Category: iodides-buliding-blocks

Electric Literature of 51738-07-9, The chemical industry reduces the impact on the environment during synthesis 51738-07-9, name is 2-Chloro-6-iodobenzaldehyde, I believe this compound will play a more active role in future production and life.

The mixture of TsNHNH2 (3.16 mmol, 1.0 eq) and DME (6.0 mL) was stirred and heated to 60 Cuntil a clear solution was obtained. The mixture was cooled to 25 C, and then 2-chloro-6-iodobenzaldehyde (3.2 mmol, 1 eq) dissolved in DME (2 mL) was added dropwise to the mixtureunder stirring. After approximately 1 h, CuI (0.32 mmol, 10 mol %), diethyl H-phosphonate (2.88mmol, 1.0 eq) and Cs2CO3 (4.74 mmol, 1.5 eq) were added sequentially to the reaction mixture at25 C. The mixture was then heated under stirring at 80 C for 3 h. When the reaction wascomplete (TLC control), the mixture was allowed to cool to 25 C. It was then filtered through ashort plug of SiO2 (AcOEt). The solvent was evaporated in vacuum. The residue was purified bysilica gel column chromatography (40 % EtOAc/petroleum ether) to afford an oil, 0.40 g, (35%).

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-Chloro-6-iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Roehrig, Ute F.; Majjigapu, Somi Reddy; Caldelari, Daniela; Dilek, Nahzli; Reichenbach, Patrick; Ascencao, Kelly; Irving, Melita; Coukos, George; Vogel, Pierre; Zoete, Vincent; Michielin, Olivier; Bioorganic and Medicinal Chemistry Letters; vol. 26; 17; (2016); p. 4330 – 4333;,
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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4BrIN2O2

4-bromo-2-iodo-6-nitroaniline (150 mg, 0.44 mmol) and 3,5-Dimethylisoxazole-4-boronic acid pinacol ester (390 g, 1.75 mmol) was added to a solvent mixture of 1,2-dimethoxyethane (2 ml) and water (1 ml). To the above mixture were added PEPPSI-Ipr (30 mg, 0.04 mmol) and Cs2CO3 (0.86 g, 2.64 mmol). The reaction mixture was heated at 120 C. in microwave reactor for 2 hs. The reaction mixture was then diluted with EtOAc (100 ml), washed with bring (50 ml, 2 times). The organic solvent was evaporated and the residue was dissolved in DCM and purified with combi-flash column chromatography (product came out at 25% MeOH/DCM) to afford 2,4-bis(3,5-dimethylisoxazol-4-yl)-6-nitroaniline. C16H16N4O4. 329.2 (M+1)

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 180624-08-2.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Corkey, Britton Kenneth; Du, Jinfa; Elbel, Kristyna; Jiang, Robert H.; Kobayashi, Tetsuya; Lee, Rick; Martinez, Ruben; Metobo, Samuel E.; Mish, Michael; Munoz, Manuel; Shevick, Sophie; Sperandio, David; Yang, Hai; Zablocki, Jeff; US2014/336190; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 180624-10-6, A common heterocyclic compound, 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate, molecular formula is C9H10INO3, 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.

Palladium acetate (73 mg, 0.22 mmol) was added to a solution of 3-iodo-4-amino-5-methoxybenzoate (1.0 g, 3.25 mmol), methyl acrylate (0.32 mL, 3.6 mmol), triphenylphosphine (0.17 g, 0.65 mmol), and triethylamine (0.9 mL, 6.5 mmol) in CH3CN (10 mL). The mixture was flushed with Ar and heated at 80 C. in a sealed tube for 90 mins. The mixture was diluted with EA, and washed with 1N HCl and brine. The organic layers were dried and concentrated. Crude 11-1 was chromatographed (hexane:EA) to give 11-1 (0.52 g, 57%). LC/MS: 280.05 [M+H]+.

