Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 28547-29-7, name is 2-Bromo-4-iodobenzoic acid, 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 28547-29-7, Recommanded Product: 2-Bromo-4-iodobenzoic acid

To a stirred solution of 4-iodo-2-bromobenzoic acid (5 g, 15.29 mmol) in ethyl alcohol (EtOH; 100 mL) was added sulfuric acid (H2SO4; 5 mL), and the reaction mixture was heated at 80 C. for 18 h. The reaction mixture was cooled to 25 C. and concentrated under reduced pressure. The residue was diluted with EtOAc (2×100 mL) and washed with H2O (100 mL). The combined EtOAc extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford the compound as a pale yellow solid (5 g, 92%): 1H NMR (400 MHz, DMSO-d6) delta 8.04 (d, J=1.2 Hz, 1H), 7.71 (d, J=7.6 Hz, 1H), 7.51 (d, J=8.4 Hz, 1H), 4.41 (q, J=7.2 Hz, 2H), 1.41 (t, J=7.2 Hz, 3H).

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; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1437316-91-0,Some common heterocyclic compound, 1437316-91-0, name is 2,4-Difluoro-3-iodoaniline, molecular formula is C6H4F2IN, 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-(2,4-difluoro-3-iodophenyl)propane-l -sulfonamideTo a solution of 2,4-difluoro-3-iodoaniline (255mg, lmmol) in 1,2-dichloroethane (3 mL) was added pyridine (lmL), followed by propane- 1-sulfonyl (157mg, 1. lmmol) and the resulting reaction mixture was heated to refluxing for 2 hrs. The solvent was removed in vacuo. The residue was dissolved in EtOAc, washed with aqueous NaHC03, brine, dried over Na2S04, filtered and concentrated in vacuo to afford the desired product (298mg, 83%>).1H NMR (CDCI3): ? 7.56-7.58 (1H, m), 6.90-6.95 (1H, m), 6.44 (1H, br), 3.03-3.07 (2H, m),1.84-1.90 (2H, m), 1.03-1.07 (3H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Difluoro-3-iodoaniline, its application will become more common.

Reference:
Patent; CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; LI, Jijun; ZHU, Yan; HU, Yuandong; WANG, Huting; WANG, Zhe; WANG, Zanping; WEI, Yongheng; SUN, Yinghui; WU, Qiong; ZHANG, Hui; PENG, Yong; KONG, Fansheng; SUN, Ying; LUO, Hong; HAN, Yongxin; WO2013/71865; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H9IO2

To a solution of 5-iodo-1,3-dimethoxybenzene (8, 20.98 g, 79.5 mmol) in dry DMF (75 mL), cooled to 0 C, was dropwise added POCl3 (42.64 g, 278.1 mmol). The reaction mixture was gradually warmed to room temperature and subsequently heated to 85 C. After stirring for 5 h at 75 C, the reaction mixture was poured into iced water (400 mL) and extracted with EtOAc (3*300 mL). The combined organic layer was washed with satd aq NaHCO3 (300 mL), dried over Na2SO4, and concentrated under reduced pressure. Recrystallization from hexanes/EtOAc (3/1) yielded benzaldehyde 9 (18.43 g, 79%) as a yellow solid; Rf 0.3 (hexanes/EtOAc=3/1); 1H NMR (200 MHz, CDCl3) delta 10.12 (s, 1H), 7.11 (d, J=2.3 Hz, 1H), 6.47 (d, J=2.2 Hz, 1H), 3.88 (s, 3H), 3.85 (s, 3H); 13C NMR (50 MHz, CDCl3) delta 190.6 (d, 1C), 164.6 (s, 1C), 163.3 (s, 1C), 119.2 (d, 1C), 118.3 (s, 1C), 99.1 (d, 1C), 98.6 (s, 1C), 56.0 (q, 1C), 55.9 (q, 1C); HRMS m/z calcd for [M+Na]+ 314.9489, found 314.9500; Anal. Calcd for C9H9IO3: C, 37.01; H, 3.11; found: C, 37.22; H, 3.14.

The synthetic route of 25245-27-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mikula, Hannes; Skrinjar, Philipp; Sohr, Barbara; Ellmer, Doris; Hametner, Christian; Froehlich, Johannes; Tetrahedron; vol. 69; 48; (2013); p. 10322 – 10330;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 135050-44-1, 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. 135050-44-1, name is 3-Chloro-4-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

STEP A: 2,4′-dichloro-2′-methyl-[1,1′-biphenyl]-4-amine 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.

