Tag: M.W=300-400

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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H10I2

Sodium hydride (12 g, 52 mmol) was suspended in tetrahydrofuran (200 mL) under argon and warmed to 35 C. Methyl 2-(4-bromophenyl)acetate (26 mmol) in tetrahydrofuran added drop wise to reaction over 1 hour. The reaction mixture was then kept at this temperature for 1 hour until all gas evolution has ceased. The 1,5-diiodopentane (17 g, 52 mmol) was then added drop wise as a solution in tetrahydrofuran (100 mL) and the reaction mixture stirred at 35 C. for a further hour and at ambient temperature overnight. After this time, the reaction mixture was cooled to 0 C. and quenched by the addition of dry silica, filtered and the solvent removed under vacuum. The crude product was then purified by flash chromatography eluding with 33% ethyl acetate in heptane to give methyl 1-(4-bromophenyl)cyclohexanecarboxylate (15.3 g, 99% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3): delta ppm 7.45-7.38 (m, 2H), 7.27-7.24 (m, 2H), 3.63 (s, 3H), 2.43 (d, J=13.3 Hz, 2H), 1.71-0.80 (m, 8H) ppm.

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; pfizer Inc; US2010/197591; (2010); 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. 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4BrIO

3.11 g (10 mmol) of 5-bromo-2-iodobenzaldehyde, 1.44 g (10 mmol) of 8-aminoquinoline, 0.23 g (0.25 mmol) of Pd2(dba)3, 0.28 g (0.5 mmol) of dppf, and 2.76 g (20 mmol) of K2CO3 were dissolved in 250 mL of toluene, and then, the mixture was stirred at a temperature of 80 C. for 24 hours. The reaction solution was cooled to ambient temperature, immediately filtered through silica, and the filtrate was dried under reduced pressure. Then, 2.66 g (20 mmol) of AlCl3 was added thereto and dissolved in 300 mL of toluene, followed by stirring at 80 C. for 24 hours. The reaction solution was cooled to ambient temperature, and then subjected to an extraction process three times by using 60 mL of water and 60 mL of diethyl ether. An organic layer obtained therefrom was dried by using magnesium sulfate and the residual obtained by evaporating a solvent therefrom was separation-purified by silica gel column chromatography to obtain 1.23 g (yield: 40%) of Intermediate 3-1. The obtained compound was identified by LC-MS. C16H9BrN2;M+1 309.16

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; SAMSUNG DISPLAY CO., LTD.; Sim, Munki; Park, Junha; Lee, Hyoyoung; Kim, Youngkook; Hwang, Seokhwan; (121 pag.)US2019/44072; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, molecular formula is C6H3BrINO2, 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: C6H3BrINO2

Under the protection of argon, 1-naphthalene boronic acid (22.0 g, 128.1 mmol), 4-bromo-1-iodo-2-nitrobenzene (35.0 g, 106.8 mmol) and Na2CO3 (34.0 g, were sequentially added to the reaction flask. 320.4 mmol), tetrakistriphenylphosphine palladium (6.17 g, 5.3 mmol), toluene (640 ml) and ethanol (160 ml), and the mixture was stirred at 90 C for 3 hours. After the stirring was completed, distilled water (160 ml) was poured, and the mixture was cooled to room temperature, the organic phase was extracted with ethyl acetate, and the organic phase was concentrated to give compound B1 (30 g, 86%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112671-42-8, its application will become more common.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhou Wenting; Cai Hui; (39 pag.)CN108822020; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 17024-12-3, 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. 17024-12-3 name is 9-Iodophenanthrene, 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: A mixture of a (hetero)aryl iodide 3 (2.00 mmol), PdCl2(PPh3)2 (28.1 mg, 0.04 mmol,2 mol %), and CuCl (7.92 mg, 0.08 mmol, 4 mol %) was dissolved in DMSO (2.00mL) in a 80 mL microwave vessel equipped with a stirring bar and a septum and was degassed with N2 for 5 min. After addition of trimethylsilylacetylene (0.42 mL,3.00 mmol) and dry triethylamine (0.55 mL, 4.00 mmol) the solution was stirred atroom temperature for 1 h.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 9-Iodophenanthrene, and friends who are interested can also refer to it.