The synthetic route of 180624-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1032231-24-5, 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. 1032231-24-5 name is 2-Bromo-5-iodobenzaldehyde, 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.

Diethylaminosulfur trifiuoride (77.8 g, 482 mmol) was added to a solution of 2-bromo- iodobenzaidehyde (100 g, 322 mmol) and DCM (1 L) at 0 C. The resultant mixture was stirred at room temperature for 2 h before quenching with ice/water (1 L) and extracting with DCM (800 mL x 3). The combined organic extracts were washed with brine, dried over anhydrous Na?S04, filtered and concentrated to dryness to give the crude product, which was purified by FCC on silica gel (PE/EtOAc = 50: 1) to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-iodobenzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STEENECK, Christoph; GEGE, Christian; KINZEL, Olaf; KLEYMANN, Gerald; HOFFMANN, Thomas; GOLDBERG, Steven; (220 pag.)WO2016/69976; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 173043-61-3, name is Methyl 2-iodo-4,5-dimethoxybenzoate, 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 173043-61-3, Product Details of 173043-61-3

General procedure: A dry, N2 flushed 25 mL round-bottomed flask, equipped with a magnetic stirring bar, was charged with aryl iodide 3 (1 mmol) in anhydrous THF (5 mL), and cooled to -40 C. i-PrMgCl (2 M in THF, 2 mmol) was slowly added. After 0.5 h, CuCN·2LiCl (premixed CuCN and 1 M LiCl in THF) (0.1 mmol) was added. After 5 min, at the same temperature, 2-chloro-3-iodo-propene (2 mmol) was added and the reaction mixture allowed to warm to rt. The reaction mixture was quenched with sat. NH4Cl (20 mL) and extracted with MTBE (2 × 20 mL). The combined organic fractions were washed with brine (10 mL), then dried over Na2SO4, and concentrated in vacuo. The crude product was used in the next step after a silica plug treatment or without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-iodo-4,5-dimethoxybenzoate, and friends who are interested can also refer to it.

Reference:
Article; Linghu, Xin; McLaughlin, Mark; Chen, Cheng-Yi; Reamer, Robert A.; Dimichele, Lisa; Davies, Ian W.; Tetrahedron Letters; vol. 53; 13; (2012); p. 1550 – 1552;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 173043-61-3, 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. 173043-61-3, name is Methyl 2-iodo-4,5-dimethoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ester (10 mmol) in DMF was added indole (10 mmol), CuI (10 mol %) and K2CO3 (30 mmol). The resultant mixture was stirred at 120 oC for 2 h. After completion, the reaction mixture was filtered through celite. The filtrate was extracted with EtOAc, washed with water, brine, and dried over Na2SO4. The solution was concentrated under reduced pressure, and purified by column chromatographed over silica gel to give the desired 2-indolyl ester.

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-iodo-4,5-dimethoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Min; Liu, Yu-Wen; Xu, Hui; Dai, Hui-Xiong; Tetrahedron Letters; vol. 60; 39; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 870606-29-4, name is 5-Chloro-3-iodo-2-methylaniline, 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 870606-29-4, Application In Synthesis of 5-Chloro-3-iodo-2-methylaniline

To a solution of 5-chloro-3-iodo-2-methylaniline (1.32 g, 4.9 mmol) in diglyme (5 mL) was added potassium carbonate (677 mg, 4.9 mmol) and bis(2-chloroethyl)amine hydrochloride (875 mg, 4.9 mmol). The mixture was refluxed for 24 h and then cooled to room temperature. Water and ethyl acetate were added. The layers were separated, the organic layer was dried over sodium sulfate, filtered, and concentrated. Column chromatography on silica (dichloromethane:methanol 4:1) provided 1-(5-chloro-3-iodo-2- methylphenyl) piperazine as a white solid (660 mg, 40% yield). IH NMR (400 MHz, CDC13) 8 7.56 (d, 1H), 6.97 (d, 1H), 3.03 (m, 4H), 2.83 (m, 4H), 2.39 (s, 3H), 1.73 (br s, 1H); MS (ESI) for C11H14ClIN2: 337 (MH+).

