Month: January 2021

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. 5159-41-1, name is 2-Iodobenzyl alcohol, A new synthetic method of this compound is introduced below., Safety of 2-Iodobenzyl alcohol

General procedure: To a solution of alcohol (1 mmol) in MeCN-H2O (9:1, 3 mL) were successively added TEMPO (7.8 mg,5 mol%), NH4OAc (0.308 g, 4 equiv), and PhI(OAc)2 (0.708g, 2.2 equiv). The suspension was stirred at roomtemperature (progress of the reaction was monitored byTLC) for the reaction time indicated in Table 2. The resultantclear two-phase reaction mixture was concentrated, dilutedwith H2O and Et2O, and the organic layer was dried (Na2SO4), filtered, and evaporated under reduced pressure.The residue was purified by flash column chromatography(PE-Et2O or PE-CH2Cl2) to give 2.

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; Vatele, Jean-Michel; Synlett; vol. 25; 9; (2014); p. 1275 – 1278;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 40400-15-5, 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. 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 ¡Á 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3ah; Yield: 18.7 mg (48%); tan solid; mp 182.3-183.6 C.

The synthetic route of 2-(2-Iodophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
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

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. 214279-40-0, name is 2-Iodo-4-methoxy-1-nitrobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To a solution of 3-iodo-4-nitroanisole (4.21 g, 15.1 mmol) in 1,2-dimethoxyethane (50 mL) were added 4,4,5,5-tetramethyl-2-(3,3,5,5-tetramethylcyclohex-1-enyl)[1,3,2]dioxaborolane (4.78 g, 18.1 mmol) produced in Example (4b), tripotassium phosphate (4.81 g, 22.7 mmol) and water (3 mL). Then, tetrakis(triphenylphosphine)palladium(0) (870 mg, 0.755 mmol) was added to the mixture while stirring at room temperature under a nitrogen atmosphere. The mixture was then further stirred for 13 hours at an external temperature of 70 C. To the reaction mixture were added tetrakis(triphenylphosphine)palladium(0) (870 mg, 0.755 mmol) and water (3 mL), followed by stirring for 26 hours at an external temperature of 100 C. The reaction mixture was cooled, and then ethyl acetate was added and the mixture was filtered through Celite. The filtrate was concentrated to give a residue, which was subjected to extraction with ethyl acetate, and the organic layer was washed with brine. The organic layer was dried over anhydrous magnesium sulfate and then the desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/heptane) to give 1.5 g of the title compound as a yellow solid. 1H-NMR (400 MHz, CDCl3) delta: 1.05 (s, 6H), 1.07 (s, 6H), 1.41 (s, 2H), 1.99 (d, J=1.6 Hz, 2H), 3.88 (s, 3H), 5.35 (m, 1H), 6.68 (d, J=2.4 Hz, 1H), 6.81 (dd, J=9.2, 2.4 Hz, 1H), 7.91 (d, J=9.2 Hz, 1H).

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; Kawahara, Tetsuya; Kotake, Makoto; Yoneda, Naoki; Hirota, Shinsuke; Ohkuro, Masayoshi; US2005/261291; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 58755-70-7, The chemical industry reduces the impact on the environment during synthesis 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, I believe this compound will play a more active role in future production and life.

General procedure: The appropriate 4-substituted-1-iodo-2-nitrobenzene 10 (1mmol), appropriate 1,3-disubstituted-5-aminopyrazole 11 (1.3mmol), and anhydrous potassium carbonate (248mg, 1.8mmol) were heated in the presence of rac-BINAP (23mg, 0.036mmol, 3.7mol%), Pd2dba3 (23mg, 0.024mmol, 2.5mol%), and 18-crown-6 (10mg, 0.038mmol) in toluene (8mL, purged with argon) at 100C. The reaction was carried out under argon for 24h. After cooling the reaction mixture was filtered and purified using column chromatography on aluminium oxide with toluene, or a toluene-ethyl acetate mixture (10:1) as an eluent. The product was recrystallized from toluene.

