Month: January 2021

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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H9IO2

Compound 20.1. Methyl 4-(bromomethyl)-3-iodobenzoate. Into a 100-mL round- bottom flask, was placed a mixture of methyl 3-iodo-4-methylbenzoate (compound 5.3, 3.00 g, 10.9 mmol) in CCI4 (50 mL), NBS (2.9 g, 16.3 mmol), azobisisobutyronitrile (360 mg, 2.19 mmol) and potassium carbonate (1.65 g, 1 1.9 mmol). The resulting mixture was stirred overnight at 70 C, then cooled to room temperature and concentrated under reduced pressure. The residue was diluted with EtOAc (100 mL) and the mixture was washed with brine (2 x 50 mL), dried (Na2SC>4), filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1 :20) as the eluent to yield 3.0 g (78%) of the title compound as a yellow solid.

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2014/8197; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 77317-55-6, The chemical industry reduces the impact on the environment during synthesis 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, I believe this compound will play a more active role in future production and life.

To a solution of methyl 5-iodoanthranilate (1.5 g, 5.3 mmol) and sodium bicarbonate (892 mg, 10.6 mmol) in DCM (29.5 mL) at 0 C. was added methyl 3-chloro-3-oxopropionate (587 muL, 5.3 mmol) dropwise over 2 minutes. The cream-colored mixture was stirred at 0 C. for 19 hours. The reaction mixture was then diluted with DCM (25 mL), water (25 mL) was added and the biphasic mixture stirred vigorously for 15 minutes. The layers were separated and the aqueous extracted with DCM (25 mL). The organics were combined, dried (Na2SO4), filtered and concentrated to dryness to afford a cream-colored solid. The crude material was purified by FCC (0-50% EtOAc/hexanes) to provide the title compound as a cream-colored solid.

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, Methyl 2-amino-5-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); 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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 181765-85-5

Synthesized in an analogous manner to Intermediate 143a using Intermediate 033a (0.080 g, 0.195 mmol) and methyl 4-chloro-2-iodobenzoate (0.0694 g, 0.234 mmol) to yield Intermediate 145a (0.050 g, 0.110 mmol, 57% yield): LC-MS (Method A2) RT = 0.93 min, MS (ESI) m/z: 453.1 (M+H)+. 1H NMR (400MHz, CDCl3) delta 7.80 (d, 7=8.4 Hz, 1H), 7.39 (dd, 7=8.4, 2.2 Hz, 1H), 7.33 (d, 7=2.0 Hz, 1H), 7.29 – 7.24 (m, 2H), 7.21 – 7.16 (m, 2H), 4.73 (s, 2H), 3.63 (s, 3H), 2.37 – 2.29 (m, 2H), 2.06 – 1.91 (m, 6H), 1.88 – 1.77 (m, 2H), 1.65 – 1.54 (m, 2H), 1.34 (dq, 7=14.9, 7.4 Hz, 2H), 0.88 (t, 7=7.4 Hz, 3H).

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13421-13-1, 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 13421-13-1 as follows.

A solution of 4-chloro-2-iodobenzoic acid 1 (25 g, 88.7 mmol), SOC12 [(100ML),] and DMF (few drops) was warmed gently with a heat gun until the mixture became homogeneous (15 mins). The solution was maintained at [23C] for an additional 30 mins, then the solution was concentrated. [MEOH] (200 mL) was added to the crude residue and the solution was maintained at [23C] for 30 mins. The solution was concentrated and the crude residue was then dissolved in 10: 1 hexanes: EtOAc and passed through a plug of silica gel. The eluent was concentrated to provide 26.2 g (100%) of ester 2 as a colorless oil, which solidified upon standing under high vacuum (0.1 Torr).

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION; WO2003/106426; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, molecular formula is C6F13I, 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 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

A Schlenk flask was charged with alkoxy ester 10b (3.48g, 10.0mmol), copper powder (1.40g, 22.0mmol), 2,2?-bipyridyl (20mg, 0.13mmol), DMSO (40mL) and hexafluorobenzene (80mL). The mixture was heated to 70C and perfluorohexyl iodide (4.47g, 22.0mmol), dissolved in hexafluorobenzene (20mL), was dropwise added. The mixture was then heated to 105C for 72h. After cooling to r.t., the mixture was partitioned between water (60mL) and dichloromethane (60mL) and the heterogeneous mixture formed was filtered over short silica gel column. The organic layer was separated and the aqueous layer was extracted with dichloromethane (3¡Á60mL). The combined organic layers were dried with anhydrous magnesium sulfate, the drying agent was filtered off and the solvent was removed on a rotary vacuum evaporator (40C, 1h, 25kPa) to give the target ester 11b (5.19g, 95.9%, colourless viscous oil).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 355-43-1, its application will become more common.

Reference:
Article; Kvi?ala, Jaroslav; Schindler, Martin; Kelbichova, Vendula; Babun?k, Mario; Ryba?kova, Marketa; Kvi?alova, Magdalena; Cva?ka, Josef; B?ezinova, Anna; Journal of Fluorine Chemistry; vol. 153; (2013); p. 12 – 25;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13194-68-8, 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. 13194-68-8 name is 4-Iodo-2-methylaniline, 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.

