Month: June 2021

Some common heterocyclic compound, 182056-39-9, name is 2-Bromo-4-iodo-1-methoxybenzene, molecular formula is C7H6BrIO, 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. Recommanded Product: 2-Bromo-4-iodo-1-methoxybenzene

A flask was charged with 2-bromo-4-iodoanisole (1.0 g, 3.0 mmol), methanesulfonamide (1.4 g, 15 mmol), cuprous iodide (590 mg, 3.03 mmol), NN- dimethylglycine (319 mg, 3.03 mmol) and potassium phosphate tribasic (1.3 g, 6.1 mmol) and the flask was purged with nitrogen. X.X- Di methyl acetami de (10 mL) was then added and the reaction was stirred at 100 C for 2 hours. The reaction mixture was diluted with water (10 mL) and 10% aqueous glycine (10 mL) and acidified to pH = 1 with 1N HC1, extracted with z-PrOAc (3 x 10 mL), dried with anhydrous MgSCf. concentrated and purified by silica gel column chromatography (0% to 100% z-PrOAc in heptane) to give the title compound as a white solid (598 mg, 70% yield). LCMS (ESI+) m/z 280 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 182056-39-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, molecular formula is C6H3ClINO2, 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. Recommanded Product: 74534-15-9

A mixture of compound 2 (10 mmol), iron powder (30 mmol) and saturated NH4Cl aqueous (10 mL) in EtOH (40 mL) was stirred at 75 C for 3 h. The reaction mixture was filtered through celite and the residue was washed with CH2Cl2. The filtrate was evaporated to remove most of EtOH, and then dissolved in CH2Cl2. The organic mixture was washed with water and brine, dried over Na2SO4, and condensed to give a yellow solid, yield 97%. 1H NMR (400 MHz, DMSO-d6) delta 7.14 (dd, J = 5.6, 3.0 Hz, 2H), 6.58 (dd, J = 8.6, 2.7 Hz, 1H), 5.42 (s, 2H). 13C NMR (101 MHz, DMSO) delta 149.28, 129.58, 124.68, 123.10, 115.86, 98.96.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 74534-15-9, its application will become more common.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
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. 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid

EXAMPLE 5 R3, 4-DIFLUORO-2-(2-FLUORO-4-IODO-PHENVLAM INO)-PHENYLL-(4-METHYL-OXAZOL-2-YL) methanone Step A: Synthesis of 314-DIFLUORO-2-(2-FLUORO-4-IODO-PHENVLAMINO)-BENZOYL CHLORIDE A solution of 3, 4-DIFLUORO-2-(2-FLUORO-4-IODO-PHENYLAMINO)-BENZOIC acid (5.0 g, 12.7 MMOL) in thionyl chloride (75 mL) containing 10 drops of dimethylformamide was heated at reflux for 15 min. The solvent was removed in vacuo affording 3, 4-DIFLUORO-2- (2-FLUORO-4-IODO- phenylamino)-benzoyl chloride (5.3 g, which can be prepared according to the procedure of WO 02/06213) as a yellow solid

The synthetic route of 391211-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/7616; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 82998-57-0,Some common heterocyclic compound, 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, molecular formula is C8H7IO2, 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.

To a solution of 3-[(4-methylpiperazin-l-yl)methyl]-5-(trifluoromethyl)aniline (0.7 equiv, prepared according to literature methods) in THF under nitrogen atmosphere was added 3-Iodo-4-methyl benzoyl chloride (1 equiv, prepared from the reaction of 3-iodo-4- methylbenzoic acid and SOCl2) in THF at room temperature during 30minutes followed by drop wise addition of (i-Pr)2EtN (2 equiv) and 4-DMAP (0.2 equiv). After stirring at ambient temperature over 3h, the reaction mixture was quenched with water. The resulting mixture was extracted with ethyl acetate and formed product was isolated as HC1 salt in acetone. ESI MS m/z – (M+l) +.