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-Iodo-4-methoxy-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Danel, Andrzej; Wojtasik, Katarzyna; Szlachcic, Pawe?; Gryl, Marlena; Stadnicka, Katarzyna; Tetrahedron; vol. 73; 34; (2017); p. 5072 – 5081;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 16 (3R,4S)-4-(3′,4′-Dichlorobiphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol, oxalic acid salt Prepared according to the method described in Example 12b) from (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.20 g, Example 11)), 3,4-dichloriodobenzene (0.273 g), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.025 g) in toluene (5 ml) and ethanol (1 ml). The reaction mixture was heated at 100 C. for 4 hours. After cooling, the solution was concentrated under reduced pressure. Concentrated hydrochloric acid (1 ml) was added to a solution of the residue in 4:1 methanol:water (5 ml) and the suspension was stirred at room temperature for 3 hours. After work up, the residue was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give a gum, of which the oxalate salt was made (0.23 g). m.p. 86.4-88.4 C. MS (APCI) 402/404 (M+H)+(free base) 1H NMR (DMSO) 8.51(1H, d); 8.46(1H, dd); 7.62(1H, d); 7.55(1H, dt); 7.48-7.45(3H, m); 7.36(1H, dd); 7.23(1H, dd); 6.93(2H,d); 4.39(1H, dq); 3.87-3.85(1H, m); 2.95-2.91(1H, m); 2.76-2.77(1H, m); 2.21(1H, br.s); 1.89-1.84(2H, m); 1.30(3H, d).

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

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 1643-29-4, name is 3-(4-Iodophenyl)propanoic 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 1643-29-4, Formula: C9H9IO2

lntermediate-2; Methyl 3-(4-iodophenyl)propanoate.; Methanol (5 ml.) under nitrogen at O0C was added AcCI (0.4 ml_, 5.63 mmol). The reaction was stirred for 10 min before slow addition of 3-(4-iodophenyl)propanoic acid (498 mg, 1.80 mmol). The reaction was stirred for additional VA hour at room temperature, before the mixture was concentrated under vacuum, re-dissolved in MeOH and concentrated to give 512 mg (98%) of a pure white solid. Rf: 0.39 (EtOAc:hexanes, 1 :4); 1HNMR (CDCI3) delta 7.61-7.59 (m, 2H), 6.97- 6.94 (m, 2H), 3.66 (s, 3H), 2.92-2.87 (t, 2H, J = 7.5 Hz), 2.63-2.58 (t, 2H, J = 7.5 Hz); 13CNMR (CDCI3) delta 173.0, 140.1 , 137.5, 130.4, 91.4, 51.7, 35.4, 30.4; EI-MS m/z 290.0 (MH+).

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; SYDDANSK UNIVERSITET; ULVEN, Trond; CHRISTIANSEN, Elisabeth; WO2010/12650; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, 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. Recommanded Product: 116632-39-4

To a solution of 4-bromo-1-iodo-2-methylbenzene (0.24 mL, 1.6 mmol) in tetrahydrofuran (5 mL) at -78 C. was added n-butyl lithium (2.5 M in hexane, 0.8 mL, 2.0 mmol) dropwise over 15 minutes. The reaction mixture was stirred at -78 C. for 30 minutes, treated with neat cyclobutanone (0.12 mL, 1.6 mmol) dropwise over 10 minutes and stirred at -78 C. for an additional 1.5 hours. The reaction was quenched with saturated aqueous ammonium chloride solution, warmed to room temperature and extracted with ethyl acetate (2*). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo to afford 500 mg yellow semi-solid, which was purified by flash chromatography (12 g silica, 0-50% ethyl acetate/heptane, 18 column volumes). Product fractions were combined and concentrated in vacuo to afford the title compound as a colorless waxy solid (290 mg, 73% yield). GCMS 240/242 (M)+; 1H NMR (400 MHz, CDCl3) delta 7.23-7.31 (m, 2H), 7.11 (d, J=8.20 Hz, 1H), 2.55-2.64 (m, 2H), 2.28-2.38 (m, 5H), 2.07-2.20 (m, 1H), 1.93 (s, 1H), 1.62-1.74 (m, 1H).

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

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); 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

Electric Literature of 672293-33-3, 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.

A solution of NaNO2 (5.33 g, 77.25 mmol) in water (150 mL) was added dropwise to a solution of 18A (15.0 g, 51.53 mmol) in conc. HCl (150 mL) at -5 C. over a period of 20 min. The reaction mixture was stirred at -5 C. for 1 hour, then a solution of CuCl (7.72 g, 0.078 mmol) in conc. HCl (150 mL) was added. The reaction mixture was stirred at 60 C. for 4 hours. After cooling, the resulting mixture was extracted with EtOAc (400 mL¡Á3). The combined organic fractions were washed with water and brine and dried over sodium sulfate. The solvent was concentrated under reduced pressure and the residue was purified by chromatography on silica gel (4% EtOAc in pet. ether) to provide 18B (9.69 g, 60% yield) as yellow oil: ESI m/z 311, 313.0 [M+H]+.

Statistics shows that Methyl 4-amino-5-iodo-2-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 672293-33-3.

Reference:
Patent; Seal Rock Therapeutics, Inc.; BROWN, Samuel David; US2018/291002; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com