Category: iodides-buliding-blocks

Related Products of 2265-91-0, 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 2265-91-0 as follows.

A mixture of compound 1 (15mg, 0.085mmol), compound 2(24mg, 0.1mmol), CS2CO3 (110mg, 0.34mmol), Pd(dba)2(5mg, 0.0085mmol) and Xanphos (4mg, 0.0085mol) in DMF(1.0mL) were degassed under N2 and then heated to 100 C for lh. After cooled, the reaction mixture was filtered. The filtrate was washed with H2O, extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, filtered and concentrated to residue, which was purified by prep-TLC (EA/PE, 1/2, v/v) to give desired compound (6mg, 25% yield). LCMS: m/z, 303.0(M+H)+; 1H NMR (400MHz, CDCl3): delta 2.47~2.73(m, 2H), 3.49~3.55(m, 2H), 3.78(s, 1H), 3.85(s, 1H), 6.02~6.06(m, 2H), 6.15~6.19(m, 1H), 7.30~7.34(m, 1H), 7.51(d, J=8.0Hz, 1H), 7.69~7.73(m, 1H), 8.63(d, J=4.4Hz, 1H).

According to the analysis of related databases, 2265-91-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3032-81-3

General procedure: A Schlenk tube with a magnetic stir bar was charged with Pd(OAc)2 (10 molpercent, 0.0056 g), AgOTf (1.1 equiv., 0.0707 g), TBAB (20 molpercent, 0.0161g), 2-phenylpyridine N-oxides 1 (0.25 mmol), iodobenzene and its derivatives 2 (0.375 mmol) and H2O (1 mL). The resulting solution was stirred at 100¡ãC for 12 h. The resulting organic layer was extracted with trichloromethane, treated with Na2SO4 and concentrated in vacuo. The product was isolated by short column chromatography using ethyl acetate and methanol as eluent.

According to the analysis of related databases, 3032-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Wei; Li, Zhengkai; Zhang, Yihan; Yang, Li; Zhou, Xiangge; Synthetic Communications; vol. 47; 8; (2017); p. 793 – 802;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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 E6 5-(2-tert.-Butoxy-ethoxy)-4-iodo-2-nitro-phenylamine Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (14.9 g, 50 mmol), 2-tert.-butoxyethanol (29.5 g, 250 mmol) and KOH (3.99 g, 60 mmol) in DMSO (25 mL) at 23 C. according to the general procedure E. Obtained as a yellow solid (14.3 g). MS (ISP) 381 [(M+H)+]; mp 144-146 C.

The synthetic route of 335349-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13421-13-1, A common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

Example 3Amethyl 4-chloro-2-iodobenzoate To a solution of 4-chIoro-2-iodobenzoic acid (10.61 g, 37.62 mmol) in methanol (75 ml), trimethylsilyldiazomethane (30 ml, 2.0 M in ether) was added drop by drop. 1725 After 1 hour, another batch of trimethylsilyldiazomethane (26 ml, 2.0 M in ether) was added drop by drop. The reaction mixture was stirred at room temperature overnight and concentrated. The crude product was purified by column chromatography (0-20% ethyl acetate in hexanes) to yield the title compound.

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 74-88-4, 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. 74-88-4 name is Iodomethane, 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.

l,5-Dichloro-2-iodo-3-methoxybenzene (10a)To the crude material from the preparation of 3,5-dichloro-2-iodophenol (9) in DMF (300ml) was added CS2CO3 (63.7g, 196mmol) and Mel (14.4ml, 231mmol). After 16 h, the reaction mixture was filtered over Celite, concentrated, and then partitioned between EtOAc and 2M HC1. Separation of the organic phase and concentration provided an oil, which was triturated from PE to provide the title compound as a pale yellow solid; (32g, 57%).NMR (CDCI3) delta 7.19 (1H, d, J2.2), 6.74 (1H, d, J2.2), 3.95 (3H, s);MS (m/e) No MI observed, Rt 1.15min (QC Method 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Iodomethane, and friends who are interested can also refer to it.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; ASTRAZENECA UK LIMITED; BARNES, Michael, Christopher, Stratton; FLACK, Stephen, Sean; FRASER, Ian; LUMLEY, James, Andrew; PANG, Pui Shan; SPENCER, Keith, Charles; TIBERGHIEN, Nathalie, Anne, Laure; TOMKINSON, Gary, Peter; WO2011/151651; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, 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. Application In Synthesis of tert-Butyl 3-iodobenzylcarbamate

tert-Butyl 3-iodobenzylcarbamate (0.67 mmol) was dissolved in 1 mL of dry DMF and the resultant solution was evacuated to 40 mm pressure and then released to N2 (g) three times. Triethylamine (1:8 ratio with DMF, 100 muL), Pd(PPh3)2Cl2 (0.030 mmol), and CuI (0.067 mmol) were added. The resultant mixture evacuated to 40 mm pressure for Ca. 30 seconds and then released to N2 (g). Finally, the alkyne 4 (0.67 mmol) in DMF (0.07 M) was added dropwise via an addition funnel over 40 minutes. The reaction mixture was stirred at room temperature for 18 hr and then diluted with ethyl acetate, poured into 0.1 M HCl and extracted with EtOAc (3¡Á100 mL). The combined organic layers were washed with water and brine and dried over MgSO4. The extract was concentrated and the product purified by Biotage chromatography (40M, product loaded onto SiO2) with 2% MeOH/CH2Cl2 to afford the desired title compound: 1H NMR (400 MHz, DMSO-d6) delta 8.24 (m, 1H), 7.50 (dd, J=4, 16 Hz, 1 H), 7.41 (m, 1H), 7.26 (m, 3H), 7.18 (m, 2H), 7.05 (m, 1H), 4.71 (m, 1H), 4.08 (m, 3H), 3.70 (dd, J=4, 12 Hz, 1H), 3.62 (m, 4H), 3.40 (m, 2H), 2.92 (m, 4H), 2.47 (m, 4H), 1.83 (s, 3H), 1.79 (m, 2H), 1.38 (s, 9H).