Reference:
Article; Klukas, Fabian; Grunwald, Alexander; Menschel, Franziska; Mueller, Thomas J. J.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 672 – 679;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19821-80-8, 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. 19821-80-8, name is 1,3-Dibromo-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1,3-dibromo-2-iodobenzene of example 1 (13.7 g, 37.9 mmol, 1 eq) in tetrahydrofuran (160 mL) at -100 C. tert-butyllithium (75.9 mmol, 2 eq) in pentane (44.6 mL) was slowly added in the course of 3 h. After additional 1 h, 1,2-dibromobenzene (8.94 g, 4.57 mL, 37.9 mmol) was added dropwise and the reaction mixture was then allowed to reach 25 C. After 15 h, distilled water (150 mL) was added, followed by extraction with ethyl acetate (3¡Á150 mL). The combined organic layers were dried, filtered and evaporated. The residue was purified by flash chromatography which afforded 2,2′,6-tribromobiphenyl (12.9 g, 33 mmol, 97%) as white needles; m.p. 95-97 C.-1H NMR (400 MHz, CDCl3): delta=7.69 (1 H, d, J=8.1 Hz), 7.64 (2 H, dd, J=8.1, 0.7 Hz), 7.42 (1 H, tt, J=7.5, 0.9 Hz), 7.29 (1 H, ddt, J=7.8, 1.8, 0.7 Hz), 7.18 (1 H, dd, J=7.6, 1.6 Hz), 7.12 (1 H, dd, J=8.1, 0.7 Hz). -13C NMR (101 MHz, CDCl3): delta=142.2, 141.9, 132.6, 131.4, 130.6, 130.3, 129.8, 127.4, 124.4, 123.3. -C12H7Br3 (390.7): calculated C 36.87%, H 1.81%; found C 36.82%, H 1.66%.

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, 1,3-Dibromo-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Leroux, Frederic; Bonnafoux, Laurence; Colobert, Francoise; US2010/137659; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 755027-18-0, 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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: 1-(4-Bromo-3-methoxyphenyl)-1H-pyrazol-3-amine A mixture of 1-bromo-4-iodo-2-methoxybenzene (2.5 g, 7.99 mmol), 3-aminopyrazole (0.797 g, 9.59 mmol), salicylaldoxime (0.219 g, 1.598 mmol), Cu2O (91 mg, 0.479 mmol), and Cs2CO3 (3.9 g, 11.98 mmol) in DMF (8 mL) was degassed with N2 and heated at 95 C. overnight. After cooling to RT, the mixture was filtered through celite and rinsed with EtOAc. The filtrate was washed with water and brine. The organic solution was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (10%-60% EtOAc in Heptane) to give 1-(4-bromo-3-methoxyphenyl)-1H-pyrazol-3-amine (800 mg, MS: 270.3 [M+H+]).

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

Reference:
Patent; NOVARTIS AG; AXFORD, Jake; DALES, Natalie; SUNG, Moo Je; US2014/206661; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 160976-02-3, name is 5-Bromo-1,3-difluoro-2-iodobenzene, 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. Computed Properties of C6H2BrF2I

In a nitrogen atmosphere, add 2.6-difluoro-p-bromoiodobenzene (0.32 g, 1.01 mmol),o-iodophenol (0.88g, 4.00mmol) and potassium carbonate (0.552mg, 4.00mmol),Then 15 mL of NMP (N-methylpyrrolidone) was added, and the reaction was carried out at 135 C for 12 hours;After the reaction was completed, it was filtered and washed three times with petroleum ether. The organic solutions were combined and concentrated;The crude product was purified with a silica gel column, the eluent was petroleum ether, and the final product was 0.31 g of a white solid with a yield of 43%;

The synthetic route of 5-Bromo-1,3-difluoro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xi’an Jiaotong University; Zhou Guijiang; Song Dongdong; Yang Xiaolong; Zhang Yindi; (21 pag.)CN110818738; (2020); A;,
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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 181765-86-6

