Iodides-buliding-blocks

Synthetic Route of 52548-14-8, 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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyl 2-iodo-5-methylbenzoate (B-I)A visually clean 100 L flask equipped with a mechanical stirrer thermocouple and water chilled condenser was charged with MeOH (50 L). 2-iodo-5-methylbenzoic acid (5.85 kg, 22.32 mol) was then added while stirring. Concentrated sulfuric acid (0.595 L, 11.16 mol) was then added portion- wise which caused an increase in temperature from 17 0C to 22 0C. This mixture was gradually brought to an internal temperature of 64.60C and aged overnight (-18 h). The next morning the reaction had reached >98% conversion by HPLC. The flask was cooled to 16 0C by placing in an ice bath and 850 mL of 10 N NaOH (0.98 equiv.) was added slowly (over 10 minutes) while monitoring the pH. After the addition the pH was 5-6 (caution: bringing pH over 9 can result in saponification during the work-up). The solution was then concentrated to about 16 L and this suspension was transferred to a 100 L extractor. The flask was rinsed with 8 L of IPAc and 4 L of water which were also transferred to the extractor. 32 L of IPAc were added along with 10 L of 5 w% NaHCO3 and 1 OL of 15 w% Brine. The layers were cut and the aqueous layers were back-extracted with 20 L of IPAc. The organic layers were then combined and washed with 10 L of 15 w% Brine. The organic layers were collected Io provide BA (6.055 kg, 21.93 mol, 98 % yield) in 98.3% purity. lH NMR (500 MHz, CDCI3, 293K5 TMS): 7.84 (1H5 d, J – 8.07 Hz), 7.62 (1 H5 d, J = 2.14 Hz)5 6.97 (1 H, dd, J – 8.08, 2.14 Hz), 3.97-3.86 (3 H5 m)5 2.33 (3 H, s).

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-Iodo-5-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2142-70-3, 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. 2142-70-3 name is 1-(2-Iodophenyl)ethanone, 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.

A sealed tube was charged with CuI (0.19g, 1.0mmol, 2.5 equiv.), AgF (0.13g, 1.0mmol, 2.5 equiv.), pyridine (0.27mL, 8.3 equiv.), various iodoarenes (0.4mmol, 1.0 equiv.), triethyl(1,1,2,2-tetrafluorobut-3-en-1-yl)silane (4 : 0.19g, 0.8mmol, 2.0 equiv.) and DMF (3.2mL, 0.25M) in glove box. The sealed tube was brought under an atmosphere of argon and capped. The resulting mixture was stirred at 60C for 16h, and then cooled room temperature. The resulting mixture was passed through short column. The eluent was concentrated in vacuo to give the crude materials, which were purified by silica gel column chromatography, leading to the desired coupling products

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

Reference:
Article; Yakushijin, Ryosuke; Yamada, Shigeyuki; Konno, Tsutomu; Journal of Fluorine Chemistry; vol. 225; (2019); p. 35 – 43;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, belongs to iodides-buliding-blocks 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 101066-87-9, Application In Synthesis of 4-Iodo-2-(trifluoromethyl)benzonitrile

EXAMPLE 18 A mixture of 4-iodo-2-trifluoromethylbenzonitrile (1.65 g.), bis-(triphenylphosphine)palladium (II) chloride (0.07 g.), cuprous iodide (0.01 g.), 1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol (1.2 g.) and diethylamine (25 ml.) was stirred at laboratory temperature under an atmosphere of argon for 4 hours and then evaporated to dryness. The residue was purified by flash chromatography on a silica gel (Merck 385) column using a 1:1 v/v mixture of ethyl acetate and petroleum ether (b.p. 60-80 C.) as eluant, and the product was crystallized from a 4:1 v/v mixture of petroleum ether (b.p. 60-80 C.) and ethyl acetate. There was thus obtained 4-(4-cyano-3-trifluoromethylphenyl)-1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol, m.p. 134-136 C.

