Month: June 2021

Synthetic Route of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

A mixture of 1-io o- -met oxy- -n tro enzene (279 mg, 1.00 mmol), palladium acetate (11.2 mg, 0.05 mmol), triethylamine (202 mg, 2.00 mmol), and ethyl acrylate (110 mg, 1.10 mmol) was heated to reflux for five hours. The mixture was cooled, concentrated and diluted with ethyl acetate. The mixture was washed with water, brine, dried (Na2SO4) and concentrated. The resulting residue was purified via MPLC eluting with 3:1 hexane: ethyl acetate to afford (E)-ethyl 3-(4-methoxy-2-nitrophenyl)acrylate (201 mg, 80%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-methoxy-2-nitrobenzene, its application will become more common.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; TAYLOR, Clarke, B.; VANHUIS, Chad, A.; WO2015/171610; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 52548-14-8, These common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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.

2-lodo-5-methylbenzoic acid (101 g; 387 mmol) is dissolved in MeOH (700 ml) followed by the addition of concentrated sulfuric acid (97%; 10.4 ml; 193 mmol). The reaction mixture is heated to 83C for 16 hours, cooled again to RT followed by slow and careful addition of aq. 1 M NaOH solution until pH 8 is reached. The MeOH is evaporated under reduced pressure and the remaining aq. phase is extracted with DCM (2x 350 ml). The combined organiclayers are washed with water (400 ml), dried over Mg504, filtered and the solvent is evaporated under reduced pressure to give 104.13 g of the title compound as a yellow liquid. tR [mm] = 0.89; [M+H] = not detected.

Statistics shows that 2-Iodo-5-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 52548-14-8.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); 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. 610-97-9, name is Methyl 2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: Propargylic precursors 2a-2j were prepared by Sonogashira reaction of aryl halides with appropriate terminal propargyl alcohols by following a literature procedure [9]. Among these propargyl alcohols 2d-2f are new. The general procedure for the synthesis of these compounds is given below. Compound 2a: To a stirred solution of aryl iodide (2.62 g, 10 mmol), PdCl2 (0.018 g, 0.1 mmol), PPh3 (0.053 g, 0.2 mmol) and CuI (0.039 g, 0.2 mmol) in triethylamine (15 mL) was added propargyl alcohol (1.07 g, 20 mmol) at rt (25oC). The contents were stirred at reflux for 10 h. After all the starting material was consumed (TLC), the reaction mixture was filtered and the solvent removed by vacuum. The product 2a was purified by column chromatography using silica gel with ethyl acetate/hexane mixture (1:4) as the eluent. yield: 1.67 g (88%). The spectral data are in accordance with the literature report [10]. Propargyl alcohols 2b-2fwere prepared using same molar quantities. Among these compounds 2a-2c are known and 2d-2f are new.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 610-97-9.

Reference:
Article; Gangadhararao; Kotikalapudi, Ramesh; Reddy, M. Nagarjuna; Swamy Kumara; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 996 – 1005;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3, A common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 29289-13-2, These common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, 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 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 × 5 mL) and Et2O (2 × 5 mL) and reused in the next run. The organic layer was washed with water (2 × 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1878-69-9,Some common heterocyclic compound, 1878-69-9, name is 2-(3-Iodophenyl)acetic 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.

lll.delta.a 2-(3-iodophenyl)ethanol A solution of 9.3 g (33.7 mmol) (3-iodophenyl)acetic acid is dissolved in 160 ml dry THF and cooled to 00C. Then 34,0 ml of a 1 ,0 M solution of lithium aluminumhydride in THF (34,0 mmol) is slowly added. The reaction mixture is allowed to warm to room temperature and stirred for 2 hours. The excess lithium aluminumhydride is carefully destroyed with a few drops of water and the resulting mixture is filtered through celite. The solvent is removed in vacuo leaving the crude product, which is used without further purification in the next step. Yield: 6.83 g (81% of theory), C8H9IO EII mass spectrum: m/z = 249 [M+H]+

The synthetic route of 1878-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (2008); A1;,
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. 27913-58-2, name is 4-(4-Iodophenyl)butanoic acid, A new synthetic method of this compound is introduced below., Product Details of 27913-58-2

