Category: 15813-09-9

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

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. 15813-09-9, name is 4,5-Diiodo-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 4,5-Diiodo-1H-imidazole

(2) The product of the previous step (4-iodo-1H-imidazole and a little diiodo-substituted imidazole, 78 kg)60 kg of isopropyl alcohol and 240 kg of water were added,Adding 67.5 kg of sodium sulfite,Reflux reaction to raw material disappears.Cooled and filtered (the filtrate used as solvent in the next batch, no emissions)Extraction (using ethyl acetate extraction),Concentration under reduced pressure gave the compound 4-iodo-1H-imidazole (38 kg, purity was 99.2% by high performance liquid phase).

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; Hangzhou Lide Biological Technology Co., Ltd.; Ren Guobao; Wu Yan; Li Chuanbin; (5 pag.)CN106674121; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15813-09-9, These common heterocyclic compound, 15813-09-9, name is 4,5-Diiodo-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.

To a solution of 4,5-diiodo-1H-imidazole (2.0 g, 5.9 mmol) in DMF (45 mL) was added NaH (60% in mineral oil, 356 mg, 8.91 mmol). The mixture was stirred at RT for 30 min, then treated with 2-(2-bromoethyl)isoindoline-1,3-dione (2.33 g, 8.91 mmol). The mixture was stirred at 60 C. overnight, then allowed to cool to RT and poured into water (30 mL). The precipitated solid was collected and dried to give the title compound as a white solid (1.72 g, 59%). MS (ES+): C13H9I2N3O2 requires: 493, found: 434 [M+H]+.

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

Reference:
Patent; Board of Regents, The University of Texas System; LE, Kang; SOTH, Michael J.; JONES, Philip; CROSS, Jason Bryant; CARROLL, Christopher L.; MCAFOOS, Timothy Joseph; MANDAL, Pijus Kumar; US2019/298729; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 15813-09-9, name is 4,5-Diiodo-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 15813-09-9, Safety of 4,5-Diiodo-1H-imidazole

1 (12.0 g, 37.5 mmol) was dissolved in a reaction system of ethanol (120 mL) and water (20 mL)Na2SO3 (23.6 g, 188.0 mmol),The reaction was refluxed for 72 hours,Ethanol was removed under reduced pressure,Ethyl acetate extraction,Dried over anhydrous magnesium sulfate,Remove the solvent,Methylene chloride was recrystallized to give a white solid,Yield 48.1%.

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

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

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., Formula: C3H2I2N2

A mixture of 2 (12.0 g, 37.5 mmol)and Na2SO3 (23.6 g, 187.3 mmol) in EtOH (120 mL) and H2O (20 mL)was refluxed for 72 h. The mixture was concentrated in vacuo andthe residue was extracted with ethyl acetate. The crude productwas purified by recrystallization from dichloromethane to afford 3as a white solid (3.5 g, 48.1%). Mp 137e139 C. 1H NMR (300 MHz,Chloroform-d) d(ppm) 7.0 (s, 1H), 7.5 (s, 1H). MS (EI) m/z 194.9[MH].

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 15813-09-9.

Reference:
Article; Zou, Yi; Wang, Fang; Wang, Yan; Sun, Qirui; Hu, Yue; Li, Yuezhen; Liu, Wen; Guo, Wenjie; Huang, Zhangjian; Zhang, Yihua; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 293 – 304;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 15813-09-9, 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. 15813-09-9 name is 4,5-Diiodo-1H-imidazole, 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.

Step b: 4-(4-iodo- lH-imidazol-5-yl)tetrahydro-2H-pyran-4-ol[0548] ft-BuLi (2.5 M, 24.8 mL, 62.0 mmol) was added to a solution of 4,5-diiodo-lH-imidazole (9.6 g, 30.0 mmol) in THF (100.0 mL) at -78C and the mixture was stirred at -78C for 30 min. Dihydro-2H-pyran-4(3H)-one (6.0 g, 60.0 mmol) was added and the reaction mixture was stirred at -78C for 10 min and then allowed to warm to room temperature over 1 h. Saturated NH4C1 solution was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (PE to PE/EA = 1 : 1 to DCM/MeOH = 50: 1) to give 2.7 g of the title compound as a white solid (30%> yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Diiodo-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 15813-09-9, These common heterocyclic compound, 15813-09-9, name is 4,5-Diiodo-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.

4,5-Diiodo-1H-imidazole 21 (0.50 g, 1.6 mmol) in THF (15 mL)was cooled to 0 C and NaH (60% suspension in mineral oil)(0.10 g, 2.5 mmol) was added slowly. The reaction was allowedto come to rt and stir under N2 for 30 min. 4-Methoxybenzyl chloride (0.28 mL, 2.0 mmol) was added and stirred at 50?C for 18 h.The reaction was allowed to cool to rt, quenched with water(10 mL) and extracted with EtOAc (2 10 mL). The combinedorganic solutions were washed with water (10 mL), brine(10 mL), dried (anhyd. Na2SO4) and concentrated. The resultingcrude residue was purified by column chromatography (4:6EtOAc/Hexane) to give 22 as a yellow solid (0.63 g, 91%). m.p.= 158-160?C; 1H NMR: delta = 7.55 (s, 1H), 7.10 (d, J = 8.6 Hz, 2H),6.88 (d, J = 8.6 Hz, 2H), 5.07 (s, 2H), 3.80 (s, 3H); 13C NMR:delta = 159.9, 141.2, 129.2, 126.7, 114.5, 96.1, 82.4, 55.4, 53.1; IR(cm1): 3099, 2929, 2832, 1611, 1510, 1433, 1298, 1241, 1174,1024, 816, 760, 629; HR-ESIMS (m/z): Calcd. for [M+H]+C11H11N2OI2 is 440.8955 found 440.8956.

Statistics shows that 4,5-Diiodo-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 15813-09-9.

Reference:
Article; Koswatta, Panduka B.; Kasiri, Sabha; Das, Jayanta K.; Bhan, Arunoday; Lima, Heather M.; Garcia-Barboza, Beatriz; Khatibi, Nicole N.; Yousufuddin, Muhammed; Mandal, Subhrangsu S.; Lovely, Carl J.; Bioorganic and Medicinal Chemistry; vol. 25; 5; (2017); p. 1608 – 1621;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

15813-09-9, Adding a certain compound to certain chemical reactions, such as: 15813-09-9, name is 4,5-Diiodo-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 15813-09-9.

Preparation 71 4-iodo-1H-imidazole To a solution of 4,5-diiodo-1H-imidazole (Preparation 70, 7.7 g, 24 mmol) in ethanol (80 ml) and water (20 ml) was added solid sodium sulfite heptahydrate (20 g, 79 mmol). The reaction mixture was heated at reflux for 16 h, cooled, and the solid by-products were removed by filtration. The filtrate was then concentrated in vacuo and the resultant solid was dnred by suction. The crude residue was recrvstallised from dichloromethane to give the title compound as a white solid (4.6 g, 64%). NMR (CDCl3, selected data for the free base: 7.0 (s 1H), 7.5 (s, 1H). MS (TSP): M/Z (MH+): 195.2; C3H3129IN2+H requires 194.9.

According to the analysis of related databases, 15813-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer INC; US6313312; (2001); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem