Category: iodides-buliding-blocks

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. 186583-59-5, name is 1-Iodo-2-methoxy-4-methylbenzene, A new synthetic method of this compound is introduced below., SDS of cas: 186583-59-5

Compound 12 (7.44 g, 30.0 mmol) in DMSO (20 ml) was added to a suspension of bis(pinacolate)diboron (8.38 g, 33.0 mmol) and pre-dried potassium acetate (8.84 g, 90.0 mmol) and PdCl2(dppf)¡¤CH2Cl2 (735 mg, 0.900 mmol) in DMSO (80 ml) under Ar atmosphere, and the mixture was stirred for 5 h at 80 C. The reaction mixture was diluted with ethyl acetate and filtered through Celite. The organic layer was washed with water and brine, dried with sodium sulfate, and evaporated. Purification by silica gel column chromatography (n-hexane/ethyl acetate 10:1) gave 8 (colorless solids, 6.19 g, 25.0 mmol, 83%). Mp 59.5-60.0 C; 1H NMR (500 MHz, CDCl3) delta 7.55 (d, 1H, J=7.5 Hz), 6.74 (d, 1H, J=7.3 Hz), 6.65 (s, 1H), 3.80 (s, 3H), 2.33 (s, 3H), 1.32 (s, 12H); 13C NMR (125 MHz, CDCl3) delta 164.39, 142.98, 136.81, 120.99, 111.44, 83.20, 55.74, 24.98, 24.77, 21.90; HRMS (FAB+) m/z 248.1697 [(M)+: calcd for C14H22O3B, 248.1584].

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:
Article; Iwashita, Masazumi; Fujii, Shinya; Ito, Shigeru; Hirano, Tomoya; Kagechika, Hiroyuki; Tetrahedron; vol. 67; 33; (2011); p. 6073 – 6082;,
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 460-37-7 as follows. HPLC of Formula: C3H4F3I

Example 66A 3-Isobutyl-5-methyl-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 3.23 g (23.39 mmol) of potassium carbonate were added to a solution of 2.23 g (9.35 mmol) of the compound from Ex. 44A in 82.6 ml of DMF, and the mixture was stirred at RT for 15 min. Then 6.48 g (28.07 mmol) of 1,1,1-trifluoro-3-iodopropane were added, and the mixture was stirred at RT for 73 h. The DMF was then very substantially distilled off and the remaining residue was partitioned between semisaturated sodium chloride solution (200 ml) and ethyl acetate (100 ml). The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated. The residue obtained was chromatographed using a silica gel cartridge (Biotage, 340 g of silica gel, eluent: hexane/ethyl acetate). In this way, 2.67 g (84% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 6.88 (d, 1H), 4.13 (t, 2H), 3.71 (d, 2H), 2.84-2.70 (m, 2H), 2.38 (d, 3H), 2.11-1.96 (m, 1H), 0.85 (d, 6H). LC/MS (Method 3): Rt=1.4 min, m/z=335 [M+H]+.

According to the analysis of related databases, 460-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 111771-08-5

2-Fluoro-6-iodo-N r4-phenyl-1-(propelsulfonel) piperidin-4-YllmethYl Tbenzamide A mixture of 2-fluoro-6-iodo benzoic acid (54 mg, 0.20 mmol), HOBt (27 mg, 0.20), PS-Carbodiimide (200 mg, 0.24 mmol), DIEA (52 mg, 0.4 mmol), and 1- [4-phenyl-1- (propylsulfonyl) piperidin-4-yl] methanamine (I-3) (30 mg, 0.10 mmol) in DCM (6 mL) was shaken over night at room temperature. Next morning, LCMS indicated that the amine was consumed. The resin was filtered and washed with DCM (4 x 5 mL). The combined DCM solution was concentrated and the residue was purified by LCMS to afford the pure product as a white solid (51 mg, 94%).

According to the analysis of related databases, 111771-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2005/46601; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 34270-90-1, 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. 34270-90-1 name is 1-Iodo-2-(2-iodoethoxy)ethane, 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.

