Iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 111771-08-5, name is 2-Fluoro-6-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 111771-08-5, Formula: C7H4FIO2

To a 200 ml_ round- bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH?H2O (1 .42 g, 33.8 mmol), and THF (100 ml_). The resulting mixture was warmed to 50 C and stirred for 2 h. Dimethyl sulfate (4.03 ml_, 42.3 mmol) was then added and the mixture was warmed to 65 C. After 2 h, the mixture was cooled to room temperature and NH4CI(aq) (50 ml_, 13 wt% solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1H NMR (400 MHz, CDCIs): 7.68 – 7.60 (m, 1 H), 7.15 – 7.06 (m, 2H), 3.98 (s, 3H).

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-Fluoro-6-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 3819-88-3,Some common heterocyclic compound, 3819-88-3, name is 1-Fluoro-3-iodo-5-nitrobenzene, molecular formula is C6H3FINO2, 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.

3-Iodo-5-fluoro-1-nitrobenzene (5.2 g; 19.48 mmol) is dissolved in a 4/3 water/tetrahydrofuran mixture. Powdered iron (8.7 g; 156 mmol), followed by acetic acid (4.5 ml) are added at room temperature and the suspension formed is stirred overnight at 40 C. The reaction mixture is filtered over diatomaceous earth and poured on to water. The mixture is extracted with ethyl acetate and the combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexane/ethyl acetate (3/1). The pure fractions are combined and the solvent is evaporated off. The residue is diluted with methylene chloride (30 ml), and pyridine (4,0 ml; 49.5 mmol) and trifluoroacetic anhydride (3.44 ml; 24.7 mmol) are added and the mixture is stirred for one hour at room temperature. The reaction solution is poured on to aqueous hydrochloric acid (1 M; 50 ml) and the mixture is extracted twice with ethyl acetate (50 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexanelethyl acetate (9/1). The pure fractions are combined and the solvent is evaporated off. [00367] Yield: 5.40 g (98%) as a white solid. [00368] MS: 333 (M)

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

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 160938-18-1, 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. 160938-18-1 name is 4-Chloro-2-iodo-1-nitrobenzene, 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.

PREPARATION 1; 5-(5-Chloro-2-nitrophenyl)-4-pentynoic acid methyl ester; 35.5 g (125 mM) of 4-chloro-2-iodo-1-nitrobenzene, 510 ml of triethylamine, 2.88 g (2.5 mM) of tetrakis(triphenylphosphine)palladium, 0.72 g of cuprous iodide and 50 ml of dimethylformamide (DMF) are mixed. 14 g (125 mM) of the methyl ester of 4-pentynoic acid are then added at room temperature, with stirring, and the reaction mixture is stirred for 24 hours at room temperature. 100 ml of toluene are added and the solvents are driven off under reduced pressure. The evaporation residue is taken up with 150 ml of ethyl acetate and 80 ml of N hydrochloric acid. The organic phase is separated off, washed with water and then dried over magnesium sulfate and concentrated under reduced pressure. The brown oil obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate mixture (9/1; v/v) as the eluent to give 21.5 g of the expected product in the form of a yellow solid (yield=65%).M.p.=75-78 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodo-1-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Laboratoires Fournier S.A.; US2008/153816; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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