Month: August 2021

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. 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4F3I

Palladium acetate palladium (44.9 mg, 0.2 mmol) was added to a 25 mL eggplant bottle.Triphenylphosphine (52.4 mg, 0.2 mmol),Sodium formate (276 mg, 4 mmol),Norbornene (188 mg, 2 mmol),Potassium phosphate (2.544 g, 12 mmol),Potassium acetate (392 mg, 4 mmol),2-iodotrifluoromethylbenzene (544 mg, 2 mmol),Ethyl bromobutyrate (1.56 g, 8 mmol) and dimethylformamide (10 ml).High-purity nitrogen was replaced three times, after reacting at 50oC for 16 hours,The mixture is extracted with dichloromethane and water, the organic phases are combined, and the organic solvent is concentrated.The product was further purified by column chromatography to give 2-deutero-3-(ethyl butyrate)-trifluoromethylbenzene in a yield of 77%.

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Xiulang New Materials Technology Co., Ltd.; Zhang Honghai; Guo Lei; Shui Xinfeng; (15 pag.)CN110054541; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, Quality Control of 2-Iodo-4-methoxyaniline

m-Iodophenol (5.5 g, 25 mmol) was dissolved in water containing KOH (1.4 g, 25 mmol). A cold solution of diazotized sulfanilic acid (5.1 g, 27.5 mmol) was added to the mixture with stirring at rt for 30 min followed by the addition of sodium hydrosulfite (12 g, 69 mmol). The colour of the solution was changed immediately upon the addition of sodium hydrosulfite and the solution was stirred at 45 C for 20 min. Diethyl ether was added to the mixture, the mixture was filtered and the filtrate was concentrated. The solid was recrystallized from hot water to yield needles. Methyl iodide was added (0.98 mL, 15.7 mmol) to 4-amino-3-iodophenol (3.71 g, 15.8 mmol) in DMF (70 mL) in the presence of Cs2CO3 (13.45 g, 41.3 mmol). The reaction was left at rt for 48 h. The mixture was then diluted with water, extracted with diethyl ether, the combined organic extracts were washed with water, dried over Na2SO4, filtered and concentrated. The product was purified by silica gel column chromatography (PE/EtOAc 9:1) and obtained 4-methoxy-2-iodoaniline (15) as a light brown oil (3.36 g, 54%) from m-iodophenol.To a solution of 4-methoxy-2-iodoaniline (3.0 g, 12.0 mmol) in THF (20 mL) was added di-tert-butyl dicarbonate (3.15 g, 14.5 mmol). The reaction mixture was refluxed for 2 days then quenched with water (15 mL). The solution was extracted with Et2O (3×20 mL) and the combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated. The crude mixture was purified by silica gel column chromatography (2% EtOAc in PE) to yield N-Boc-2-iodo-4-methoxy aniline as a light brown solid (3.72 g, 89%). 1H NMR (500 MHz, CDCl3, delta): 7.82 (s, 1H), 7.29 (d, J=3.0 Hz, 1H), 6.88 (dd, J=9.0, 3.0 Hz, 1H), 6.53 (s, 1H), 3.75 (s, 3H), 1.52 (s, 9H); 13C NMR (125 MHz, CDCl3, delta): 156.21, 153.21, 132.54, 123.89, 122.24, 115.05, 80.87, 55.85, 28.48; IR (KBr, cm-1): 3322, 2983, 1718; HRMS (ESI): (M+Na)+ calcd for +C12H163INNaO 372.0067, found 372.0071.

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; Jana, Goutam Kumar; Sinha, Surajit; Tetrahedron; vol. 68; 35; (2012); p. 7155 – 7165;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-77-3, A common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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 dry argon-flushed flask was charged with 2 (302 mg,1 mmol) and anhydrous THF (18 ml). The solution wascooled to 0 C and n-BuLi (1.18 ml, 2 mmol, 1.7 M solutionin THF) was added dropwise over 10 min and the reactionmixture was stirred for 1 h. In a second flask 1,5-diiodopentaneor 1,10-diiododecane (6 mmol) was dissolved in 3 mlof dry THF and added to the solution of lithiated speciesvia a cannula. The reaction mixture was allowed to reachroom temperature and was stirred for 3 h before quenchedwith a saturated solution of NH4Cl(30 ml). The aqueouslayer was extracted with hexane (3 × 25 ml). The combinedorganic layers were washed with brine (1 × 50 ml), water(1 × 50 ml), dried over MgSO4and filtered. Solvents wereevaporated under reduced pressure and the crude reactionmixture was purified by column chromatography on silicagel using hexane:EtOAc as the mobile phase with a gradientelution mixture (20:1, 10:1, 5:1).