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; Imperial Chemical Industries PLC; US4873329; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Iodo-2-(trifluoromethyl)benzonitrile

General procedure: A suspension of thiohydantoin 1 (1 mmol), aryliodide (3 mmol),copper(I) iodide (1 mmol), 1,10-phenanthroline (1 mmol), and sodiumtert-butoxide (2 mmol) in 5 ml of freshly dried dimethylformamide(DMF) was stirred for 12 h at rt with TLC checking, and then heated in the microwave oven for 30 min at 100 C. After the same work-up as above but with 100 ml of water, the product was likewise purified and recrystallized.

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:
Article; Aladinskiy, Vladimir A.; Averochkin, Gleb M.; Beloglazkina, Elena K.; Dlin, Egor A.; Finko, Alexander V.; Ivanenkov, Yan A.; Kalinina, Marina A.; Laikov, Dimitri N.; Majouga, Alexander G.; Mironov, Andrei V.; Skvortsov, Dmitry A.; Vorobyeva, Nataliya S.; Zyk, Nikolay V.; Bioorganic Chemistry; vol. 100; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, belongs to iodides-buliding-blocks 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 58755-70-7, Formula: C7H6INO3

Compound A 1.8 mmol and compound B 1.5 mmol were added to 5 mL of dry N,N-dimethylformamide. Then, 2 mL of triethylamine and 105 mg of bis(triphenylphosphine)palladium(II) chloride were successively added thereto. Degassing operation under nitrogen protection, rapidly adding 0.2 mmol of cuprous iodide and 0.01 g of manganese tetroxide. The reaction was carried out under nitrogen atmosphere for 3 h. Filtration, to the filtrate was added 60 mL of ethyl acetate then washed. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The organic layer was dried with a rotary evaporator. The crude C was placed in the separation of the column, eluent was dichloromethane-methanol 100: 1, 50: 1 (v: v) gradient, to obtain a white solid C.

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-Iodo-4-methoxy-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ITIC Medchem (Suzhou) Co., Ltd.; Hu, Haiwei; Ding, Jing; Yan, Yongping; Zheng, Hui; Yan, Hui; (11 pag.)CN105669525; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 624-76-0, name is 2-Iodoethanol, belongs to iodides-buliding-blocks 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 624-76-0, Formula: C2H5IO

(i) Preparation of (2-iodoethoxy)-tert-butyldimethylsilane To a stirred solution of 2-iodoethanol (17.2 g; 100 mmol) and imidazole (8.17 g; 120 mmol) in dichloromethane (100 mL) was added tert-butyldimethylsilyl chloride (15.83 g; 105 mmol) at such a rate that the reaction temperature did not rise above 30 C. Upon complete addition the solution was left stirring for 17 h, then washed with water (2*50 mL) and brine (50 mL) and dried over MgSO4. Evaporation of the solvent afforded the target compound (28.0 g; 97.8 mmol; 98%) as a colourless liquid. 1H-NMR (400 MHz) (CDCl3): delta=3.83 (t, 2H, J=7.0 Hz), 3.83 (t, 2H, J=7.0 Hz), 3.20 (t, 2H, J=7 Hz), 0.90 (s, 9H), 0.08 (s, 6H) ppm.

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; DRIVER, Michael; TARBIT, Brian; GEHRE, Alexander; US2013/59970; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, belongs to iodides-buliding-blocks 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 31599-61-8, Quality Control of 4-Iodo-1,2-dimethylbenzene

14 Typical procedure for the preparation of 4,5-disubstituted-1,2,3-(NH)-triazoles (synthesis of 3a): A round-bottom sidearm flask (10 mL) containing PdCl2(PPh3)2 (0.015 mmol) was subjected to the Schlenk-line procedures of evacuation and purging of CO for three cycles. Iodobenzene and 4 equiv Et3N (1.2 mmol) were successively added, and the mixture was stirred at room temperature for 10 min, then 1-hexyne (0.45 mmol) was added, continuously stirred at room temperature for 14 h. Then NaN3 (35.1 mg, 0.54 mmol) and 1 mL DMSO were added to the mixture and the reaction continued at 45 C for 36 h. Following, to the reaction mixture was added water (2 mL), 20% HCl solution (1 mL) and extracted with ether (3 * 10 mL). The combined organic phases were washed with brine (2 * 5 mL), dried over anhydrous MgSO4 and concentrated in vacuo. The residue was subjected to flash column chromatography with hexanes/EtOAc (5/1) as eluent to obtain the desired 3a (56.33 mg, 82% yield). All products gave satisfactory spectroscopic and analytical data.

