Category: iodides-buliding-blocks

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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H4F3IO

intermediate 13: step adiethyl 2-(4-(trifluoromethoxy)phenyl)malonateCul (0.26 g, 1.378 mmol), 2-picolinic acid (0.24 g, 1.969 mmol) and cesium carbonate (19.24 g, 59.061 mmol) were combined in a reaction vessel and the flask was evacuated and re-filled with argon (3 times). 1,4-Dioxane was then added followed by diethylmaionate (6 mL, 39.374 mmol) and l-iodo-4-(trifluoromethoxy)benzene (3 mL, 19.687 mmol). The resulting yellow suspension was stirred at room temperature for 48 hours and quenched with saturated NH4CI. The mixture was extracted with EtOAc (2x). The combined organic extracts were dried over Na2SQ4, filtered, and concentrated to provide the title compound.

The synthetic route of 103962-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, Kent; EDWARDS, James, P.; KREUTTER, Kevin, D.; KUMMER, David, A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald, L.; WOODS, Craig, R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell, D.; LEONARD, Kristi, A.; WO2015/57203; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 455-13-0, name is 4-Iodobenzotrifluoride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Iodobenzotrifluoride

General procedure: A 25 mM solution of iodobenzene (5a) and K2CO3 (2 equiv) in H2O/CH3CN (2:1) was pumped at a flow rate of 1.0 mL/min(contact time: 58 s) through a Phoenix flow reactor systemequipped with two cartridges of 4 (total 500 mg; 0.084 mmolPd). Flow hydroxycarbonylation with CO gas introduced from agas module (10 mL/min) was conducted at 100 C and a systempressure of 5 bar. The resulting solution was collected for 50min (50 mL) and the solvent was removed by evaporation. 2 Naq HCl (10 mL) was added and the resulting solid was collectedby filtration, washed with H2O (3 × 10 mL), and dried undervacuum to give benzoic acid (9a) as a white solid without anyfurther purification.Yield: 125 mg (82%); mp 122 C; 1H NMR(400 MHz, DMSO-d6): delta = 12.96 (br s, 1 H, COOH), 7.93 (d, J = 7.2Hz, 2 H, PhH-2 and PhH-6), 7.62 (t, J = 7.2 Hz, 1 H, PhH-4), 7.49 (t, J =7.2 Hz, 2 H, PhH-3 and PhH-5); 13C NMR (101 MHz, DMSO-d6): delta = 167.32 (COOH), 132.87 (Ph), 130.76 (Ph), 129.26 (Ph),128.57 (Ph); ESI-TOF-MS (neg.): m/z = 121 [M – H]-.

The synthetic route of 455-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Osako, Takao; Kaiser, Reinhard; Torii, Kaoru; Uozumi, Yasuhiro; Synlett; vol. 30; 8; (2019); p. 961 – 966;,
Iodide – Wikipedia,
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Synthetic Route of 444-29-1, A common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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.

