Month: May 2021

Synthetic Route of 33348-34-4, The chemical industry reduces the impact on the environment during synthesis 33348-34-4, name is 4-Amino-3-iodobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 2-iodoanilines (1.0 mmol), THF (3 mL), and t-BuOK (3 mmol) was stirred in a 10-mL sealed Schlenk tube for 5 min, and then dimethylthiocarbamoyl chloride (1.2 mmol) and CuBr (10 mol %) were added. The reaction mixture was heated at 60 C until completion as indicated by TLC. Then the mixture was cooled down to room temperature and quenched with sat. NH4Cl solution (5 mL). The aqueous phase was extracted with EtOAc (3 x10 mL). The combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

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-Amino-3-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chang, Cai-Zhu; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Zhu, Hui; Dong, Zhi-Bing; Synthetic Communications; vol. 47; 13; (2017); p. 1262 – 1267;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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 811842-30-5, category: iodides-buliding-blocks

A solution of 4-ethynylaniline (820 mg, 7 mmol), 2-bromo-1-fluoro-4-iodobenzene (2.1 g, 7 mmol), copper(I) iodide (8 mg, 0.04 mmol) and bis(triphenylphosphine)palladium(II) dichloride (30 mg, 0.04 mmol) in a 2:1 mixture of tetrahydrofuran and triethylamine (18 mL) was stirred at room temperature under an atmosphere of argon overnight. The reaction mixture was concentrated in vacuo and the residue partitioned between dichloromethane (100 mL) and water (75 mL). The organic phase was separated and the aqueous phase extracted with dichloromethane. The combined organics were concentrated and purified by column chromatography, using 0-30% ethyl acetate in heptane as the eluent.Recrystallization from diethyl ether/heptane gave 1.42 g (70% yield) of the title compound: 1H NMR (DMSO-d6) 7.80 (dd, J=6.8, 2.0 Hz, 1H), 7.52-7.48 (m, 1H), 7.38 (t, J=8.8 Hz, 1H), 7.22-7.18 (m, 2H), 6.58-6.54 (m, 2H), 5.60 (br s, 2H); MS (ES) m/z 290, 292 [M+H]+.

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; Astex Therapeutics Limited; AstraZeneca AB; US2008/287460; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 60577-34-6, These common heterocyclic compound, 60577-34-6, name is 4-Iodo-N-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 50 mL round bottom flask was charged with compound 12 (1 equivalent), CuI (0.40.5 equivalents), anhydrous K2CO3 (2-4 equivalents), pipecolinic acid (0.81.0 equivalents) and appropriate iodobenzene (2-3 equivalents). The flask was connected to a vacuum for 3 min, followed by addition of anhydrous DMF using a syringe. The flask was purged with argon for 5 min and then heated in an oil bath maintained at 110 C. On heating, the color of the suspension turned orange/pink, and this color change lasted for about 2 h. The reaction was stirred for an additional 22 h at 110 C. The reaction mixture was then allowed to cool to room temperature. Ethyl acetate (25 mL) was added, and the mixture was poured into water (100 mL). The product was extracted with ethyl acetate (100 mL × 2). The combined organic extracts were washed with brine (100 mL) and dried (anhydrous Na2SO4) and concentrated under reduced pressure. Silica gel (500 mg) was added and the solvent evaporated to obtain a plug, which was purified by column chromatography using hexanes and ethyl acetate (10:1 to 2:1). Fractions containing the product (TLC) were pooled and evaporated to afford 14, 17, and 18 in 27-36% yield.

The synthetic route of 60577-34-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Devambatla, Ravi Kumar Vyas; Choudhary, Shruti; Ihnat, Michael; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry Letters; vol. 28; 18; (2018); p. 3085 – 3093;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 618-91-7, The chemical industry reduces the impact on the environment during synthesis 618-91-7, name is Methyl 3-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an eggplant flask was added H-phosphinate 2a (86.5 mg,0.509 mmol), NiCl2 (7.7 mg, 0.0509 mmol), 2,2`-bipyridine (17.1 mg,0.109 mmol), triethylamine (142 mL, 1.02 mmol), zinc dust (43.2 mg, 0.610 mmol), iodobenzene 1a (68.0 mL, 0.610 mmol) and dry DMF (1.0 mL) under Ar. Then the mixture was stirred at 50 C for 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/EtOAc 1:1) to give 3a (118 mg, 94%).

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 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kinbara, Atsushi; Ito, Momoko; Abe, Tohru; Yamagishi, Takehiro; Tetrahedron; vol. 71; 40; (2015); p. 7614 – 7619;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7,Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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.