This procedure was adapted from Marcoux el al.1Methyl 5-bromo-2- iodobenzoate (750 mg, 2.20 mmol), phenol (104 mg, 1.10 mmol), Cs2C03(717 mg, 2.20 mmol), (CuOTf)2PhH (27.7 mg, 0.0550 mmol), 1 -naphthoic acid (284 mg, 1.65 mmol), and 4A molecular sieves (625 mg) were suspended in anhydrous toluene (2.5 mL) in a vial. The vial was sealed, and the mixture was degassed with N2for 7 minutes and heated at 110 C for 18 hours. The reaction mixture was filtered through a pad of celite, and the filtrate was diluted with EtOAc (100 mL) and washed with brine (100 mL). The organic phase was dried over anhydrous Na2S04and concentrated under reduced pressure. Purification by flash column chromatography (hexanes to 85: 15 hexanes/EtOAc) afforded 12a as a yellow oil (300 mg, 89% yield). Rf= 0.46 (hexanes/EtOAc 90: 10 v/v). NMR (400 MHz, CDCl3) delta 8.03 (d, J = 2.3 Hz, 1H), 7.54 (dd, J= 8.8, 2.4 Hz, 1H), 7.34 (t , J= 7.5 Hz, 2H), 7.11 (t, J= 7.4 Hz,1H), 6.96 (d , J= 8.5 Hz, 2H), 6.85 (d, J= 8.8 Hz, 1H), 3.82 (s, 3H).13C NMR (101 MHz, CDCI3) delta 165.0, 157.2, 155.7, 136.5, 134.6, 130.0, 124.7, 123.8, 122.4, 118.5, 115.9, 52.6.MS (ESI+) calculated for [Ci4Hi2Br03]+[M+H]+, 307.0; found 307.0.

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 181765-86-6.

Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; TRIVEDI-PARMAR, Vinay; (142 pag.)WO2019/178480; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 672-57-1, 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. 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven-dried 25 mL ground mouth test tube equipped with a stir bar was added S-2-acetamidophenyl ethanethioate (0.5 mmol), 1-bromo-2-iodobenzene (0.6 mmol), Cs2CO3 (2.0 mmol), DMF (3 mL). The test tube was sealed with a sleeve rubber stopper and evacuated and refilled with argon for three cycles. The mixture was stirred 130 oC for 10 hours. After cooling to room temperature, the reaction mixture was quenched with water (20 mL), and extracted with ethyl acetate (20 mL) for three times. The combined organic layer was dried with anhydrous MgSO4, and condensed in vacuum on a rotary evaporator. The residual was purified on a silica gel chromatograph column by means of gradient elution (eluent: petroleum ether / ethyl acetate) to give the desired product.

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, 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Yue; Zeng, Qingle; Zhang, Li; Synthetic Communications; vol. 47; 7; (2017); p. 710 – 715;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic 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 391211-97-5, COA of Formula: C13H7F3INO2

Palladium hydroxide (100 mg) was suspended in a solution of l-(diphenylmethyl)-3-(2-hydroxyethyl)azetidin-3-ol (228 mg, 0.80 mmol) in methanol (15 mL), and the mixture was subjected to an atmosphere of hydrogen at 50 psi for 4 h. The catalyst was then removed by filtration through celite, and the filtrate was concentrated in vacuo to provide 3-(2-hydroxyethyl)azetidin-3-ol. This material was used in the subsequent reaction without purification. To a solution of 3,4- difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid (314 mg, 0.80 mmol), prepared using procedures similar to those described in US 7,019,033, in DMF (4 mL) was added PyBOP (416 mg, 0.80 mmol) and triethylamine (223 muL, 1.6 mmol). Finally, the unpurified 3-(2-hydroxyethyl)azetidin-3-ol was added, and the resulting mixture was stirred at rt for 16 h. Water and ethyl acetate were added, and the layers were separated. The aqueous phase was extracted with once more with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash chromatography, eluting with ethyl acetate, to provide l-({3,4-difluoro-2-[(2-fluoro- 4-iodophenyl)amino]phenyl}carbonyl)-3-(2-hydroxyethyl)azetidin-3-ol as a colorless oil (303 mg, 0.62 mmol, 78% yield). 1H NMR (400 MHz, CDCl3): delta 8.46 (s, IH), 7.39 (dd, IH), 7.32 (m, IH), 7.13 (m, IH), 6.81 (m, IH), 6.60 (m, IH), 4.37 (br s, IH), 4.28 (br m, 4H), 3.94 (br s, 2H), 2.19 (br s, IH), 2.02 (m, 2H); MS (EI) for Ci8H16F3IN2O3: 491 (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, 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2008/76415; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com