute. Zum qualitativen Nachweis auf Chloridreste, werden ca. 1 ml des Produktes mit ca. 5 ml Wasser versetzt und mit 2 Tropfen konzentrierter Salpetersaeure angesaeuert. Zu dieser Loesung werden dann ca. 3-4 Tropfen Silbernitrat gegeben um etwaig vorhandenes Chlorid als Silberchlorid auszufaellen. Das Ausbleiben eines Silberchlorid-Niederschlags spricht fuer die komplette Abwesenheit von Chloridresten. [26.1] 1H-NMR (300 MHz, CDCl3):delta=9.3 ppm (s,1H,Ha); delta=7.26 ppm (d,1H,Hc); delta=7.24 ppm (d,1H,Hd); delta=4.1 ppm (t,2H,He); delta=3.9 ppm (s,2H,Hb); delta=1.6 ppm (m,2H,Hf); delta=1.2 ppm (m,10H,Hg,h,i,j,k); delta=0.8 ppm (t,3H,HI).13C-NMR (75 MHz, CDCl3):delta=137 ppm (C1); delta=124-122 ppm (C3,C4); delta=48 ppm (C5); delta=35 ppm (C2); delta=29-24 ppm (C6-C10); delta=20 ppm (C11); delta=13 ppm (C12).19F-NMR (281 MHz, CDCl3):delta= -151,3 ppm (d, 1J(BF)= 22 Hz)

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

Reference:
Patent; Solvent Innovation GmbH; EP1182196; (2002); A1;,
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. 4887-80-3, name is 5-Methoxy-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 4887-80-3

To a solution of NaH (972 mg, 40.5 mmol) in DMF (20 mL) was added 5- methoxy-lH-benzo[d] imidazole (2.0 g, 13.5 mmol) at 27C. After stirring for 5 minutes, Mel (2.3 g, 16.2 mmol) was added and the resulting mixture was stirred for 16 h. The mixture was then diluted with water (100 mL) and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04 and concentrated to give the crude product (1.2 g, 54.5%) as a grown solid. This crude was used in next step without further purification. LCMS (m/z): 163.1 (M+l).

The synthetic route of 4887-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100730; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 22884-10-2 as follows. Application In Synthesis of 2-(1H-Imidazol-1-yl)acetic acid

General procedure: Compound 1 (1.0 equiv) and DMAP (0.1 equiv)were mixed in a 100 mL round-bottom flask and dissolved by DMF and DCM. Then EDCI·HCl (1.0 equiv) and compounds 2g-2i (1.0 equiv) were separately added, and the reaction mixture was subjected to heating at 60C for 3 h. After the completion of the reaction, the solvent DCM was removed under reduced pressure. The mixture was extracted with ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography using a mixture of petroleum ether and EtOAc (3:2) to get compounds 3q-3u. (E)-3-Hydroxy-5-(4-hydroxystyryl)phenyl-2-(1H-imidazol-1-yl)acetate (3q). C19H16N2O4, light yellow solid, yield 90%; mp 167.8-168.4C. 1H NMR (500 MHz, DMSO-d6, delta, ppm, J/Hz): 9.86 (1H, s, 4?-OH), 9.07 (1H, s, 3-OH), 7.77(1H, s, H-1??), 7.41-7.35 (2H, m, H-2?, 6?), 7.06 (1H, d, J = 7.5, H-3??), 7.02 (1H, d, J = 7.5, H-2??), 6.92 (1H, d, J = 15.2, H-alpha),6.82 (1H, d, J = 15.1, H-beta), 6.78-6.75 (2H, m, H-3?, 5?), 6.74 (1H, s, H-2), 6.68-6.66 (1H, m, H-6), 6.56 (1H, t, J = 2.0, H-4),5.33 (1H, s, H-8a), 5.03 (1H, s, H-8b). 13C NMR (125 MHz, DMSO-d6, delta, ppm): 165.30 (C-7), 159.82 (C-3), 158.16 (C-4?),152.19 (C-5), 140.68 (C-1), 138.87 (C-1??), 130.07 (C-2?, 6?), 128.70 (C-1?), 128.61 (C-3??), 128.33 (C-alpha), 126.89 (C-beta),120.90 (C-3??), 116.37 (C-3?, 5?), 114.22 (C-6), 107.85 (C-2), 104.86 (C-4), 46.07 (C-8). HR-ESI-MS m/z 337.1188 [M + H]+(calcd for C19H17N2O4, 337.1194).

