Category: iodides-buliding-blocks

20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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. Computed Properties of C6H3Cl2I

Palladium(II) acetate (0.17 g, 0.73 mmol) was added to a mixture of 1,2- dichloro-4-iodobenzene (2.00 g, 7.33 mmol), prop-2-en-l-ol (0.75 mL, 1 1 mmol), benzyltriethylammonium chloride (1.67 g, 7.33 mmol) and sodium bicarbonate (1.54 g, 18.3 mmol) in DMF (5 mL) and the mixture was degassed and back filled with Ar three times. The reaction mixture was heated at 60 C for 2 h. The mixture was diluted with Et20 (15 niL) and H2O (15 niL) and the mixture was filtered through a celite pad. The organic layer was separated and the aqueous layer was extracted with E20 twice. The combined organic layers were dried over MgS04, filtered and concentrated. The residue was purified by ISCO chromatography (EtOAc/Hexanes 0- 10% over 20 min, column 80 g, flow rate 40 mL/min) to give Intermediate 16A (1.0 g, 4.9 mmol, 67 % yield) as a yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.78 (2 H, t, J=7.3 Hz), 2.91 (2 H, t, J=7.3 Hz), 7.03 (1 H, dd, J=8.2, 2.1 Hz), 7.29 (1 H, d, J=2.3 Hz), 7.35 (1 H, d, J=8.0 Hz), 9.81 (1 H, s).

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ABELL, Lynn; ADAM, Leonard; CAVALLARO, Cullen L.; FINLAY, Heather; FRIENDS, Todd J.; HANGELAND, Jon J.; JIANG, Ji; LAWRENCE, R. Michael; QIAO, Jennifer X.; HU, Carol Hui; WANG, Tammy C.; WO2013/49096; (2013); A1;,
Iodide – Wikipedia,
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5159-41-1, name is 2-Iodobenzyl alcohol, 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. Quality Control of 2-Iodobenzyl alcohol

The reaction was carried out using o-iodobenzyl alcohol (i.e., R1 in the formula (I) o) 1.0 mmol (234.0 mg)The procedure and procedure were the same as in Example 1, aqueous ammonia (1.6 mol / L) 5.0 mL, catalyst copper sulfate was used in an amount of 5 mol% (8.0 mg)TEMPO is used in an amount of 8 mol% (12.5 mg) at a reaction temperature of 120 C and a reaction time of 18 h. The crude product is purified by column chromatography(Petroleum ether: ethyl acetate = 10: 1) to give the pure title product at 206.1 mg yield of 90%.

The synthetic route of 5159-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Zhang Guofu; Zhao Yiyong; Zhang Guihua; Ding Chengrong; Yu Yidong; Lv Jinghui; (10 pag.)CN106866326; (2017); A;,
Iodide – Wikipedia,
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Synthetic Route of 2142-70-3, 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. 2142-70-3, name is 1-(2-Iodophenyl)ethanone belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: (0013) A mixture of aryl halide (1 equiv), Cu(0) powder (10 equiv), and CuTC (2 equiv) in DMSO (0.2 mL/mmol of aryl halide) was stirred at 65-70 C for 15-72 h. Water and EtOAc were added, and the two phases were separated. The aqueous layer was extracted twice with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the crude product which was further purified by preparative TLC (EtOAc/hexanes) to furnish the desired product.

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-(2-Iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yasamut, Kittisak; Jongcharoenkamol, Jira; Ruchirawat, Somsak; Ploypradith, Poonsakdi; Tetrahedron; vol. 72; 40; (2016); p. 5994 – 6000;,
Iodide – Wikipedia,
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Synthetic Route of 624-75-9,Some common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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.

The synthesis of (cyanomethyl)trimethylphosphonium iodide is carried out in very much the same way as the procedure described in the literature [J. Org. Chem. 2001, 66, 2518-2521] from trimethylphosphine and iodoacetonitrile. 2.42 g of (cyanomethyl)trimethylphosphonium iodide is added to a solution of 1 g of alcohol 8 in 18 ml of propionitrile, and then 2.1 ml of diisopropyl ethylamine is added in drops. The reaction mixture is stirred for 14 hours at 97 C. After cooling to room temperature, the batch is mixed with 10 ml of water and 1 ml of concentrated hydrochloric acid. The phase separation is carried out between ethyl acetate/water. The organic phase is washed with water and saturated sodium chloride solution, dried on magnesium sulfate and concentrated by evaporation. Column-chromatographic purification (cyclohexane/ethyl acetate) yields 480 mg of cyanide 11b as a colorless foam (GC-MS: m/z theor.: 535, pract.: 535).