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-Iodo-1,2-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Na; Wang, Dong; Li, Jihui; Shi, Weilin; Li, Chao; Chen, Baohua; Tetrahedron Letters; vol. 52; 9; (2011); p. 980 – 982;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 82777-09-1,Some common heterocyclic compound, 82777-09-1, name is 2′-Iodo-1,1′:3′,1”-terphenyl, molecular formula is C18H13I, 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.

Example 3 Synthesis of Exemplified Compound BOl[0107] [Chem. 14] [0108] The following reagents and solvents were charged into a 100-mL recovery flask. 2 , 8-Dibromodibenzothiophene : 600 mg (1.75 mmol) ( 1 , 3-Bis (diphenylphosphino) propane ) dichloronickel ( II ) : 380 mg (0.70 mmol)Toluene: 24 mLTriethylamine : 1.46 mL After this reaction solution was heated to 90C and was then added with 1.53 mL (10.5 mmol) of 4 , 4 , 5, 5-tetramethyl- 1, 3, 2-dioxaborolane, heating was performed for 6.5 hours. After the reaction solution was cooled to room temperature, the reaction was quenched by addition of water, and an insoluble matter was removed by filtration of the reaction solution. After a reaction product in the filtrate was extracted using toluene, this extracted solution was washed with water and was then dried over sodium sulfate, followed by concentration, so that a crude product was obtained. The obtained crude product was refined by a silica gel column chromatography (eluent: toluene), and 124 mg of intermediate S-Bpin2 was obtained (yield: 16%) . [0109] Then, the following reagents and solvents were charged into a 50-mL recovery flask. 2 ‘ -Iodo-m-terphenyl: 245 mg (0.688 mmol) S-Bpin2:120 mg (0.275 mmol) Tetrakis ( triphenylphosphine ) palladium ( 0 ) : 25 mg (22 umol) Toluene: 6 mLEthanol: 3 mL 30-wt% cesium carbonate aqueous solution: 3 mL This reaction solution was heat-refluxed for 4.5 hours while being stirred in a nitrogen atmosphere. After the reaction was completed, the reaction solution was washed with water and was then dried over sodium sulfate, followed by concentration, so that a crude product was obtained.Next, this crude product was refined by a silica gel column chromatography (eluent: heptane/chloroform=3/l ) , and heating dispersion washing was further performed using a mixed solvent containing hexane and ethanol. After a crystal thus obtained was vacuum dried at 150C, sublimation refining was performed at a pressure of 10~4 Pa and a temperature of 340C, so that 120 mg of a high-purity exemplified compound B01 was obtained (yield: 68%). [0110] The result of identification of the obtainedcompound is shown below. [MALDI-TOF-MS] Observed value:[1H-N R (400 MHz, CDC13) ]delta 7.75-7.42 (m, 6H) , 7.35 (d, 2H) , 7.16-7.01 (m, 22H) , 6.85 (dd, 2H) . In addition, the Tl energy (equivalent wavelength) of the exemplified compound B01 was 423 nm measured by a method similar to that of Example 1. [0111] When the energy gap of the exemplified compound B01 was further measured by a method similar to that of Example 1, the absorption edge of the absorption spectrum was 322 nm, and the energy gap of the exemplified compound B01 was 3.85 eV. [0112] In addition, when the ionization potential of the exemplified compound B01 was measured by a method similar to that of Example 1, 6.49 eV was obtained. [0113] Furthermore, when the LUMO level of the exemplified compound B01 was estimated by a method similar to that of Example 1, it was estimated to be -2.64 eV.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2′-Iodo-1,1′:3’,1”-terphenyl, its application will become more common.