4-iodo-2-methylbenzenamine (24, 233 mg, 1 mmol) on reaction with ethynyl benzene (25a, 102 mg, 1 mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12 equiv) as cocatalyst, butyl amine (261 mg, 3 equiv) as base and ether as solvent and kept the reaction for 6 h. After completion of the reaction as indicated by TLC and the reaction mixture is extracted into ether (4¡Á25 mL) from the aqueous layer and concentrated in vacuo. The compound was further purified by column chromatography using 60-120 silica gel (ethyl acetate/hexane,1:9) to obtain 2-methyl-4-(phenylethynyl)benzenamine compound (26a) as pure product. Anthranilic acid (27, 137 mg, 1 mmol) on reaction with acetic anhydride at 150 C. and reflux for 30 min, after completion of reaction aqueous sodium bicarbonate solution is added and extracted in ethyl acetate (4¡Á25 mL) from the aqueous layer and concentrated in vacuo afforded 2-methyl 4H-benzo[d][1,3]oxazin-4-one compound ( 28) as pure product. To a stirred solution of 2-methyl-4-(phenylethynyl)benzenamine (26a, 207 mg, 1 mmol) with 2-methyl-4H-benzo[d][1,3]oxazin-4-one (28, 161 mg, 1 mmol) in acetic acid and reflux for 8 h. After completion of the reaction as indicated by TLC. The reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4¡Á25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4 afforded 2-methyl-3-(2-methyl-4-(phenylethynyl)phenyl)quinazolin-4(3H)-one (29a). Reaction of 2-methyl-3-(2-methyl-4-(phenylethynyl)phenyl)quinazolin-4(3H)-one ethynyl)phenyl)quinazolin-4(3H)-one (29a, 350 mg, 1 mmol) with 4-hydroxy benzaldehyde (30b, 122 mg, 1 mmol) was taken in acetic acid Then the resulting mixture was stirred under reflux conditions for 8 h and then the reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4¡Á25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4.The resulting product ( 4b) was purified by column chromatography employing EtOAc/Hexane as an eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Council of Scientific & Industrial Research; Kamal, Ahmed; Sultana, Farheen; Bharathi, Erla Vijaya; Srikanth, Yellamelli Valli Venkata; Viswanath, Arutla; Swapna, Ponnampalli; US2013/317221; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 35944-64-0, The chemical industry reduces the impact on the environment during synthesis 35944-64-0, name is 3-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

Triethylamine (8 mL) was added to a degassed solution of 5-ethynylpyrimidin-2-amine (Intermediate 18) (1.19 g), 3-iodo-4-methylaniline (2.6 g), PdCl2 (PPh3) 2 (100 mg) and Cul (15 mg) in DMF (40 mL) and the mixture heated to 60C for 90 minutes, cooled and concentrated in vacuo. The residue was dissolved in methanol, filtered, and concentrated in vacuo. Purification by flash chromatography on silica using 0-10% MeOH in DCM gave the title compound as a pale yellow solid (1.60 g, 70%, contaminated with 0.3 moles of Et3NHI).

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, 3-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
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 69113-59-3 as follows. COA of Formula: C7H4IN

Example 14; 3-Trimethylsilanylethynyl-benzonitrile; 3-Iodo-benzonitrile (10.0 g, 43.7 mmol), trimethylsilane acetylene (5.57 g, 56.8 mmol), palladium tetrakis triphenylphosphine (2.02 g, 1.75 mmol), and copper iodide (1.0 g, 5.24 mmol) in triethylamine (120 mL) was stirred for 12 h. The reaction was concentrated and purified by column chromatography to afford the title product (9.35 g, quantitative yield) as a brown oil.1H NMR (300 MHz, CDCl3): delta (ppm) 7.76 (t, 1H), 7.71 (dd, 1H), 7.63 (dd, 1H), 7.28 (t, 1H), 0.26 (s, 9H).

According to the analysis of related databases, 69113-59-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/259916; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25245-29-8, These common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, 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.

Preparation Example 49 Synthesis of 2,6-dimethoxy-4-iodophenol To a solution of 5-iodo-1,2,3-trimethoxybenzene (3.2 g) in 1,2-dichloroethane (40 mL) was added aluminum chloride (1.6 g). The mixture was stirred at 60 C. for 4 hours and evaporated. The residue was dissolved in 1 M aqueous sodium hydroxide solution and washed with ether. The aqueous layer was then acidified and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as white crystalline powder. Yield: 1.0 g (31%)

Statistics shows that 5-Iodo-1,2,3-trimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 25245-29-8.

Reference:
Patent; KOWA CO., LTD.; US2004/10147; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 135050-44-1, SDS of cas: 135050-44-1

3-Chloro-4-iodoaniline (3.0 g, 11.8 mmol), (4-chloro-2-methylphenyl)boronic acid (2.4 g, 14.2 mmol), Pd(dppf)Cl2 (1.0 g, 1.2 mmol), and K2CO3 (3.3 g, 23.7 mmol) were dissolved in 1,4-dioxane (40 mL) and water (10 mL) and the resulting mixture was heated to 80 C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

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; Chakravarty, Devraj; Kreutter, Kevin; Powell, Mark; Shook, Brian; Song, Fengbin; Xu, Guozhang; Yang, Shyh-Ming; Zhang, Rui; Zhao, Bao-Ping; US2012/302610; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com