General procedure: HCl (50 mg, 0.18 mmol) was added to 15 mL of an anhydrous DMF solution containing pre-washed NaH (60% oil mixture) (14 mg, 0.36 mmol) and 7-MEOTA at 0 C, and stirred for 30 min at room temperature. The bis-iodo compound dissolved in 2 mL of anhydrous DMF (29 mg, 0.09 mmol of 15, 33 mg, 0.09 mmol of 16, and 37 mg,0.09 mmol of 17) was added dropwise and the resulting solution was stirred for 10 h at 110 C. The resulting mixtures were extracted with EtOAc. The extract was dried with MgSO4, filtered,and concentrated in vacuo. The resulting residue was subjected to silica gel column chromatography (EtOAc) to afford tacrine dimers 3 (16 mg, 34%), 4 (17 mg, 33%), and 5 (21 mg, 38%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2-(2-iodoethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Article; Lee, Sang Kwang; Park, Min Kyun; Jhang, Ho Eun; Yi, Jinju; Nahm, Keepyong; Cho, Dae Won; Ra, Choon Sup; Musilek, Kamil; Horova, Anna; Korabecny, Jan; Dolezal, Rafael; Jun, Daniel; Kuca, Kamil Kuca; Bulletin of the Korean Chemical Society; vol. 36; 6; (2015); p. 1654 – 1660;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Fluoro-2-iodoaniline

General procedure: To a two-necked round-bottomed flask fitted with a guard tube, PBr3 (2.7mmol, 0.26 mL), DMF (3 mmol, 0.23 mL) and chloroform (0.80 mL) were added, allowed to cool to 0 ¡ãC and stirred for 0.5 h. After formation of colourless solid complex, 2-Iodo-4-methyl-phenylamine 2b (1 mmol) in chloroform (5 mL) was added and the reaction mixture was allowed to stir at r.t. for another 1-2 h. After completion, the reaction mixture was neutralized by adding saturated NaHCO3 solution and then extracted with DCM (3X 20 mL). Combined organic layer was washed with brine and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was purified through column chromatography using silica gel (60-120 mesh) and petether/EtOAc (5:1) as eluent.

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:
Article; Ghosh, Munmun; Ahmed, Atiur; Singha, Raju; Ray, Jayanta K.; Tetrahedron Letters; vol. 56; 2; (2015); p. 353 – 355;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, 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 5458-84-4, Product Details of 5458-84-4

3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridin-2-amine (20 g, 91 mmol)1-iodo-2-methoxy-4-nitrobenzene (23 g, 83 mmol)Pd (PPh 3) 4 (1 g, 0.83 mmol) and sodium carbonate (26 g, 248 mmol) were added to DME (300 mL) and water (200 mL)After sufficiently degassing the reaction mixture,And the mixture was heated under reflux for 16 hours.The reaction was cooled to room temperature,It was partitioned between EtOAc and water.The layers were separated,The aqueous layer was extracted twice with EtOAc.The combined organic layers were dried over sodium sulfate,Filtered,It was rotary evaporated.The crude material was washed with EtOAc,5.0 g of product was obtained.The filtrate was chromatographed on silica gel (1/1 hexane / EtOAc to EtOAc)A further 4.4 g of product was obtained.The total yield of 3- (2-methoxy-4-nitrophenyl) pyridin-2-amine was 9.4 g (46%).

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:
Patent; UNIVERSAL DISPLAY CORPORATION; XIA, CHUANJUN; LIN, CHUN; KOTTAS, GREGG; ELSHENAWY, ZEINAB; (78 pag.)JP6216571; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3, 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. 98-61-3 name is 4-Iodobenzenesulfonyl chloride, 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.

General procedure: In a round bottom flask under N2, 2-bromo-1-(1H-indol-3-yl)ethanone (1) (500 mg, 2.1 mmol), p-toluenesulfonyl chloride (439 mg, 2.3 mmol), DMAP (26 mg, 0.21 mmol), and triethylamine (0.3 mL, 2.1 mmol) were dissolved in 20 mL of dry CH2Cl2, and the solution was stirred at room temperature until that the starting material had disappeared by checking TLC. The reaction mixture was quenched by dilution with CH2Cl2 (30 mL), and the organic extract was washed with 1 N HCl (20 mL). The organic layer was dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum. The product was purified by silica gel column chromatography using CH2Cl2 to give 379 mg of (2a) as brown crystalline plates.