Step-1: Synthesis of tert-butyl (Z)-(2-(4-(l-(4-(benzyloxy)phenyl)-2-(2- (trifluoromethyl)phenyl)but-l-en-l-yl)phenoxy)ethyl)carbamate 0 “C-RT/12 h Hi) l-iodo-2-(trifluoromethyl)benzene 4M KOH/80 °C/12 h To a stirred solution of l-(benzyloxy)-4-(but-l-yn-l-yl)benzene (2 g, 8.47 mmol, Example- 125, Step-4) in 2-methyl THF (20 mL), was added bis(pinacolato)diboron (2.15 g, 8.47 mmol), tetrakis(triphenylphosphine)platinum (0) (0.13 g, 0.104 mmol) under nitrogen atmosphere, reaction mixture was stirred at 90 °C for 12 h. The solution was allowed to cool to room temperature and tert-butyl (2-(4-iodophenoxy)ethyl)carbamate (2 g, 5.51 mmol), bis(triphenylphosphine)palladium (II) dichloride (0.276 g, 0.393 mmol), cesium carbonate (5.1 g, 15.74 mmol) and 2-methyl THF (20 mL) were added. This mixture was degassed with nitrogen and water (0.2 mL) was added. This mixture was stirred at room temperature for 12 h. After completion of reaction, to the above reaction mixture 4M KOH (11 mL, 4.48 mmol) and l-iodo-2-(trifluoiOmethyl)benzene (3.2 g, 12.2 mmol) were added. Reaction mixture was stirred at 80 °C for 12 h. After completion of reaction, reaction mixture was cooled to room temperature, diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude material was purified by column chromatography over 230-400 mesh silica gel using 5percent EtOAc in n- hexane to afford tert-butyl (Z)-(2-(4-(l-(4-(benzyloxy)phenyl)-2-(2- (trifluoromethyl)phenyl)but-l-en-l-yl)phenoxy)ethyl)carbamate (2 g, 36percent).

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (161 pag.)WO2016/196342; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, 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. Computed Properties of C9H11I

A solution of Pd(PPh3)2Cl2 (0.26 g, 0.41 mmol), triethylamine (1.7 mL, 12.2 mmol), l-iodo-2-isopropylbenzene (1.0 g, 4.1 mmol), CuI (0.077 g, 0.41 mmol) and trimethylsilylacetylene (0.19 g, 0.81 mmol) in DMF (15 mL) was heated for 30 min at 80 0C. The resulting mixture was concentrated and purified by silica gel chromatography using hexanes to afford the title compound as yellow oil (0.85 g, 97%). [0154] 1H NMR (500 MHz, DMSO-J6): delta 0.23 (s, 9H), 1.20 (d, J = 7.0 Hz, 6H), 3.35 (qn, J = 6.9 Hz, IH), 7.17 (td, J = 7.3, 1.8 Hz, IH), 7.31-7.39 (m, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19099-54-8, its application will become more common.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 26059-40-5

2-(2-iodophenyl)ethanol 91 (4.85 g, 19.60 mmol) was dissolved in acetonitrile (60 mL) and IBX (16.0 g, 57.10 mmol) was added at room temperature. The mixture was stirred under reflux for 1 hour and then cooled to room temperature. The mixture was then filtered through a large cotton plug, and the filtrate was concentrated and purified through a silica plug. The crude aldehyde was obtained as oil and used without further purification. A THF (10 mL) solution of the aldehyde obtained above was added to a solution of 2-methyl-1-propenylmagnesium bromide (64 mL, 32 mmol, 0.5 M in THF) in THF (65 mL) at 0 C via cannula, over 40 minutes. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was then diluted with hexanes, quenched with saturated NH4Cl and extracted with diethyl ether (3 x 50 mL). The combined extracts were dried over MgSO4 and purified via silica gel flash chromatography (EtOAc/hexanes) to give iodide 11 as oil (3.37 g, 57%, 2 steps).