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

Reference:
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala; GAMPA, Venugopala Krishna; GANGANAMONI, Srinivasulu; SIRIGIREDDY, Balakrishna Reddy; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah Chowdary; WO2015/186137; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 63131-30-6, These common heterocyclic compound, 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, 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.

The reaction was as follows: In a nitrogen atmosphere, palladium trifluoroacetate (0.33 mg, 2 mumol) and L3 (1.1 mg, 2.4 mumol) were mixed in a glove box, 1 mL of degassed acetone was added, and the mixture was stirred at room temperature for 1 hour, and the solvent was drained to obtain The in-situ generated metal complex was dissolved with 0.5 mL of pentafluoropropanol, added to a hydrogenation bottle, and 4i (20 mg, 0.1 mmol) was added, and the hydrogenated bottle was transferred to an autoclave. After the reaction vessel was closed, hydrogen was replaced three times, hydrogen gas was charged to 30 atm, and the reaction was carried out at 0 C. for 20 hours and then returned to room temperature. The hydrogen was vented and the reactor was opened. The crude reaction solution was filtered through a microporous membrane to remove metal ions. After diluting with isopropanol, the conversion rate and the product (R)-3-hydroxyl were directly determined by HPLC with a chiral AD-H column. Ethyl-3-(4-iodophenyl)propionate [(R)-5i] has an ee value of 97%.

Statistics shows that Ethyl 3-(4-iodophenyl)-3-oxopropanoate is playing an increasingly important role. we look forward to future research findings about 63131-30-6.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Tang Wenjun; Jiang Wenhao; (37 pag.)CN107827929; (2018); 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. 127654-70-0, name is 1-Chloro-3-fluoro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3ClFI

70.00 g (1.0 eq) of 2-bromo-9H-carbazole and 52.14 g (1.5 eq) of KOtBu were placed in 1.0 L of DMF (dimethylformamide) and heated and stirred. At the start of the reflux, 80.23 g (1.1 eq) of 1-chloro-3-fluoro-2-iodobenzene was added. After the reaction was completed after 3 hours, the reaction was poured into water and the crystals were dropped and filtered.The filtered solid was completely dissolved in CHCl3, washed with water, and again decompressed to remove the solvent, which was purified by column chromatography. 107.3 g (yield 78%) of the compound of the formula 1-a was obtained.

According to the analysis of related databases, 127654-70-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chem, Ltd.; Lee Jeong-ha; Park Tae-yun; Cho Seong-mi; Kim Min-jun; (118 pag.)KR101891031; (2018); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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. name: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

General procedure: To a 25 mL of Schlenk tube equipped with a Teflon septum were added Ru(bpy)3Cl2 (1.5 mg, 0.5 mol%), Cs2CO3 (130 mg, 1.0 equiv) and 1 (0.4 mmol, 1.0 equiv) followed by DMSO 3.0 mL) with stirring. Perfluoroalkyl iodine (2.0 equiv.) was then added subsequently under Ar. The Schlenk tube was screw capped and the reaction was then under irradiated with a 12 W blue LEDs (460 nm-470 nm). After stirring for 24 h, the reaction mixture was diluted with ethyl acetate, washed with brine, the organic phases were collected and dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified with silica gel chromatography to provide pure product.

The synthetic route of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Ben-Hou; Kong, Jing-Jing; Huang, Yang; Lou, Yue-Guang; Li, Xiao-Fei; He, Chun-Yang; Chinese Chemical Letters; vol. 28; 8; (2017); p. 1751 – 1754;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route 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.