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-Chloro-4-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chakravarty, Devraj; Greco, Michael; Shook, Brian; Xu, Guozhang; Zhang, Rui; US2012/302641; (2012); 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. 160938-18-1, name is 4-Chloro-2-iodo-1-nitrobenzene, A new synthetic method of this compound is introduced below., Formula: C6H3ClINO2

4-chloro-2-iodo-1-nitrobenzene (77.66 g, 274 mmol), 9-phenyl-9H-carbazol- 2- ylboronic acid (157.34 g, 548 mmol), NaOH (5.48 g, After THF / H2O (800 ml / 400 ml) was mixed, Pd (PPh3) 4 (4.36 g, 5 mol%) was added at 40 C At 80 CStir for 12 hours.After completion of the reaction, the reaction mixture was extracted with methylene chloride, and then MgSO 4 was added thereto, followed by filtration to obtain an organic layer. In the obtained organic layer,The residue was purified by column chromatography (Hexane: EA = 3: 1 (v / v)) to give 2- (5-chloro-2-nitrophenyl) -9-phenyl-9H-carbazole (114.8 g, yield 73%).

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; DoosanCorporation; Kim, Tae Hyung; Han, Song Eii; Lee, Chang Jun; Sin, Jin Yong; Jo, Hyun Jong; Baek, Young Mi; (56 pag.)KR2015/47858; (2015); A;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1,1,1-Trifluoro-3-iodopropane

a) rac-2-(3-Chloro-phenyl)-5,5,5-trifluoro-pentanoic acid To a stirred solution of m-chlorophenylacetic acid (2.38 g, 14 mmol) in tetrahydrofuran (85 ml) was added at -78 0C lithium diisopropylamide solution (31 ml IM in THF, 31 mmol). After stirring the mixture for 20 min l-iodo-3,3,3-trifluoropropane (4.38 g, 20 mmol) was added and the mixture was allowed to warm to room temperature overnight. Water (5 ml) was added followed by 2N hydrochloric acid (10 ml). The reaction mixture was extracted twice with ethyl acetate. The combined organic layers were dried over MgSCU and evaporated and the residue was purified by column chromatography (Sitheta2, heptane/EtOAc= 9:1) to yield a colourless oil, (1.75 g, 47 %); MS (EI): 264.9 (M+ ).

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; F. HOFFMANN-LA ROCHE AG; WO2008/92785; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 7681-82-5, 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. 7681-82-5 name is Sodium iodide, 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: We used a simple method (branched tube glass) in order to design and preparation of suitable single crystals for X-ray diffraction. The one-pot reaction of a 1:1 M ratio of Cd(II) salts and L in the mixture of EtOH and MeOH afforded the compounds 1-3 in good yields. Cd(NO3)2·4H2O (0.154g, 0.5mmol), NaHal (Hal=Cl, 0.058g; Br, 0.103g; I, 0.150g; 1mmol) and the ligand L (0.208g, 0.5mmol) were placed in the main arm of a branched tube. A mixture of MeOH (7.5mL) and EtOH (7.5mL) was carefully added to fill the arms. The tube was sealed and immersed in an oil bath at 60C while the branched arm was kept at ambient temperature. X-ray suitable crystals were formed during the next days in the cooler arm and were filtered off, washed with acetone and diethyl ether, and dried in air.

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

Reference:
Article; Akbari Afkhami, Farhad; Mahmoudi, Ghodrat; White, Jonathan M.; Lipkowski, Janusz; Konyaeva, Irina A.; Safin, Damir A.; Inorganica Chimica Acta; vol. 484; (2019); p. 481 – 490;,
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. 626-62-0, name is Iodocyclohexane, A new synthetic method of this compound is introduced below., COA of Formula: C6H11I