4-(3-chloropropyl)-tetrahydro-2H-pyran-4-carbonitrile. To a stirred solution of 1 M LiHMDS (25 mL, 25 mmol) in THF (10 mL) at -78 C. was added dropwise a solution of intermediate 4 (2.23 g, 20 mmol) in THF (15 mL) over 10 minutes. After 40 min, 1-chloro-3-iodopropane (2.7 mL, 25 mmol) was added at once, stirred at -78 C. for 1 h and 4 h room temperature. Then the reaction mixture was diluted with ether (100 mL), washed with water (20 mL) and brine (20 mL), dried (Na2SO4), filtered and concentrated to give yellow oil which was purified by flash column chromatography using 10-30% EtOAc/Hexanes to afford the product intermediate 5 as a colorless liquid (3.737 g, 99%). 1H NMR (500 MHz, CDCl3) delta: 3.97 (2H, dd, J=11.3, 3.7 Hz), 3.71 (2H, td, J=12.2, 1.8 Hz), 3.61 (2H, t, J=6.3 Hz), 2.05-1.98 (2H, m), 1.88 (2H, dd, J=13.4, 1.8 Hz), 1.77-1.74 (2H, m), 1.65-1.59 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Chloro-3-iodopropane, its application will become more common.

Reference:
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4, 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The ligand L2 prepared in Example 4 was used as a reactant, 3,5-bistrifluoromethyliodobenzene, cuprous iodide, N,N’-dimethyl-1,2-ring in a xylene solvent. The hexamethylenediamine and potassium phosphate were reacted at a molar ratio of 1:2.0:0.2:0.4:2.0 at 90 °C for 6 hours, cooled to room temperature, diluted with ethyl acetate, filtered, concentrated, and obtained by column chromatography. The solid, ie the ligand shown by L4 (77percent yield), the specific synthetic route is as follows:

The synthetic route of 1-Iodo-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shang Gu Science And Technology (Tianjin) Co., Ltd.; Wang Xiaomin; (35 pag.)CN108774216; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 645-00-1, 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. 645-00-1, name is 1-Iodo-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aryl halide (0.1mmol) and KOH (0.3mmol), was added to a mixture of DMF (2mL) and ChCl·CuCl (20mol%) under an N2 atmosphere in a round-bottom flask equipped with a condenser. The mixture was heated in an oil bath at 140C and then phenylacetylene (0.15mmol) was added in three portions. The mixture was stirred continuously during the reaction and monitored by both thin-layer chromatography and gas chromatography (GC). After the reaction was complete, the mixture was cooled to room temperature and diluted with EtOAc and H2O. The organic phase was dried over CaCl2, filtered, and concentrated under reduced pressure using a rotary evaporator. The residue was purified by silica gel column chromatography. The products were characterized by IR, 1H NMR, 13C NMR, and GC-MS.

The synthetic route of 1-Iodo-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hajipour, Abdol R.; Nazemzadeh, Seyed Hadi; Mohammadsaleh, Fatemeh; Tetrahedron Letters; vol. 55; 3; (2014); p. 654 – 656;,
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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25252-00-0

Examples 54-56; Step I. To a stirred solution of 2-bromo-5-iodobenzoic acid (1.0 g, 3.06 mmol) in DCM (5 mL) was added DMF (0.2 mL) and oxalyl chloride (0.44 mL, 4.59 mmol) at 0 C. After complete addition, the reaction mixture was stirred at room temperature for 3 h. The volatiles were evaporated under reduced pressure, and the crude product was dissolved in DCM (4 mL) and added to chroman (488 mg, 3.67 mmol) which had been cooled to 0 C. To this mixture was added aluminum chloride (488 mg, 3.67 mmol) in portions. After stirring for 4 h, the reaction was quenched by pouring it into crushed ice. This was extracted with dichloromethane (50 mL×2): The dichloromethane layers were combined and washed with water (20 mL), saturated aqueous sodium bicarbonate solution (20 mL×2), and brine (20 mL), then dried over sodium sulfate, and concentrated. The crude product was purified by column chromatography to furnish (2-bromo-5-iodo-phenyl)-chroman-6-yl-methanone (1.2 g).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; US2011/171159; (2011); 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. 3930-83-4, name is 2-Iodobenzamide, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

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:
Article; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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. Formula: C7H4BrIO2

A I L round-bottom flask was charged with a solution of 5-bromo-2-iodobenzoic acid (15.0 g, 45.9 mmol) in tetrahydrofuran (150 mL) then borane-tetrahydrofuran (459 mL, 0.460 mol, 1.0 M) was added dropwise. The reaction was stirred at ambient temperature for 16 hours then quenched by addition of water (200 mL). The resulting mixture was extracted with dichloromethane (3 x 100 mL) and the combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford the title compound. 1H NMR (400 MHz, CD3OD) 57.72 (d, / = 8.4 Hz, 1H), 7.66 (d, / = 2.4 Hz, 1H), 7.20-7.17 (m, 1H), 4.54 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com