Month: June 2021

Electric Literature of 162358-07-8, 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. 162358-07-8, name is 1-(2-Iodoethyl)-4-octylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) Ethyl 2-Ethoxycarbonyl-4-(4-octylphenyl)butyrate Sodium (2.67 g) was dissolved in absolute ethanol (100 ml) and diethyl malonate (18.6 g) was dropwise added thereto at 27-30 C. for 3 minutes. The mixture was stirred at 40 C. for 40 minutes and 2-(4-octylphenyl)ethyl iodide (40 g) was dropwise added to the reaction mixture at 44-45 C. over 10 minutes. The mixture was refluxed at 50 C. for 1 hour and stirred under heating for 1.5 hours. The reaction mixture was cooled and the solvent was distilled away under reduced pressure. Water was added thereto and extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate. The solvent was distilled away under reduced pressure and the residue obtained was subjected to silica gel column chromatography to give the subject compound (28.8 g). IR: 2920, 2850, 1745, 1725, 1240, 1140, 1040 cm-1.

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-(2-Iodoethyl)-4-octylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; Taito Co., Ltd.; US5604229; (1997); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5458-84-4, A common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, molecular formula is C7H6INO3, 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.

Example 18; N-{4-[8-(2,4-Dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-6-trifluoromethyl-quinolin-3-yl]-phenyl}-methanesulfonamide (I-29); step 1-; A mixture of Cu(I) (10.03 g) and CsF (21.40 g) was finely ground in a mortar while in a glove bag under nitrogen atmosphere to afford a free-flowing powder and transferred to an oven dried 250 mL round bottom flask fitted with a stir bar and septum. The flask was then charged with 2-iodo-5-nitroanisole (15.17 g) and sulfolane (30 mL) and stirred rapidly at 45 C. To the mixture was added dropwise over 4 h using a syringe pump trimethyl(trifluoromethyl)silane (20 mL) and the resulting mixture stirred at RT overnight. The reaction was diluted with EtOAc (500 mL) and stirred in some CELITE 512. The reaction mixture was filtered though a pad of CELITE. The filtrate was diluted to 1 L with EtOAc and washed with 1 L of 10% aqueous NH4OH, 1 L of 1.0M HCl and 500 mL of brine. The organic phase was dried (MgSO4), filtered and concentrated in vacuo. The amber residue was diluted with DCM and purified by flash chromatography (770 g Supelco VersaPak SiO2 column) and eluted with a DCM/hexane gradient (0 to 40% DCM) in 10 column volumes to afford 8.61 g of 82b as a yellow crystalline solid.

The synthetic route of 5458-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; de Vicente Fidalgo, Javier; Li, Jim; Schoenfeld, Ryan Craig; Talamas, Francisco Xavier; Taygerly, Joshua Paul Gergely; US2010/311760; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 4387-36-4,Some common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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.

methyl 1-(2-cyanophenyl)-1H-imidazole-4-carboxylate A mixture of methyl 1H-imidazole-4-carboxylate (400 mg, 0.003 mol), 2-iodobenzonitrile (800 mg, 0.0035 mol), L-proline (0.073 g, 0.00063 mol), potassium carbonate (0.88 g, 0.0063 mol) and copper(I) iodide (0.060 g, 0.00032 mol) in DMSO (8 mL) was allowed to stir and heated at 90 C. in a sealed tube overnight. The mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to afford methyl 1-(2-cyanophenyl)-1H-imidazole-4-carboxylate. LCMS: (FA)ES+228.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodobenzonitrile, its application will become more common.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/171754; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 52548-63-7, A common heterocyclic compound, 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 B: The product of Step A (9.0 g, 34 mmol) was dissolved in tetrahydrofuran (50 mL) and cooled in an ice bath under nitrogen. A 2.0 M solution of borane-methyl-sulfide complex (42 mL, 8.5 mmol) in tetrahydrofuran was added dropwise and the mixture was stirred for 30 minutes. The ice bath was removed and the reaction mixture was refluxed for 2 hours at 70 C. The solvent was concentrated in vacuo and the residue was dissolved in saturated ammonium chloride and extracted twice with methylene chloride. The organic extract was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the desired product (6.2 g, 73%) as an off-white solid: 1H NMR (500 MHz, CDCl3) delta 7.78-7.69 (m, 1H), 7.31-7.22 (m, 1H), 6.83-6.75 (m, 1H), 4.64 (s, 2H), 2.04 (s, 1H).