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luka?ek, Jan; ?ezankova, Marketa; Stibor, Ivan; ?ezanka, Michal; Journal of Inclusion Phenomena and Macrocyclic Chemistry; vol. 92; 3-4; (2018); p. 339 – 346;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, 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.

N-(4-Fluoro-2-iodophenyl)methanesulfonamide (Ian-09) Methanesulfonyl chloride (1.37 g, 0.94 ml, 12 mmol) was added dropwise at room temperature to a solution of 4-fluoro-2-iodoaniline (Ian-04) (2.38 g, 10 mmol) and 4-(dimethylamino)pyridine (121 mg, 1 mmol) in anhydrous pyridine (25 ml) and then the mixture was refluxed whilst stirring for 12 h. The mixture was cooled to room temperature, diluted with dichloromethane (100 ml) and washed with 5percent hydrochloric acid (3*20 ml) and water (3*20 ml). The organic phase was dried with sodium sulfate and concentrated to small volume under vacuum. Toluene was added repeatedly to the residue, which was concentrated to small volume again under vacuum each time. The crude product (2.91 g) was purified by flash chromatography (100 g, 3.7*20 cm) with cyclohexane/ethyl acetate (4:1). Yield: 2.25 g (71percent), beige-coloured solid Melting point: 90-92° C. 1H-NMR (DMSO-d6): 3.03 (s, 3H); 7.29 (m, 1H); 7.41 (dd, 1H, J=5.5, 8.8 Hz); 7.80 (dd, 1H, J=2.9, 8.2 Hz); 9.33 (s, 1H).

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

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

Related Products of 31599-61-8, A common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, molecular formula is C8H9I, 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 two-necked flask equipped with a magnetic stirring bar was charged with Cs2CO3 (2 or 3 mmol), MCM-41-L-proline-CuI (0.1 mmol), aryl iodide (1.0 mmol), acetamidine hydrochloride (1.2 or 2 mmol) and DMF (3.0 mL) under Ar. The reaction mixture was stirred at 130 or 140 C for 20 h. After being cooled to room temperature, the mixture was diluted with CH2Cl2 (10 mL) and filtered. The catalyst was washed with distilled water (2 × 5 mL) and EtOH (2 × 5 mL) and air dried when reused in the next run. The filtrate was concentrated with the aid of a rotary evaporator and the residue was purified by column chromatography on silica gel using petroleum ether (30-60 C)/ethylacetate (10:1 to 1:1) as eluent to give the desired product 2. All the products 2a-z are known compounds.

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Xue; Xiao, Ruian; You, Chongren; Yan, Tao; Cai, Mingzhong; Journal of Chemical Research; vol. 41; 6; (2017); p. 315 – 320;,
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. 886762-73-8, name is 2-Fluoro-6-iodoaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5FIN

A solution of 2-fluoro-6-iodoaniline (200 mg, 0.844 mmol) in DMF (0.5 mL) was added to amixture of tert-butyl (2-amino-2-thioxoethyl)carbamate (209 mg, 1.10 mmol), CuO (101 mg,1.27 mmol), Pd2(dba)3 (77 mg, 0.084 mmol), and dppf (94 mg, 0.169 mmol) in DMF (1 mL).The sealed vial was stirred at 90 C for 1 h and cooled to RT. FCC (10-30% EtOAc inisohexane) afforded the title compound as a yellow solid (217 mg, 9 1%). M/z 305 (M+Na).

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:
Patent; ANTABIO SAS; LEIRIS, Simon; DAVIES, David Thomas; EVERETT, Martin; SPRYNSKI, Nicolas; SUTTON, Jonathan Mark; BODNARCHUK, Michael Steven; PALLIN, Thomas David; CRIDLAND, Andrew Peter; BLENCH, Toby Jonathan; CLARK, David Edward; ELLIOTT, Richard Leonard; (197 pag.)WO2018/172423; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 443-85-6, These common heterocyclic compound, 443-85-6, name is 1-Fluoro-3-iodo-2-methylbenzene, 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.

N-Bromosuccinimide (NBS, 3.77 g, 21.2 mmol) and benzoyl peroxide (77 mg,0.32 mmol) were added to a solution of 1-fluoro-3-iodo-2-methylbenzene10b (5.0 g, 21.2 mmol) in CCl4 (55 mL). The mixture was heated to reflux for 48 hours then cooled to roomtemperature. The suspension was filtered and the filtrate concentrated underreduced pressure to yield an orange oil. Purification over silica eluting withpentane provided the title compound as a white solid (3.8 g, 67% yield). 1HNMR (400MHz, CDCl3): d 7.65 (d, 1H), 7.09-6.98(m, 2H), 4.65 (s, 2H); Also a knowncommercially available compound.