To an ice-cooled THF (20 mL) mixture of 4- (4-iodophenyl) butanoic acid (1) (2.90 g, 10.0 mmol) was added borane-tetrahydrofuran complex (20 mL, 1.0 M, 20 mmol) dropwise over 30 min. The resulting mixture was stirred for 1.5 hr at room temperature, and then quenched with a 1: 1 HOAc/MeOH (1 mL). The solvent was stripped, and the residue was then partitioned between EtOAc and water. The organic layer was separated, washed with saturated [NAHCO3] and brine, dried over [MGS04,] and evaporated to produce a quantitative yield of the crude alcohol as an oil. To a [CH2CL2] (12 mL) mixture of the crude alcohol (1.75 g, 6.3 mmol) was added [4-METHYLMORPHOLINE] N-oxide (1.11 g, 9.5), 4 [A] powdered molecular sieves (3 g), and tetrapropylammonium [PERRUTHENATE] (“TRAP”, [0.] [11 G,] 0.3 mmol). The resulting slurry was stirred for 1 hr at room temperature. The crude material was purified on silica gel (eluting with 5-50% ethyl acetate in hexane) to afford 1.11 g (64% yield) of the desired aldehyde product (2) as an oil. LCMS : m/z = 257.0 (M+H- H20).

The synthetic route of 27913-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/811; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52548-14-8, 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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyl 2-iodo-5-methylbenzoate (B-I)A visually clean 100 L flask equipped with a mechanical stirrer thermocouple and water chilled condenser was charged with MeOH (50 L). 2-iodo-5-methylbenzoic acid (5.85 kg, 22.32 mol) was then added while stirring. Concentrated sulfuric acid (0.595 L, 11.16 mol) was then added portion- wise which caused an increase in temperature from 17 0C to 22 0C. This mixture was gradually brought to an internal temperature of 64.60C and aged overnight (-18 h). The next morning the reaction had reached >98% conversion by HPLC. The flask was cooled to 16 0C by placing in an ice bath and 850 mL of 10 N NaOH (0.98 equiv.) was added slowly (over 10 minutes) while monitoring the pH. After the addition the pH was 5-6 (caution: bringing pH over 9 can result in saponification during the work-up). The solution was then concentrated to about 16 L and this suspension was transferred to a 100 L extractor. The flask was rinsed with 8 L of IPAc and 4 L of water which were also transferred to the extractor. 32 L of IPAc were added along with 10 L of 5 w% NaHCO3 and 1 OL of 15 w% Brine. The layers were cut and the aqueous layers were back-extracted with 20 L of IPAc. The organic layers were then combined and washed with 10 L of 15 w% Brine. The organic layers were collected Io provide BA (6.055 kg, 21.93 mol, 98 % yield) in 98.3% purity. lH NMR (500 MHz, CDCI3, 293K5 TMS): 7.84 (1H5 d, J – 8.07 Hz), 7.62 (1 H5 d, J = 2.14 Hz)5 6.97 (1 H, dd, J – 8.08, 2.14 Hz), 3.97-3.86 (3 H5 m)5 2.33 (3 H, s).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Iodo-5-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application 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.

A sealed tube was charged with CuI (0.19g, 1.0mmol, 2.5 equiv.), AgF (0.13g, 1.0mmol, 2.5 equiv.), pyridine (0.27mL, 8.3 equiv.), various iodoarenes (0.4mmol, 1.0 equiv.), triethyl(1,1,2,2-tetrafluorobut-3-en-1-yl)silane (4 : 0.19g, 0.8mmol, 2.0 equiv.) and DMF (3.2mL, 0.25M) in glove box. The sealed tube was brought under an atmosphere of argon and capped. The resulting mixture was stirred at 60C for 16h, and then cooled room temperature. The resulting mixture was passed through short column. The eluent was concentrated in vacuo to give the crude materials, which were purified by silica gel column chromatography, leading to the desired coupling products

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; Yakushijin, Ryosuke; Yamada, Shigeyuki; Konno, Tsutomu; Journal of Fluorine Chemistry; vol. 225; (2019); p. 35 – 43;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, 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 101066-87-9, Application In Synthesis of 4-Iodo-2-(trifluoromethyl)benzonitrile

EXAMPLE 18 A mixture of 4-iodo-2-trifluoromethylbenzonitrile (1.65 g.), bis-(triphenylphosphine)palladium (II) chloride (0.07 g.), cuprous iodide (0.01 g.), 1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol (1.2 g.) and diethylamine (25 ml.) was stirred at laboratory temperature under an atmosphere of argon for 4 hours and then evaporated to dryness. The residue was purified by flash chromatography on a silica gel (Merck 385) column using a 1:1 v/v mixture of ethyl acetate and petroleum ether (b.p. 60-80 C.) as eluant, and the product was crystallized from a 4:1 v/v mixture of petroleum ether (b.p. 60-80 C.) and ethyl acetate. There was thus obtained 4-(4-cyano-3-trifluoromethylphenyl)-1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol, m.p. 134-136 C.

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; Imperial Chemical Industries PLC; US4873329; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com