Iodides-buliding-blocks

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

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

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 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

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

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

Reference of 1022128-96-6, A common heterocyclic compound, 1022128-96-6, name is 2-Bromo-6-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

General procedure: A mixture of ortho-diiodobenzoic acid derivative (2.67 mmol,1.0 equiv.), NIS (2.0 equiv.), and 1,2-dichloroethane (DCE; 10 mL) were added to a flame-dried 100 mL round-bottom flask, and the mixture was irradiated with 100 W (tungsten lamp) under reflux conditions for 24 h. The reaction mixture was then cooled to room temperature. The mixture was then washed withsaturated NaHSO3, saturated NaHCO3, and brine. The organic layers were collected and then dried over anhydrous Na2SO4, filtered, and concentrated in a rotary evaporator. The residue was then purified by flash chromatography on silica gel (100% hexane) to give the desired iodinated product.

The synthetic route of 1022128-96-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Al-Zoubi, Raed M.; Al-Mughaid, Hussein; McDonald, Robert; Australian Journal of Chemistry; vol. 68; 6; (2015); p. 912 – 918;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 25309-64-2, Quality Control of 1-Ethyl-4-iodobenzene

General procedure: After standard evacuation and back-fill cycles with argon, a Schlenk tube fitted with a magnetic stirrer bar was charged with pyrazole derivative (1.29 mmol), aryl iodide (1.1 eq), K3PO4 (2 eq) and copper iodide (0.1 eq). N,N’-dimethyl-cyclohexane-1,2-diamine (0.2 eq) and anhydrous dioxane (3 mL) were then added under a stream of argon by syringe at room temperature. The sealed tube is stirred at 110 C for 24-48 h. A 28% solution of ammonia and water are added at room temperature to the reaction mixture. The resulting aqueous layer is extracted with DCM. The combined organic layers are dried on MgSO4, filtered and evaporated under reduced pressure. The residue is triturated in an appropriate solvent or purified on silica gel.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Deprez-Poulain, Rebecca; Cousaert, Nicolas; Toto, Patrick; Willand, Nicolas; Deprez, Benoit; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 3867 – 3876;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 103962-05-6, 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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

in room temperature,4-Trifluoromethoxyiodobenzene (1.2 mmol, 3 equiv),Elemental selenium (1.2 mmol, 3 equiv),5-phenyl-1,3,4-oxadiazole (0.4 mmol, 1 equiv),Cu (OAc) 2 (0.04 mmol),Potassium carbonate (1.2 mmol, 3 equiv) was added to the reaction tube,Then filled with nitrogen, and replaced three times, in the nitrogen reaction environment,Then, 2 mL of DMF was added to the reaction solvent and stirred at 140 ¡ã C for 24 h.After the reaction was monitored by thin layer chromatography, the reaction mixture was cooled,Then diluted with ethyl acetate, and the diluted solution was transferred to a separatory funnel,Extracted with saturated brine, separated from the aqueous phase and organic phase, and then extracted with ethyl acetate 3 times,The organic phases were combined, 5 g of anhydrous sodium sulfate was added,Wash the filter cake with 5 mL of ethyl acetate each time 3 times, then spin off the solvent,The product was isolated by column chromatography (eluent: petroleum ether: ether = 98: 2)The product was a yellow solid in 57percent yield and 88 mg of product.

The synthetic route of 1-Iodo-4-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University; Wu Ge; (23 pag.)CN107056727; (2017); A;,
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 25252-00-0 as follows. HPLC of Formula: C7H4BrIO2

Preparation of 4-bromo-3-hydroxymethyl-1-iodo-benzene Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; JOHNSTON, Laura; MOHREN, Nicole; US2014/303096; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com