The synthetic route of 624-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Braeuer, Nico; Peters, Olaf; Hillisch, Alexander; Bohlmann, Rolf; Richter, Margit; Muhn, Hans-Peter; US2005/65135; (2005); A1;,
Iodide – Wikipedia,
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Electric Literature of 105202-02-6, 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. 105202-02-6, name is 2-Iodo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: PdCl2(PPh3)2 (35.1 mg, 0.05 mmol), CuI (9.5 mg, 0.05 mmol), PPh3 (13.1 mg, 0.05 mmol) and iodoaniline derivatives (1.00 mmol) were stirred under N2 in a mixed solvent with CH3CN (5 mL) and Et3N (1 mL). The alkyne (1.20 mmol) was added to the mixture and stirred in reflux. The reaction was monitored by TLC. After completion, H2O (10 mL) was added to the reaction mixture and extracted with ethyl acetate (3 × 10 mL). The combined organic solution was washed with brine, dried over anhydrous MgSO4, concentrated at the reduced pressure. And the crude product was purified by column chromatography to give 2-alkynylanilines.

The chemical industry reduces the impact on the environment during synthesis 2-Iodo-5-(trifluoromethyl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Sheng-Yan; Sun, Shan-Gang; Guo, Yu-Shuang; Lu, Xiao-Fan; Guo, Dian-Shun; Tetrahedron Letters; vol. 59; 41; (2018); p. 3719 – 3723;,
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Reference of 328-73-4, The chemical industry reduces the impact on the environment during synthesis 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

To a solution of compound 13a (125 mg, 0.412 mmol), and Et3N (1 mL) in DMF (4 mL), 1-iodo-3,5-bis(trifluoromethyl)benzene (146 muL, 0.824 mmol), CuI (15.7 mg, 0.082 mmol) and Pd(PPh3)4 (47.7 mg, 0.041 mmol) were added. The reaction mixture was stirred at room temperature overnight and filtered through a SiO2 pad. The residue was washed with 50percent EtOAc/hexane (4.x.15 mL) and concentrated in vacuo. The residue was purified by flash chromatography using 10percent EtOAc in hexane to afford 11a (138 mg, 65percent yield) as white solid. Rf (20percent EtOAc in hexane) 0.71; 1H NMR (300 MHz, CDCl3) delta 7.89 (s, 2H), 7.82 (s, 1H), 7.54-7.51 (m, 2H), 7.45-7.40 (m, 2H), 5.57 (s, 1H), 5.39 (br s, 1H), 4.55 (d, J=11.3 Hz, 2H), 4.11 (d, J=11.5 Hz, 2H), 1.50 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 154.3, 137.1, 131.9, 129.4, 128.4, 128.4, 126.0, 124.6, 122.1, 102.0, 88.3, 82.9, 80.5, 72.8, 47.9, 28.4; IR (CH2Cl2): 3702, 3669, 3602, 3426, 2983, 2923, 2869, 1720, 1606, 1491, 1457, 1385, 1372, 1181, 1142; LRMS (EI): m/z 496 ([M+-F], 2), 459 (3), 430 (2), 399 (1); HRMS (EI): m/z calcd for C25H23NO4F5 [M+-F]: 496.1544, found: 496.1547.

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-3,5-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ko, Rebecca Y. Y.; Chu, John C. K.; Chiu, Pauline; Tetrahedron; vol. 67; 14; (2011); p. 2542 – 2547;,
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Electric Literature of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Standard procedure: Into a flask of 150 mL of EtiO at -78 C under N2, 4-bromo-1-iodo-2-methylbenzene (22.6 g, 76.1 mmol) in anhydrous EtiO (10 mL) is added.. Then n-BuLi in hexanes (2.5 M, 26 mL, 65 mmol) is added dropwise at -78 C and stirred for an additional hour. Then, freshly prepared crude (2S,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-carbaldehyde (12.0 g, 21.7 mmol) dissolved in E20 (90 mL) is added via cannula over a period of 5 minutes. The mixture is stirred at -78 C for 30 min, and then slowly warmed to 0 C over a period of 1.5 h. The reaction mixture is quenched with saturated aq. NLLCl and extracted with EtOAc (250 mL x 3). The combined organic phase is washed with brine (100 mL), dried over NaiSOr and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel chromatography DCM/EtO Ac/petroleum ether to give (R)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (4.0 g, 25% yield for two steps) as a light yellow oil and (S)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (8.0 g, 51 % yield for two steps) as a light yellow oil. (R) isomer: Formula: C42H43Br06 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for 1 R: NMK (300 MHz, CDCl3) d 7.41-7.28 (m, 21H), 7.18-7.13 (m, 2H), 5.08 (d,.7= 5.1Hz, 1H), 4.71 (d, J= 11.7 Hz, 1H), 4.64-4.56 (m, 3H), 4.49 (s, 2H), 4.40 (s, 2H), 4.28 – 4.21 (m, 1H), 4.18 – 4.13 (m, 1H), 4.10 (t, J= 5.1Hz, 1H), 3.99-3.94 (m, 1H), 3.89 (t, J= 5.9 Hz, 1H), 3.83-3.70 (m, 2H), 3.49 (br. s., 1H), 2.29 (s, 3H). ESI-MS [M+Na+] calcd for (CriH-nB ENa) found: 745.5 (100%), 747.5 (97.3%) (S) isomer: Formula: C42H43BrC>6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for IS: 1H NMR (300 MHz, CDCl3) d 7.37 – 7.16 (m, 23H), 5.06 (d, J= 5.5 Hz, 1H), 4.73 – 4.67 (m, 1H), 4.62 – 4.44 (m, 7H), 4.11 – 4.03 (m, 2H), 3.85 – 3.76 (m, 3H), 3.73 – 3.67 (m, 2H), 3.19 (br. s., 1H), 2.18 (s, 3H). ESI-MS [M+Na]+ calcd for C42H43BrOeNa+ 745.21, found 745.5 (100%), 747.5 (97.3%).

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-Bromo-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FIMBRION THERAPEUTICS, INC.; BISHOP, Michael Joseph; COLANDREA, Vincent J.; LI, Yuehu; STEWART, Eugene L.; STRAMBEANU, Iulia; WIDDOWSON, Katherine Louisa; JANETKA, James Walter; MCGRANE, Laurel Kathryn; (0 pag.)WO2020/12336; (2020); A1;,
Iodide – Wikipedia,
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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 13421-13-1 as follows. Formula: C7H4ClIO2

Method 12; l-f4-Chloro-2-iodobenzoyl)-4-methylpiperazine; 4-Chloro-2-iodobenzoic acid (0.523 g, 1.85 mmol) was dissolved in thionyl chloride (2.5 ml) and one drop of dry DMF. The reaction mixture was stirred under reflux for 1 hr followed by evaporation of excess thionyl chloride. The residue was dissolved in dry DCM (5 ml) and iV-methylpiperazine (0.194 g, 1.94 mmol) was added in portions, followed by addition of TEA (0.196 g, 1.94 mmol). The mixture was stirred at ambient temperature overnight. The mixture was then diluted (DCM) and washed with saturated NaHCO3 (aq.), dried (Na2SO4), filtered and evaporated in vacuo. The product was purified by silica flash chromatography (CHCl3/MeOH gradient; 0 to 5% MeOH), giving the title compound (0.415 g, 61%) as a solid. NMR: 7.97 (d, J=2.0 Hz, IH), 7.54 (dd, J=8.3, 2.0 Hz, IH), 7.26 (d, J=8.3 Hz, IH), 3.69-3.53 (m, 2H), 3.08 (t, J=5.0 Hz, 2H), 2.38 (t, J=5.1 Hz, 2H), 2.36-2.21 (m, 2H), 2.19 (s, 3H); MS (ESI) m/z 365.

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/15064; (2007); A1;,
Iodide – Wikipedia,
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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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3F6I

General procedure: Diarylzinc reagents were generated in situ as described below. In all reactions, 1 equiv of diarylzinc reagent was used except for reactions with diphenylzinc reagent, where only 0.5 equiv was used.In a glovebox, ZnCl2 (136.3 mg, 1.0 mmol) and aryllithium (2.0 mmol) were weighed into a 4-dram and a 1-dram vial, respectively. Then a solution of aryllithium in THF (2 mL) was added dropwise to the suspension of ZnCl2 in THF (2 mL) at r.t. The mixture was stirred for 1 h, THF was removed, and the in situ generated diarylzinc reagent was dissolved in DMF (5 mL). CuI (9.5 mg, 0.050 mmol), aryl halide (1.0mmol), and LiCl (42.3 mg, 1.0 mmol) were weighed into a 15-mL pressure vessel and the diarylzinc reagent was added. The pressure vessel was then tightly capped, taken out of the glovebox, and placed in an oil bath preheated to 100 °C with vigorous stirring. After 12 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL) and washed with H2O (3 × 5 mL); the aqueous fraction was back-extracted with EtOAc (3 × 5 mL). All of the EtOAc extracts were combined and dried (Na2SO4), and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, 0?10 percent EtOAc?hexanes).

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thapa, Surendra; Vangala, Adarsh S.; Giri, Ramesh; Synthesis; vol. 48; 4; (2016); p. 504 – 511;,
Iodide – Wikipedia,
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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. 170112-66-0, name is 3,4,5-Trifluoroiodobenzene, A new synthetic method of this compound is introduced below., name: 3,4,5-Trifluoroiodobenzene

b) 6- (3 ,4,5-trifluorophenyl)- 8- ((2- (trimethylsilyl)ethoxy)methoxy)-3- ((2- (trimethylsilyl)ethoxy)methyl)guinazolin-4(3H)-oneA solution of 6-(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 8- ((2-(trimethylsilyl)ethoxy)methoxy)-3-((2-(trimethylsilyl)ethoxy)methyl)quinazolin-4(3H)-one(0.3g, 0.55 mmol) and 1,2,3-trifluoro-5-iodobenzene (0.18 g, 0.71 mmol) in dioxane (5 ml) was treated with bis(diphenylphosphino)feffocene-palladium(II)dichloride (0.04 g, 0.055 mmol). Aqueous 2M potassium carbonate solution (0.5 ml) was added and the reaction mixture was stuffed at 100 C for 16 hours. After extractive workup (ethyl acetate / water) the organic phasewas dried (Na2SO4), adsorbed on silica and chromatographed (silica gel, heptane / ethyl acetate =90:10 to 50:50) and triturated with hexane to furnish the title compound as a white solid (0.06 g,20%).MS: mle= 553.3 [M+H].

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (2014); A1;,
Iodide – Wikipedia,
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