Author: Jessica.F

Some common heterocyclic compound, 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, molecular formula is C8H6IN, 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: C8H6IN

A solution of NaOH (50%, 8 ml) was added dropwise to a mixture of compound LII-1 (2 g, 8.23 mmol), l-bromo-2-chloroethane (2.37 g, 16.5 mmol) and benzyl- triethylammonium chloride (0.094 g, 0.41 mmol) at room temperature. The reaction mixture was stirred and heated to 60 C overnight. Reaction was monitored by TLC. The reaction mixture was quenched with water and extracted with CH2CI2. The organic layer was washed two times with dilute hydrochloric acid, dried over Na2S04 and concentrated. The residue was purified by column chromatography (PE: EA = 50: 1-20: 1) to give compound LII-2 (1.35 g, yield: 61%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51628-12-7, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Iodide – Wikipedia,
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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., Safety of 1-Iodo-2-(trifluoromethyl)benzene

General procedure: A 50mL round-bottomed flask equipped with a gas inlet tube, a reflux condenser, and a magnetic stirring bar was charged with MCM-41-S-PdCl2 (173mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa (7.5 mmol). The flask was flushed with carbon monoxide. DMF (5 mL) was added by syringe and a slow stream of CO was passed into the suspension. The mixture was vigorously stirred at 100?110°C for 4?24h, cooled to room temperature, and diluted with diethyl ether (50 mL). The palladium catalyst was separated from the mixture by filtration, washed with distilled water (2×10 mL), ethanol (2×10 mL) and ether (2×10 mL) and reused in the next run. The ethereal solution was washed with water (3×20mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane?ethyl acetate=10:1). (0008) All formylation products were characterized by comparison of their spectra and physical data with authentic samples. IR spectra were determined on a Perkin-Elmer 683 instrument. 1H NMR (400MHz) and 13C NMR (100MHz) spectra were recorded on a Bruker Avance 400MHz spectrometer with TMS as an internal standard and CDCl3 as solvent.

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; Hao, Wenyan; Ding, Guodong; Cai, Mingzhong; Catalysis Communications; vol. 51; (2014); p. 53 – 57;,
Iodide – Wikipedia,
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Synthetic Route of 31827-94-8, 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. 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-(4-iodophenyl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
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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,
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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,
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