Statistics shows that 1-Fluoro-3-iodo-2-methylbenzene is playing an increasingly important role. we look forward to future research findings about 443-85-6.

Reference:
Article; Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian; Tetrahedron Letters; vol. 56; 47; (2015); p. 6546 – 6550;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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: 628-77-3

The tetra-TTF calix[4]pyrroles 2a-i (porphyrinogen derivatives of the present invention) were synthesized as shown in Schemes 3-1 1. Treating the monopyrroIo-TTF derivatives 1a- i with an excess of TFA and in the presence or absence of tetrabutylamonium fluoride (TBAF), tetrabutySarnonium chloride (TBACI), or tetrabutylamonium bromide (TBABr) in a mixture of CH2CI2 and Me2CO gave the tetra-TTF ca I ix[4] pyrroles 2a-i as yellow compounds in 13-55% yields. The tetra-TTF calix[4]pyrroles 2a-i were fully characterized by traditional techniques. The required monopyrrolo-TTF derivatives 1a-b were prepared according to the literature procedures (Hansen et a/ J Mater. Chem, 2004, 14, 179-184 and Jeppesen ef a/. J Org Chem. 2000, 65, 5794-5805), whereas the monopyrroio-TTF derivatives 1c- i were prepared as illustrated in Schemes 12-18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common.

Reference:
Patent; SYDDANSK UNIVERSITET; WO2007/132430; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 191348-14-8, name is 2-Iodo-4-methoxyaniline, molecular formula is C7H8INO, 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: C7H8INO

A dry flask was charged with 4-methoxy-2-iodoaniline (1.13 g, 4.56 mmol), disilylated alkyne 18 (1.63 g, 5.48 mmol), palladium(II)acetate (101 mg, 0.456 mmol), Na2CO3 (1.43 g, 13.68 mmol) and DMF (12 mL) under argon atmosphere and heated at 90 C for 8 h. DMF and volatiles were removed in vacuo. Ethyl acetate (15 mL) and water (15 mL) were added to the residue. The aqueous phase was extracted with ethyl acetate (3×15 mL). The combined organic extract was washed with 5% NaHCO3 (20 mL) and brine (30 mL), and solvent was removed by rotary evaporation. The crude product was purified by silica gel column chromatography (PE/EtOAc) to give indole 19a (918 mg, 48%) as a light brown oil and 19b (376 mg, 27%) as a light brown sticky material.To a stirred solution of 19b (305 mg, 1 mmol) and imidazole (340 mg, 5 mmol) in DCM (4 mL) was added TESCl (251.7 mL, 1.5 mmol) under argon atmosphere at 0 C. Stirring was continued for another 2 h at 0 C then the reaction was quenched with ice-water, organic part was separated, dried over Na2SO4, the solvent was removed by rotary evaporation. The crude product was purified by silica gel column chromatography to give indole 19a (394 mg, 94%) as a light brown oil. Rf=0.52 (PE/EtOAc 25:1). 1H NMR (500 MHz, CDCl3, delta): 7.73 (s, 1H), 7.16 (dd, J=8.5, 2.5 Hz, 1H), 6.97 (d, J=2.0 Hz, 1H), 6.76 (dd, J=8.5, 2.5 Hz, 1H), 3.78 (s, 3H), 3.72 (t, J=7.5 Hz, 3H), 3.00 (t, J=7.5 Hz, 3H), 0.92 (m, 18H), 0.80 (q, J=8.0 Hz, 6H), 0.56 (q, J=8.0 Hz, 6H); IR (neat cm-1): 3398, 2955, 1620, 736; HRMS (ESI): (M+H)+ calcd for +C23H422NO2Si 420.2749, found 420.2748.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 191348-14-8, its application will become more common.

Reference:
Article; Jana, Goutam Kumar; Sinha, Surajit; Tetrahedron; vol. 68; 35; (2012); p. 7155 – 7165;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2142-70-3, 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. 2142-70-3 name is 1-(2-Iodophenyl)ethanone, 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: Aryl, benzyl or allyl halides (1.0mmol), arylboronic acid (1.2mmol), K2CO3 (1.5mmol), C1 (5×10-6 mol%) and H2O (2.0mL) were added into a sealed tube and the mixture was stirred at 60C for a few hours. After the reaction, the aqueous phase was extracted with ethyl acetate for 3 times (3×7mL). Then the combined organic layers were dried over anhydrous Na2SO4, concentrated under vacuum and purified by column chromatography.

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

Reference:
Article; Luo, Kaixiu; Zhang, Lu; Yang, Rui; Jin, Yi; Lin, Jun; Carbohydrate Polymers; vol. 200; (2018); p. 200 – 210;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com