According to the analysis of related databases, 22884-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang; Ren; Du; Jin; Li; Xie; Chemistry of Natural Compounds; vol. 54; 5; (2018); p. 864 – 868; Khim. Prir. Soedin.; 5; (2018); p. 735 – 738,4;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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 1000 ml flask were added 108.3 g (1.59 mol) of imidazole and 630 g of tetrahydrofuran. After the atmosphere of the system was replaced with nitrogen, the imidazole was dissolved under stirring. Thereto was added dropwise 39.3 g (0.2 mol) of diphosgene at room temperature over a period of 2 hours. After completion of the dropwise addition, the stirring was continued at room temperature for 1 hour and then the whole was heated to 55C, followed by continuous stirring for another 1 hour. Imidazole hydrochloride yielded as a by-product was filtrated with heat and was then washed with 100 g of tetrahydrofuran. The imidazole hydrochloride filtrated off was dried under reduced pressure at 40C to obtain 83.2 g (0.796 mol) of imidazole hydrochloride (recovery of 100%). A filtrate containing CDI was concentrated and subjected to toluene-crystallization, and CDI was filtrated off under a nitrogen atmosphere. The CDI filtrated off was dried under reduced pressure at 40C to obtain 58.0 g (0.358 mol) of CDI as white crystals (yield 90%). M.p. 111.2 to 118.6C.

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

Reference:
Patent; Hodogaya Chemical Co., Ltd.; EP1731510; (2006); 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, Recommanded Product: 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole

A mixture of Compound 2 (0.70 g, 2 mmol), bis(pinacolate)diborane (0.533 g, 2.1 mmol), bis(diphenylphosphino)ferrocene]dichloropalladium (Pd(dppf)C12) (0.060 g,0.08 mmol) and anhydrous potassium acetate (KOAc) (0.3 93g, 4 mmol) in 1 ,4-dioxane (20 ml) was heated at 80 C. under argon overnight. Afier cooling to RT, the whole was diluted with ethyl acetate (80 ml) then filtered. The solution wasabsorbed on silica gel, then purified by column chromatog-raphy (hexanes/ethyl acetate 5:1 to 3:1) to give a white solid3 (0.64 g, in 81% yield).

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; Khan, Sazzadur Rahman; Zheng, Shijun; Li, Sheng; Mochizuki, Amane; Okada, Keisaku; US2015/87685; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 50995-95-4,Some common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, molecular formula is C6H10N2, 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 2-propylimidazole (0.22 g, 2.04 mmol) to a 150 mL round bottom flask.After stirring potassium carbonate as a base (0.30 g, 2.20 mmol) and acetonitrile as a solvent at 50 C for 40 minutes,After cooling to room temperature, intermediate V (0.43 g, 1.70 mmol) was added and the mixture was warmed to 75 C and the mixture was traced to the end of the reaction.After further concentration, extraction, column chromatography separation, drying and the like, the intermediate VII-4 (0.45 g) is obtained, the yield is 72.6%;a white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Propylimidazole, its application will become more common.

Reference:
Patent; Southwest University; Zhou Chenghe; Man Nabaonei·lamohan·laao·yadafu; Wang Juan; (39 pag.)CN110305064; (2019); A;,
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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 152628-03-0

A suspension of 2 (2.18 g, 10 mmol) in thionyl chloride (20 mL, 276 mmol) was refluxed for 2 h, and then the excess thionyl chloride was removed under a vacuum to provide the crude acid chloride (3) as an off-white solid. The crude product 3 was used in the next step without further purification.

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 152628-03-0.

Reference:
Article; Zhang, Jun; Wang, Jin-Liang; Zhou, Zhi-Ming; Li, Zhi-Huai; Xue, Wei-Zhe; Xu, Di; Hao, Li-Ping; Han, Xiao-Feng; Fei, Fan; Liu, Ting; Liang, Ai-Hua; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4208 – 4216;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem