Month: February 2021

Synthetic Route of 61272-76-2, 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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows.

Example 57 3-(((4-(Azetidin-1-yl)-4-phenylcyclohexyl)methoxy)methyl)-5-fluoro-2-(triethylsilyl)-1H-indole (one of two possible diastereomers) A mixture of Ain-10 (795 mg, 2 mmol), 4-fluoro-2-iodoaniline (567 mg, 2.4 mmol), [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-(3-chloropyridyl)palladium(II) chloride (PEPPSI, 273 mg, 0.4 mmol) and sodium carbonate (1.06 g, 10 mmol) in anhydrous N,N-dimethyl formamide (10 ml) was stirred for 18 h at 100¡ã C. The solvent was then removed under vacuum and the residue divided between water and diethyl ether (20 ml each). The aqueous phase was extracted with diethyl ether (3*10 ml) and the organic phase was washed with water and 1 M sodium thiosulfate solution (20 ml each). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (1.30 g) was purified by flash chromatography (100 g, 20*4.0 cm) with ethyl acetate/cyclohexane (1:9). Yield: 707 mg (70percent), brown oil 1H-NMR (DMSO-d6): 0.85-0.99 (m, 15H); 1.20-1.34 (m, 2H); 1.43-1.54 (m, 5H); 1.55-1.64 (m, 2H); 2.18 (d, 2H, J=13.0 Hz); 2.82 (t, 4H, J=6.8 Hz); 3.32-3.35 (m, 2H); 4.59 (s, 2H); 6.93 (dt, 1H, J=9.2, 2.5 Hz); 7.23-7.41 (m, 7H); 10.77 (s, 1H). 13C-NMR (DMSO-d6): 3.1; 7.2; 15.5; 24.9; 26.3; 28.9; 30.4; 36.8; 45.8; 57.2; 64.4; 74.7; 102.8 (d, J=22 Hz); 109.6 (d, J=22 Hz); 112.2 (d, J=10 Hz); 121.5 (d, J=5 Hz); 126.3; 126.6; 127.4; 128.7 (d, J=10 Hz); 135.3; 135.9; 140.2; 156.8 (d, J=232 Hz).

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-2-iodoaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 103440-52-4, These common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, 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.

Methyl 2-iodo-5-methylbenzoate (104.13 g; 358 mmol) is dissolved in THF (500 ml) under aninert nitrogen atmosphere followed by the addition of triethlamine (150 ml; 1.07 mol) and4,4,5,5-tetramethyl-1,3,2-dioxaborolane (68.8 g; 537 mmol). The mixture is additionallydegassed by bubbling nitrogen gas in for 5 mm. Then tri-(o-tolyl)-phosphine (5.45 g; 17.9 mmol) and palladium(ll)-acetate (2.01 g; 8.96 mmol) is added and the mixture is heated to 75C for 1 hour. The reaction mixture is cooled to 0C followed by careful addition of sat. aq. NH4CI solution (to the point where no further gas evolution occurs). The black suspension is filtered, the filtrate is concentrated under reduced pressure and water is added to theresidue. The product is extracted with EtOAc (2x 200 ml). The combined EtOAc layers are dried over MgSO4, filtered and the solvent is evaporated under reduced pressure. The residue is purified by CC with heptane I EtOAc = 95 I 5, to give 82.7 of the title compound as a slightly orange solid; tR [mm] = 0.92; [M+H] = 277.22.

Statistics shows that Methyl 2-Iodo-5-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 103440-52-4.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, SDS of cas: 628-77-3

To 1,3-dihydro-1-(2′-trimethylsilylethyl)-2,1-benzisothiazoline 2,2-dioxide (1.3 g, 4.3 mmol) in anhydrous tetrahydrofuran (13 mL) at room temperature was added 1,5-diiodopentane (1.29 mL, 8.6 mmol). The mixture was cooled to -780 C. and lithium bis(trimethylsilyl)amide (1.0 M solution in tetrahydrofuran, 17.3 mL, 17 mmol) was added. After 15 min, the reaction mixture was poured into water (50 mL), the layers were separated, and the aqueous phase was extracted with ethyl acetate (3*50 mL). The organic layers were combined, washed with brine (30 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash column chromatography (5% ethyl acetate/hexane) on silica gel gave 1,3-dihydro-3-spirocyclohexyl-1-(2′-trimethylsilylethyl)-2,1-benzisothiazoline 2,2-dioxide (0.8 g, 51%) as an off-white solid. 1H NMR (CDCl3, 300 MHz) delta0.00 (s, 9 H), 0.95 (dd, 2 H, J=8.3, 8.2 Hz), 1.18-2.36 (m, 10 H), 3.72 (dd, 2 H, J=7.8Hz), 8.2, 8.3 Hz), 5.06 (s, 2 H, 7.03 (‘t’, 1 H, J=7.06 (dd, 1 H, J=1, 7.6 Hz), 7.18 (dd, 1 H, J=1.1, 7.6 Hz), 7.28 (dt, 1 H, J=1.3, 7.7 Hz). MS (EI) m/z 367 [M]+

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6339098; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Chloro-2-iodo-4-nitrobenzene

B. 4-Chloro-3-iodo-phenylamine (801B) 1-Chloro-2-iodo-4-nitro-benzene (2.00 g, 7.09 mmol) was dissolved in THF (30 mL) at 60¡ã C. and EtOH (35 mL) was added followed by NH4Cl (0.569 g, 10.6 mmol in 30 mL of water) and iron powder (1.58 g, 28.4 mmol). This mixture was stirred vigorously for 3 h and then cooled in 22¡ã C. and filtered though celite rinsing with EtOAc. The solution was then concentrated to ~30 mL in vacuo and then poured into a 1:1 solution of 1N NaOH/brine (100 mL). This mixture was then extracted with EtOAc (3*50 mL) and the organics were dried over anhydrous MgSO4. Filtration and concentration gave compound 801B as a yellow solid.

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 74534-15-9.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. category: iodides-buliding-blocks

General procedure: The outline of our synthetic routes to the 6 compounds listed in Fig. 1 is shown in Scheme 1. They were synthesized by Suzuki-Miyaura coupling of 2,6-dibromodithieno[3,2-b:2?,3?-d]thiophene each with the corresponding boronic acid. Compounds 5 and 7 in Fig. 1 were also synthesized by Suzuki-Miyaura coupling of 3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzo[b,d]thiophene and 2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dithieno[3,2-b:2?,3?-d]thiophene with 2?-iodo-1,1?:3?,1?-terphenyl, respectively. The typical procedure is following. A mixture of 2,6-dibromo-dithieno[3,2-b:2?,3?-d]thiophene (174.0 mg, 0.5 mmol), boronic acid of counterpart (1.5 mmol), tetrakis (triphenylphosphine) palladium (81.5 mg, 0.08 mmol) and Cs2CO3 (2.0 mL, 2.0 M in aqueous) in 8 mL solvent of toluene: THF = 1:1 was stirred at reflux temperature for 8 h. All reactions were carried out under nitrogen atmosphere with anhydrous solvents. The mixture was poured into water (30 mL) and extracted with CH2Cl2 (20 mL ¡Á 3). The combined extract was washed with brine (40 mL), dried (Na2SO4), and concentrated in vacuo. Column chromatography on silica gel eluted with CHCl3:toluene = 1:1. All compounds were characterized by 1H and 13C NMR and mass spectroscopy.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82777-09-1, its application will become more common.

Reference:
Article; Okada, Shinjiro; Yamada, Kenji; Journal of Molecular Structure; vol. 1037; (2013); p. 256 – 263;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 63131-30-6,Some common heterocyclic compound, 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, molecular formula is C11H11IO3, 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 A-19Synthesis of 3-(4-iodophenyl)-1-(pyrimidin-2-yl)-1H-pyrazol-5-ol (19)Ethyl 4-iodobenzoylacetate (10 mmol, manufactured by Aldrich) and ethanol (10 mL) were charged in a 100 mL round-bottom flask to which a solution of 2-hydrazinopyrimidine (10 mmol, manufactured by Aldrich) in ethanol (10 mL) was then added. After being stirred at 100 C. for 8 hours, the reaction liquid was cooled at room temperature. The resulting solid was filtered, washed with ethanol and hexane, and then dried under vacuum to afford the title compound.Yield: 49%1H NMR (300 MHz, CDCl3) delta 11.94-11.92 (bs, 1H), 8.79 (d, 2H, J=4.9 Hz), 7.77-7.73 (m, 2H), 7.69-7.65 (m, 2H), 7.27-7.23 (m, 1H), 5.98 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-(4-iodophenyl)-3-oxopropanoate, its application will become more common.

Reference:
Patent; EWHA UNIVERSITY- INDUSTRY COLLABORATION FOUNDATION; US2012/220550; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 401-81-0, 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Aryl iodide or bromides (1 mmol), ArOH (1 mmol), CuI(20 mol%), and dimethyl di (2-pyridyl)silane (20 mol%) were placed in a small round-bottom flask. DMF (3 mL) and K2CO3(276 mg, 2 mmol) were then added together. The mixture was stirred for 24 h at 100C in nitrogen atmosphere. The reaction mixture was cooled to room temperature. Ethyl acetate(10 mL) and H2O (1 mL) were added and the mixture was stirred. The organic layer was separated and the aqueous layer was extracted twice more with ethyl acetate (10 mL). Combined organic layer was dried overNa2SO4 and filtered. The filtrate was concentrated and the resulting residue was purified by silica gelchromatography and afforded the desired products.

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

Reference:
Article; Zhang, Baohua; Shi, Lanxiang; Guo, Ruixia; Liu, Sijie; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 6; (2016); p. 930 – 932;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 626-44-8,Some common heterocyclic compound, 626-44-8, name is 1,3,5-Triiodobenzene, molecular formula is C6H3I3, 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.

A mixture of 1,3,5-triiodobenzene (0.46 g, 1.0 mmol), diphenylphosphine oxide (0.73 g, 3.6 mmol), CuI (0.06 g, 0.30 mmol), l-proline (0.04 g, 0.30 mmol), and Cs2CO3 (1.5 g, 4.5 mmol) was added to toluene solution (30 mL). The mixture was refluxed under nitrogen for 48 h. After the reaction finished, the reaction mixture was extracted with dichloromethane and washed with water. The organic layer was dried by anhydrous MgSO4 and filtered. The product was isolated by silica gel column chromatography using methanol/ethyl acetate (1:5) as eluent to afford a white solid (0.64, 52%). 1H NMR (300 MHz, CDCl3, delta): 8.08 (t, J = 11.9 Hz, 3H), 7.52 (dd, J = 12.9, 7.2 Hz, 18H), 7.39 (dd, J = 9.8, 4.8 Hz, 12H). 13C NMR (75 MHz, CDCl3, delta): 141.05, 141.02, 140.91, 134.89, 134.66, 134.39, 133.00, 131.36, 131.19, 31P NMR (121 MHz, CDCl3, delta): 27.59. HRMS [m/z]: calcd for C42H33O3P3, 678.1643; found, 679.1711 [M+H+]. Anal. Calcd. for C42H33O3P3: C, 74.33; H, 4.90. Found: C, 74.36; H, 4.88.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3,5-Triiodobenzene, its application will become more common.

Reference:
Article; Ban, Xinxin; Sun, Kaiyong; Sun, Yueming; Huang, Bin; Jiang, Wei; Organic electronics; vol. 33; (2016); p. 9 – 14;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 146137-72-6 as follows. Recommanded Product: 146137-72-6

General procedure: To a solution of the aldehyde 1aev (1 eq.) in tert-butanol(9.0 ml/mmol) the diamine (1.1 eq.)was added and the solutionwasstirred at 70 C for 30 min K2CO3 (4 eq.) and I2 (1.25 eq.) was addedat 70 C and the mixture was stirred at this temperature for further3 h. The mixture was cooled down to rt and Na2S2O3 was addeduntil the iodine color almost disappear. The organic layer wasseparated and the solvent was removed in vacuo. The received solid was dissolved in water (7.5 ml/mmol) and 2 N NaOHaq was addeduntil pH 12e14. The aqueous layer was separated with CHCl3(3 3.75 ml/mmol), the combined organic layers were dried(Na2SO4) and the solvent was removed in vacuo. The product can beused without further purification.

According to the analysis of related databases, 146137-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wolff, Benjamin; Jaensch, Niklas; Sugiarto, Wisely Oki; Fruehschulz, Stefan; Lang, Maraike; Altintas, Rabia; Oehme, Ina; Meyer-Almes, Franz-Josef; European Journal of Medicinal Chemistry; vol. 184; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 401-81-0, 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Catalyst 2c (prepared according Ref. 26b, 133 mg, 6.2 equiv of Pd) was added to a solution of aryl iodide (0.20 mmol, 1.0 m equiv), alkene (0.40 mmol, 2.0 equiv) in DMF (2 mL). The reaction mixture was heated at 100 C for 20 h. After cooling to rt, compound 2c was filtered off under vacuum using a 0.2 mum membrane. The mixture of solvents was concentrated under vacuum to afford pure 3a-j after drying under vacuum (0.1 mbar). The catalyst 2c was then regenerated by reaction with NBu3 (0.16 mL, 0.66 mmol, 3.3 equiv) in DMF at rt for 3 h. Compound 2c was then filtered under vacuum, washed with Et2O (2 mL), and dried under vacuum.

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

Reference:
Article; Derible, Antoine; Yang, Yun-Chin; Toy, Patrick H.; Becht, Jean-Michel; Le Drian, Claude; Tetrahedron Letters; vol. 55; 31; (2014); p. 4331 – 4333;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com