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

Reference:
Patent; Harris, Christina Renee; US2004/204463; (2004); 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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 5-bromo-2-iodobenzoate

To a stirred mixture of NaBH4 (11.18 g, 0.296 mol) in EtOH (200 ML) at 5 C. was added the product from Example 62A (50.4 g, 0.148 mol) in THF (100 ML).The mixture was alowed to warm to room temperature and stirred for 18 hours.The mixture was treated with additional NaBH4 (8.4 g, 0.222 mol) and was stirred for 22 hours.The mixture was cooled to 0 C., treated with 100 ML of 15% aqueous citric acid slowly, and extracted with 600 ML of CH2Cl2.The organic phase was washed with 200 ML of 15% NaCl and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 7.64 (d, J=8 Hz, 1H), 7.61 (d, J=4 Hz, 1H), 7.12 (dd, J=4, 8 Hz, 1H), 4.63 (d, J=8 Hz, 2H), 1.98 (t, J=8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 330, [M+NH4-H2O]+ at 312.

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2996-30-7, 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. 2996-30-7, name is 3-Fluoro-4-iodonitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 7A N-(2-Fluoro-4-nitrophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine 50 mg (0.19 mmol) of 1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine, 61 mg (0.23 mmol) of 2-fluoro-1-iodo-4-nitrobenzene and 26 mg (0.27 mmol) of sodium tert-butoxide are initially charged in 1 ml of toluene. The mixture is degassed. 8.7 mg (0.01 mmol) of tris(dibenzylideneacetone)dipalladium and 9.1 mg (0.02 mmol of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine are then added. The mixture is heated in a sealed vessel at 120 C. overnight. The mixture is then filtered through an Extrelut cartridge (mobile phase: dichloromethane/methanol 10:1) and purified by preparative HPLC. Yield: 38 mg (50% of theory) LC-MS (Method 3): Rt=2.73 min. MS (ESI pos.): m/z=403 [M+H]+. 1H-NMR (DMSO-d6, 300 MHz): delta=-0.09 (s, 9H), 0.82 (t, 2H), 3.52 (t, 2H), 5.60 (s, 2H), 6.50 (d, 1H), 6.84 (d, 1H), 7.37 (t, 1H), 7.50 (d, 1H), 8.04 (dd, 1H), 8.13 (d, 1H), 8.17 (dd, 1H), 9.33 (s, 1H).

The synthetic route of 3-Fluoro-4-iodonitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer HealthCare AG; US2008/269268; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 147808-02-4, name is 2-Fluoro-1,4-diiodobenzene, molecular formula is C6H3FI2, 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. Formula: C6H3FI2

Step 1-A: A solution of 2-fluoro-1,4-diiodo-benzene (804 mg, 2.31 mmol) in tetrahydrofuran (8 mL) was cooled to -78 C. (external) and a 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (1.44 mL, 2.89 mmol) added via syringe. The resulting mixture was stirred for 30 minutes while allowing the temperature of the cooling bath to rise to -50 C. The reaction mixture was then immersed in an ice/water bath and anhydrous N,N-dimethylformamide (425 muL, 5.78 mmol) was added by syringe to the reaction mixture. The reaction was stirred at 0 C. for 10 minutes, then at room temperature for 5 minutes. Thin layer chromatography (TLC) indicated the reaction to be complete. The mixture was diluted with saturated aqueous ammonium chloride solution (8 mL) and extracted with diethylether (2*20 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by chromatography over silica gel gradient eluted with 0 to 15% v/v ethyl acetate/hexanes to give 2-fluoro-4-iodo-benzaldehyde as a fluffy-white solid (389 mg, 67%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147808-02-4, its application will become more common.

Reference:
Patent; Chen, Shaoqing; Huby, Nicholas J.S.; Kong, Norman; Moliterni, Jonh Anthony; Morales, Omar Jose; US2009/170920; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, 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. SDS of cas: 755027-18-0

General procedure: To a degassed solution of 1-bromo-4-iodo-2-methoxybenzene (2.2 g, 7.03 mmol), (4-methoxy-2-nitrophenyl)boronic acid (2.1 g, 10.55 mmol) in DME (80 mL) was added Pd(Ph3P)4 (812 mg, 0.7 mmol) and CsF (2.4 g, 15.82 mmol) under nitrogen. The reaction was then heated to 70 C for 18 h. The reaction was then extracted with EtOAc and water. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified silica (gradient elution, 3-40% EtOAc/hexanes) to give the title compound (2.7 g, 99%).

The synthetic route of 1-Bromo-4-iodo-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rudd, Michael T.; McCauley, John A.; Romano, Joseph J.; Butcher, John W.; Bush, Kimberly; McIntyre, Charles J.; Nguyen, Kevin T.; Gilbert, Kevin F.; Lyle, Terry A.; Holloway, M. Katharine; Wan, Bang-Lin; Vacca, Joseph P.; Summa, Vincenzo; Harper, Steven; Rowley, Michael; Carroll, Steven S.; Burlein, Christine; Dimuzio, Jillian M.; Gates, Adam; Graham, Donald J.; Huang, Qian; Ludmerer, Steven W.; McClain, Stephanie; McHale, Carolyn; Stahlhut, Mark; Fandozzi, Christine; Taylor, Anne; Trainor, Nicole; Olsen, David B.; Liverton, Nigel J.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 23; (2012); p. 7201 – 7206;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com