The synthetic route of 26059-40-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fischer, Derek; Nguyen, Thong X.; Trzoss, Lynnie; Dakanali, Marianna; Theodorakis, Emmanuel A.; Tetrahedron Letters; vol. 52; 38; (2011); p. 4920 – 4923;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 627-32-7, 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. 627-32-7, name is 3-Iodo-1-propanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixture of emodin (10 mmol) in dry DMF (50 mL) were added Cs2CO3 (12 mmol) and hydroxybromides or iodides (30 mmol) at room temperature. After stirring for 36 h at 60 C, the resulting mixture was evaporated under reduced pressure and then mixed with water (100 mL). The pH value of aqueous phase was adjusted to around 5 with 10% hydrochloric acid solution, extracted with dichloromethane (2 100 mL). The combined organic layer was washed with brine (200 mL), dried over anhydrous sodium sulfate and evaporated to dryness. The crude product was purified by silica gel column chromatography with 1%-10% ethyl acetate in petroleum to afford compounds 6a-6f. 1,8-Dihydroxy-3-(3-hydroxypropsoxy)-6-methylanthracene-9,10-dione (6a). According to the generalprocedure C, emodin was treated with 3-iodopropan-1-ol and then purified by silica gel columnchromatography to give compound 6a: Brown solid; yield, 55%; 1H-NMR delta 12.14 (s, 1H), 11.96 (s, 1H),7.51 (s, 1H), 7.21-7.13 (m, 2H), 6.85 (d, J = 2.5 Hz, 1H), 4.62 (t, J = 5.2 Hz, 1H), 4.23 (t, J = 6.3 Hz, 2H),3.58 (q, J = 5.9 Hz, 2H), 2.43 (s, 3H), 1.95-1.87 (m, 2H); 13C-NMR delta 189.78, 180.98, 165.53, 164.32, 161.42,148.44, 134.66, 132.69, 124.13, 120.51, 113.30, 109.60, 107.84, 106.83, 65.99, 57.00, 31.71, 21.49; ESI, m/z:329.1 [M + H]+.

The synthetic route of 3-Iodo-1-propanol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Kun; Jin, Ming-Ji; Quan, Zhe-Shan; Piao, Hu-Ri; Molecules; vol. 24; 5; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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 355-43-1, Product Details of 355-43-1

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Article; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 400-97-5,Some common heterocyclic compound, 400-97-5, name is 1-Iodo-2-nitro-4-(trifluoromethyl)benzene, molecular formula is C7H3F3INO2, 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.

2) A solution having 30 g of 4-iodo-3-nitrobenzotrifluoride obtained in the preceding step dissolved in 300 ml of acetic acid, was heated, and 26.43 g of reduced iron was added thereto over a period of 15 minutes at a temperature of from 85 to 95 C. Then, the mixture was reacted for further 5 minutes at the same temperature. After completion of the reaction, the reaction mixture was cooled with ice, and insoluble matters were filtered off using celite. The filtration cake was thoroughly washed with ethyl acetate, and the washing liquid and the filtrate were mixed, followed by washing with water for 5 times. The obtained ethyl acetate layer was dried over anhydrous sodium sulfate, and ethyl acetate was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 25.52 g of oily 3-amino-4-iodobenzotrifluoride. The NMR spectrum data of this product are as follows. hu 1H-NMR deltappm [Solvent: CDCl3 ] 6.70 (dd,1H), 6.93 (d,1H), 7.73 (d,1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-nitro-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US5998334; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, 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 52548-63-7, SDS of cas: 52548-63-7

A solution of 150 g of potassium hydroxide in 850 ml of water is treated with 47.5 ml of thiophenol at 55 C under a nitrogen atmosphere. The mixture is stirred for 15 minutes and subsequently treated with 1.9 g of copper powder and 207 g of 5-fluoro-2-iodo-benzoic acid. The mixture is heated under reflux for 7 hours, filtered while hot, cooled and acidified with concentrated hydrochloric acid. The precipitated product is filtered off, washed with water and dried. There is obtained 3-fluoro-6-(phenylthio)-benzoic acid which melts at 146-148 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, 5-Fluoro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4006144; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6937-34-4, The chemical industry reduces the impact on the environment during synthesis 6937-34-4, name is 3-Iodophthalic acid, I believe this compound will play a more active role in future production and life.

(a) 4-Iodoisobenzofuran-l,3-dione. A solution of 3- iodophthalic acid (5.00 g, 17 mmol, commercially available from Fluorchem Products, West Columbia, SC) and acetic anhydride (15 mL) was placed in a sealed flask and then heated in an oil bath at 1400C for 4 hours. The solution was cooled to room temperature, and then placed in an ice bath. The solids were collected by filtration, washed with cold ether, and dried under vacuum.

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, 3-Iodophthalic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2008/130508; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com