Substrate Compound 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by XH NMR showed a > 20:1 ratio of mono- and diarylated products. After purification by column chromatography using hexane/EtOAc (5/1) as the eluent, Compound 21 was obtained as a white solid (50.0 mg, 88%). JH NMR (400 MHz, CDC13) delta 8.58 (br s, 1H) , 7.85-7.77 (m, 4H) , 7.75-7.70 (m, 2H) , 7.41-7.38 (m, 1H) , 7.30-7.26 (m, 1H) , 5.34 (dd, Ji = 6.0 Hz, J2 = 10.4 Hz, 1H), 3.80 (s, 3H) , 3.69 (ABqd, Jx = 6.2 Hz, J2 = 14.3 Hz, 1H) , 3.63 (ABqd, Ji = 10.4 Hz, J2 = 14.3 Hz, 1H) ; 13C NMR (100 MHz, CDC13) delta 167.9, 166.6, 166.4, 136.0, 134.7, 133.5, 131.0, 130.5, 130.0, 128.9, 128.6, 123.9, 56.2, 52.1, 34.9; HRMS (ESI-TOF) Calcd for C26Hi6F7N205 [M+H]+: 569.0942; found: 569.0941. Large scale reaction: Substrate Compound 1 (10 mmol, 4.34 g) , Pd(TFA)2 (1.0 mmol, 0.33 g) , and Ag2C03 (15 mmol, 4.14 g) were weighed in air and placed in a round-bottom flask (100 mL) with a magnetic stir bar. Methyl 3-iodobenzoate (15 mmol, 3.93 g) , 2-picoline (2.0 mmol, 0.19 g) , TFA (2.0 mmol, 0.23 g) , and DCE (35 mL) were added. The pressure vessel was sealed. The reaction mixture was first stirred at room temperature for 10 minuters and then heated to 100 C. Upon completion, the reaction mixture was purified by a silica gel-packed flash chromatography column, and Compound 21 was obtained in 78% yield (4.43 g) .

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:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 51560-21-5, 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. 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of PdCl2(PPh3)2 (28mg, 0.04mmol), CuI (15.2mg, 0.08mmol), and 2,5-diidodimethoxybenzene (0.78g, 2mmol) in toluene (100ml), was added trimethylsilyacetylene (0.68ml, 4.8mmol) under nitrogen. Triethylamine (0.56ml, 8mmol) was later added dropwise and the reaction mixture was stirred for 24 hours at room temperature. On completion of the reaction (TLC), the solvent was evaporated and the resulting solid residue taken up with dichloromethane. The solution was filtered, concentrated and recrystallized from methanol to give a white-yellowish paste which solidified on standing (0.59g, 90%).

The chemical industry reduces the impact on the environment during synthesis 1,4-Diiodo-2,5-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tsakama, Madalitso; Shang, Yuting; He, Yonghuang; Fan, Bei; Wang, Fengzhong; Chen, Weihua; Dai, Xiaofeng; Tetrahedron Letters; vol. 57; 16; (2016); p. 1739 – 1742;,
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. 886762-73-8, name is 2-Fluoro-6-iodoaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Fluoro-6-iodoaniline

General procedure: Substituted 2-iodoaniline 1 (1.0 eq.), substituted phenylboronicacid 2 (1.2 eq.), K2CO3 (3.0 eq.), tetrabutylammonium bromide (0.1eq.), PdCl2(dppf) (0.1 eq.) and dioxane/H2O (9:1) (0.5 M) wereadded to a 10 mL microwave-vial. The vial was sealed with a capand placed in a Cem Discover-microwave cavity. After irradiation at130 C for 1 h and subsequent cooling, the solvent was removed invacuo. The residue was taken up into EtOAc (30 mL) and washedonce withwater and brine. The organic layerwas dried over MgSO4,filtered, and concentrated. The crude product was purified by flashcolumn chromatography using 0e10% EtOAc/petroleum benzine togive the biphenylamine product 3a-3aa.

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; Nguyen, Nghi; Wilson, Danny W.; Nagalingam, Gayathri; Triccas, James A.; Schneider, Elena K.; Li, Jian; Velkov, Tony; Baell, Jonathan; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 507 – 518;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com