Reference:
Patent; CANON KABUSHIKI KAISHA; KOSUGE, Tetsuya; KAMATANI, Jun; KISHINO, Kengo; TOMONO, Hiroyuki; WO2011/132624; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., SDS of cas: 32024-15-0

7-Ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72In an ace pressure tube, 2-((2,2-diethoxyethylamino)methyl)-6-ethoxyphenol SAO 33014 (244 mg, 0.86 mmol) and 3-iodo-4,5-dimethoxybenzaldehyde RBO 40110 (250 mg, 0.86 mmol) were dissolved in a mixture EtOH:37% HCI solution = 1 :1 (10 ml_). The reaction mixture was stirred at 100C for 10 min then cooled to RT. The volatiles were removed under vacuum and the residue was taken back in EtOAc (150 ml_) and neutralized with a 10% NaHCO3 aq. solution (15 ml_). The separated organic layer was washed with water (3×30 ml_), brine (30 ml_), dried over Na2SO4, filtered and evaporated to give a yellow solid. This solid was purified by column chromatography (SiO2, eluent CH2CI2:EtOAc = 100:0 to 50:50) to give, after evaporation and drying, 7-ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol (37 mg). This solid was dissolved in MeOH (2 ml_) and a 0.49 N HCI solution in MeOH (160 muIota_, 0.08 mmol) was slowly added. The reaction mixture was stirred at 4C for 15 min. After evaporation and drying under P2O5, 7-ethoxy-4-(3-iodo-4,5- dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72 (39 mg, 9% yield) was obtained as a yellow solid. MW: 501 .75; Yield: 9%; Yellow Solid; Mp (C): 221 .9Rf. 0.40 (CH2CI2:EtOAc = 50:50, free base).1H-NMR (CD3OD, delta): 1 .50 (t, 3H, J = 9 Hz, CH3), 3.75 (s, 3H, OMe), 3.81 (s, 3H, OMe), 4.35 (q, 2H, J = 9 Hz OCH2), 4.47 (s, 2H, CH2), 7.00 (s, 1 H, ArH), 7.23 (s, 1 H, ArH), 7.82 (d, 1 H, J = 9 Hz, ArH), 8.03 (d, 1 H, J = 9 Hz ArH), 8.09 (s, 1 H, ArH), 9.66 (s, 1 H, ArH).13C-NMR (CD3OD, delta): 15.0 (CH3), 35.9 (CH2), 56.5 (O-CH3), 60.7 (O-CH3), 66.9 (O- CH2-CH3), 93.1 , 1 15.0 (ArH), 1 16.5 (ArH), 120.5, 126.8 (ArH), 128.4 (ArH), 131 .6 (ArH), 132.6, 137.3, 137.4, 142.8 (ArH), 146.5, 147.0, 149.3, 154.2.MS-ESI m/z (% rel. Int.): 466.0 ([MH]+, 100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 4.68 min, peak area 99.0%.

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; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-76-0, 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 624-76-0 as follows.

General procedure: To a solution of 5-(tert-butyl)-N-(8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)- 2,3,4,5-tetrahydro-1H-benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide (200 mg, 0.41 mmol) in CH3CN (20 mL) were added 2-iodoethanol (141 mg, 0.82 mmol) and K2co3(170 mg, 1.23 mmol). The mixture was stirred at 80oC for 2 h. The mixture was diluted with EtOAc (100 mL), washed with water (60 mL) and concentrated. The crude product was purified by prep- HPLC (CH3CN/H2O with 0.05% NH4Hco3as mobile phase) to give 5-(tert-butyl)-N-(2-(2- hydroxyethyl)-8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2,3,4,5-tetrahydro-1H- benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide as a yellow solid (90 mg, yield: 32%). ESI-MS (M+H)+: 532.3.1H NMR (400 MHz, CD3OD) delta: 8.43 (d, J = 5.2 Hz, 1H), 8.04-8.00 (m, 3H), 7.64 (s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.25 (d, J = 5.0 Hz, 1H), 5.60 (d, J = 9.6 Hz, 1H), 4.22-4.10 (m, 2H), 3.91 (s, 3H), 3.75 (t, J = 6.0 Hz, 2H), 3.28-3.21 (m, 2H), 2.69-2.65 (m, 2H), 2.31-2.27 (m, 1H), 2.00-1.97 (m, 1H), 1.53 (s, 9H).

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN MA INC.; HOPKINS, Brian, T.; MA, Bin; PRINCE, Robin; MARX, Isaac; LYSSIKATOS, Joseph, P.; ZHENG, Fengmei; PETERSON, Matthew; PATIENCE, Daniel, B.; (205 pag.)WO2018/191577; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com