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

Reference:
Article; Vera, Gonzalo; Lagos, Carlos F.; Almendras, Sebastian; Hebel, Dan; Flores, Francisco; Valle-Corvalan, Gissella; Pessoa-Mahana, C. David; Mella-Raipan, Jaime; Montecinos, Rodrigo; Recabarren-Gajardo, Gonzalo; Molecules; vol. 21; 8; (2016);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,2-Difluoro-4-iodobenzene

General procedure: A vial was charged with 2-Hydroxy-4-methoxybenzaldehyde (1.97 mmol, 300 mg), PdCl2 (5 mol%, 17.5 mg), 1,2-Difluoro-4-iodobenzene (2 equiv., 946.7 mg), Na2CO3 (2 equiv., 418.1 mg), LiCl (0.4 equiv., 16.7 mg), and DMF (19.7 mL, 0.1 M of the aldehyde), purged with N2 and stirred at 110 C 4-10 h. The reaction was monitored with LC-MS and TLC (TLC conditions: Aliquot was diluted with CH3OH, eluted with EtOAc/heptane 1:3, and stained with 2,4- dinitrophenylhydrazine solution). The reaction mixture was filtered over a pad of Celite, diluted with EtOAc, washed 3 times with water, and the aqueous layers was acidified and extracted twice with EtOAc. The combined organic layers was dried over Na2SO4, concentrated and purified on silica using EtOAc/Heptane 1:20 ? 1:9 step gradient) to afford 2′-hydroxybenzophenone in 69.3% yield. (NMR data is given in the supporting information).

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:
Article; Saleeb, Michael; Mojica, Sergio; Eriksson, Anna U.; Andersson, C. David; Gylfe, Asa; Elofsson, Mikael; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1077 – 1089;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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. Quality Control of 1,1,1-Trifluoro-3-iodopropane

2.0 g (9:51 mmol) of the compound from Ex. 164A and 3.29 g (23.8 mmol) of potassium carbonate were stirred in 50 ml of anhydrous DMF for 15 min at RT before 3.3 ml (28.5 mmol) 1,1,1-trifluoro-3-iodopropane have been added .Since the conversion was not complete after stirring overnight at RT , further 1.39 g (9:51 mmol) of potassium carbonate with 1.1 ml (9.51 mmol) of 1,1,1-trifluoro-3-iodopropane are added and the mixture was heated for 2 h at 60 C .After cooling to RT was diluted with ethyl acetate and washed successively twice with water and once with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, was filtered and the filtrate concentrated to dryness.The crude product was purified by chromatography on a silica gel cartridge (Biotage, 340 g silica gel, eluent: cyclohexane / ethyl acetate 24: 1 -> 10: 1).After concentration and drying of the product fractions 2:06 g (70% d. Th.) Of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, molecular formula is C8H7IO2, 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. Safety of 2-Iodo-3-methylbenzoic acid

EXAMPLE 156; 136 5,6-Difluoro-2-d-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (156):To a solution of 2-iodo-3-methyl-benzoic acid (1.5Og, 5.75mmol), 2-amino-5,6-difluoro- indan-2-carboxylic acid ethyl ester (1.39g, 5.75mmol), HATU (2.63g, 6.90mmol) in anhydrous DMF (6mL) is added DIPEA (1.14mL, 6.90mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (20OmL) and washed with water (I x 2OmL) and brine (2 x 2OmL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by flash column chromatography (40Og silica gel, gradient elution: 10%-80% EtOAc in heptane) to give a pure product (156) as white solid (2.32g, 83%).1H NMR (CDCl3, 300MHz): delta 1.29(t, 3H), 2.45(s, 3H), 3.48(d, 2H), 3.63(d, 2H), 4.27(q, 2H), 6.38 (s, IH), 7.04(t, 2H), 7.10-7.13(m, IH), 7.24-7.27(m, 2H) LC/MS (ES+) m/z = 486.02

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108078-14-4, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com