A mixture of zinc dust (16.34 g, 250 mmol, Aldrich, -325 mesh) and dry tetrahydrofuran (6 mL) under argon was treated with 1,2-dibromoethane (0.94 g, 5 mmol). The zinc suspension was then heated with a heat gun to ebullition, allowed to cool, and heated again. This process was repeated three times to make sure the zinc dust was activated. The activated zinc dust suspension was then treated with trimethylsilyl chloride (0.54 g, 5 mmol), and the suspension was stirred for 15 min at 25 C. The reaction mixture was then treated dropwise with a solution of cyclohexyl iodide (21 g, 100 mmol) in dry tetrahydrofuran (30 mL) over 15 min. During the addition, the temperature rose to 60 C. The reaction mixture was then stirred for 3 h at 40-45 C. The reaction mixture was then cooled to 25 C. and diluted with dry tetrahydrofuran (60 mL). The stirring was stopped to allow the excess zinc dust to settle down (3 h). In a separate reaction flask, a mixture of lithium chloride (8.48 g, 200 mmol, predried at 130 C. under high vacuum for 3 h) and copper cyanide (8.95 g, 100 mmol) in dry tetrahydrofuran (110 mL) was stirred for 10 min at 25 C. to obtain a clear solution. The reaction mixture was cooled to -70 C. and then slowly treated with the freshly prepared zinc solution using a syringe. After the addition, the reaction mixture was allowed to warm to 0 C. where it was stirred for 5 min. The reaction mixture was again cooled back to -70 C. and then slowly treated with methyl propiolate (7.56 g, 90 mmol). The resulting reaction mixture was stirred for 15 h at -70 C. to -50 C. and then slowly treated with a solution of iodine (34.26 g, 135 mmol) in dry tetrahydrofuran (30 mL), with the temperature kept at -70 C. to -60 C. After addition of the iodine solution, the cooling bath was removed, and the reaction mixture was allowed to warm to 25 C. where it was stirred for 2 h. The reaction mixture was then poured into a solution consisting of a saturated aqueous ammonium chloride solution (400 mL) and ammonium hydroxide (100 mL), and the organic compound was extracted into ethyl acetate (3250 mL). The combined organic extracts were successively washed with a saturated aqueous sodium thiosulfate solution (1500 mL) and a saturated aqueous sodium chloride solution (1500 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 9/1 hexanes/diethyl ether) afforded (E)-3-cyclohexyl-2-iodo-acrylic acid methyl ester (26.3 g, 99%) as a light pink oil: EI-IIRMS m/e calcd for C10H15IO2 (M+) 294.0117, found 294.0114.

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; Hoffmann-La Roche Inc.; US6353111; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To the ammonium hydroxide (5.0 mL) was added 4-iodo-benzenesulfonyl chloride (454.0 mg, 1.5 mmol). The resulting mixture was stirred at room temperature for 2 h and extracted with DCM (2 × 20.0 mL). The combined organic phase was dried over anhydrous Na2SO4, and concentrated to give 39 as a white solid (392.0 mg). 1H NMR (400 MHz, DMSO-d6): delta 7.98-7.96 (d, J = 8.6 Hz, 2H), 7.60-7.58 (d, J = 8.6 Hz, 2H), 7.45 (s, 2H).

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, 4-Iodobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Kai; Rao, Wei; Parikh, Hardik; Li, Qianbin; Guo, Tai L.; Grant, Steven; Kellogg, Glen E.; Zhang, Shijun; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 125 – 137;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 672293-33-3, name is Methyl 4-amino-5-iodo-2-methylbenzoate, 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. COA of Formula: C9H10INO2

[0069] Methyl (2-(l-oxopeutyl)-3-(2-phenylethyl)-6-methyl)indole-5-carboxyIate (7); Amixture of 4 (250 mg), l-triethylsilyl-4-phenylbutyne (5, 320 mg), palladium acetate (30 mg), sodium carbonate (450 mg), and degassed DMF (2 mL) was stirred at 100C under argon atmosphere for 5 hours. The reaction mixture was filtered through fluorisil, eluted with 20% ethyl acetate/hexanes and evaporated to afford indole 6 as an amorphous. To a mixture of 6, dichloromethane (3 mL) and valeryl chloride (0.52 mL), zinc chloride (1M in diethyl ether solution, 0.77 mL) was added slowly at 4C, and stirred at 4C for 3 hours. The reaction mixture was treated with methanol (3 mL), diluted with ethyl acetate (30 mL), washed with water twice (10 mL each), aqueous sodium carbonate (10 mL) followed by brine (10 mL), dried (Na2S04), and evaporated. The crude residue was washed with hexanes to give 7 (165 mg) as a brown solid. Mp 145-147C; ]H NMR (CDC13, 400 MHz) 8 8.87 (s, 1H), 8.32 (s, 1H), 7.30-7.20 (m, 3H), 7.19 (s, 1H), 7.14 (d, J= 7.6 Hz, 2H), 3.93 (s, 3H), 3.39 (t, J= 8.4 Hz, 2H), 3.01 (t, J= 7.2 Hz, 2H), 2.74 (t, J= 7.6 Hz, 2H), 2.71 (s, 3H), 1.68 (quintet, J= 7.6 Hz, 2H), 1.68 (dt, J= 7.6 Hz, 15.2 Hz, 2H), 0.95 (t, J= 7.2 Hz, 3H).

The synthetic route of Methyl 4-amino-5-iodo-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/7542; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com