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, 5-Chloro-3-iodo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2005/117909; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 351447-07-9, These common heterocyclic compound, 351447-07-9, name is 6-Iodo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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.

Step D 5-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-pent-4-ynoic acid butyl ester (4-5) A suspension of 4-4 (0.113 g, 0.431 mmol) and n-butyl 4-pentynoate (0.0731 g, 0.474 mmol) in triethylamine (3.0 mL) was purged with Ar, then cooled to 0 C. Copper iodide (0.0021 g, 0.0108 mmol) and Pd(PPh3)2Cl2 (0.0076 g, 0.0108 mmol) were added, the ice bath was removed after ten minutes, and the resulting suspension was stirred overnight. The mixture was then partitioned between EtOAc and saturated NaHCO3 solution. The organic phase was washed with sat. NaHCO3 solution, water, and brine, then dried with MgSO4 and concentrated. Flash chromatography (silica, 45% EtOAc-Hexanes) yielded a clear, yellowish oil. 1H-NMR (CDCl3): delta 6.88 (d, J=7.9 Hz, 1 H), delta 6.69 (d, J=8.0 Hz, 1 H), delta 5.07 (br s, 1 H), delta 4.22 (t, J=4.4, 2 H), delta 4.10 (t, J=6.7 Hz, 2 H), delta 3.54 (m, 2 H), delta 2.70 (m, 2 H), delta 2.61 (m, 2 H), delta 1.61 (m, 2 H), delta 1.38 (m, 2 H), delta 0.92 (t, J=7.4 Hz, 3 H). MS (M++H) 289.1.

Statistics shows that 6-Iodo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine is playing an increasingly important role. we look forward to future research findings about 351447-07-9.

Reference:
Patent; Askew, Ben C.; Breslin, Michael J.; Duggan, Mark E.; Hutchinson, John H.; Meissner, Robert S.; Perkins, James J.; Steele, Thomas G.; Patane, Michael A.; US2001/53853; (2001); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 42048-11-3, name is 2-Chloro-6-iodotoluene, 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 42048-11-3, name: 2-Chloro-6-iodotoluene

0.3 mmol of sodium carbonate, 0.1 mmol of diphenylacetylene, 0.005 mmol of palladium acetate, 0.005 mmol of bis(2-diphenylphosphinophenyl)ether, and 0.15 mmol of boronic acid pinacol ester.0.15mmol of 2-methyl-3-chloroiodobenzene and 1mL of N,N-dimethylformamide were added to a 15mL reaction tube, and the nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C for 24 hours; cooling The reaction solution was diluted with ethyl acetate and washed with water three times.The organic phase was dried over anhydrous Na2SO4, filtered and concentrated.Purification by thin layer chromatography gave 18.5 mg of the desired product in a yield of 43%. The nuclear magnetic and high resolution mass spectra of this compound are characterized as follows:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-iodotoluene, and friends who are interested can also refer to it.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (10 pag.)CN109879899; (2019); 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. 42048-11-3, name is 2-Chloro-6-iodotoluene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A solution of a (1.8 g, 6 8 mmol, 1.0 eq), b (1 0 g, 7.5 mmol, 1 1 eq), KOAc (2 0 g, 20.4 mmol, 3.0 eq), copper powder (132.0 mg, 2 0 mmol, 0.3 eq), and CuiOAc)?. (364.0 mg, 2.0 mmol, 0.3 eq) in 2-pentanol (50.0 mL) was stirred at 140 C overnight under N?. atmosphere, then cooled to room temperature. The mixture was filtered and the filtrate was concentrated to give crude e (2 2 g, ca.100%) LC/MS: 262.0

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; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com