The synthetic route of 52548-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); 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. 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrIO

To a stirred solution of PDC (11.0 g, 0.0288 mol) in CH2Cl2 (60 mL) was added a solution of 11 (4.50 g, 0.0144 mol) in CH2Cl2 (20 mL). The mixed content was stirred for 4 h at rt. The solvent was then removed under vacuum to give the crude product of 12, which was purified by silica flash column chromatography (hexanes/CH2Cl2, 7:3) to give compound 12 (4.40 g, 0.0142 mol, 98%) as a white solid.

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; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 167479-01-8,Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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.

Under a nitrogen atmosphere, cesium carbonate (10.13 g, 31.07 mmol) was added to a suspension of 2-propyl[l,3]thiazolo[4,5-c]quinolin-7-ol (5.06 g, 20.7 mmol) in DMF (110 mL), and the reaction mixture was heated at 65 0C. A solution of tert-butyl 3- iodopropylcarbamate (7.08 g, 24.8 mmol) in DMF (20 mL) was added dropwise with stirring. The reaction mixture was stirred at 65 C overnight. The solvent was then removed under reduced pressure at 65 0C. The resulting solid was partitioned between dichloromethane (250 mL) and water (250 mL). The organic layer was washed EPO sequentially with saturated aqueous sodium thiosulfate (100 mL), water (100 mL), and brine (100 mL); dried over magnesium sulfate; filtered; and concentrated under reduced pressure. The resulting solid was purified by column chromatography on silica gel (eluting with 0 to 4% methanol in chloroform) to provide 5.36 g of tert-butyl 3-[(2- propyl[l,3]thiazolo[4,5-c]quinolin-7-yl)oxy]propylcarbamate as a light yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-iodopropyl)carbamate, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/86449; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52548-63-7, These common heterocyclic compound, 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, 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 Method CTo the stirred solution of starting material (0.10 mmol, 1 equiv.) in DMF (8 mL) were added the acid (0.11 mmol, 1.1 equiv.), HATU (0.12 mmol, 1.2 equiv.) and DIPEA (0.40 mmol, 4 equiv.) at 0 C. After stirring for 30 min at room temperature, the reaction mixture was diluted with water (10 mL) and then extracted with ethyl acetate (10 mL x 2). The combined organic layers were washed with brine (10 mL) and dried over Na2S04. After removal of solvent under reduced pressure, the residue was purified by either column chromatography (silica gel, petroleum ether/ethyl acetate: 5/1) or prep-HPLC to afford the target.

Statistics shows that 5-Fluoro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 52548-63-7.

Reference:
Patent; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore M.; HE, Yuanjun; (105 pag.)WO2016/25669; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 124700-41-0, The chemical industry reduces the impact on the environment during synthesis 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

2-Fluoro-5-iodobenzoic acid (10.000 g, 37.592 mmol) was dissolved in 40 mL of dichloromethane and 1 mL of N,N-dimethylformamide, and stirred at room temperature to dissolve oxalyl chloride (3.800 mL, 45.110 mmol) 10 mL of dichloromethane was added dropwise to the reaction system, and the mixture was stirred at room temperature for 1 hour. After the reaction was completed, the reaction solution was spun dry and replaced with anhydrous toluene three times to obtain an oily liquid thirteenth Compound.

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-Fluoro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beijing Institute of Technology; Liang Jianhua; Ma Congxuan; (37 pag.)CN109942654; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 7681-82-5,Some common heterocyclic compound, 7681-82-5, name is Sodium iodide, molecular formula is INa, 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 round-bottomed flask were added dichloride(pentamethylcyclopentadienyl)iridium(III) dimer (0.1 mmol, 79.5 mg) and sodium iodide (1 mmol, 150 mg). The round-bottomed flask was equipped with a reflux condenser and capped with a rubber septum. An ultrapure argon flow was passed through the system for 30 min. Then, anhydrous acetone (10 mL) was added using syringe and needle, the ultrapure argon flow was reduced, and the reaction mixture was refluxed under stirring for 3 h. Afterwards, the solvent was evaporated under reduced pressure to give a solid which was dissolved in CH2Cl2 (20 mL), washed with distilled water (3 x 10 mL), and dried over Na2SO4. After filtration, the solvent was evaporated under reduced pressure, affording the desired catalyst. Yield: 107 mg (92%); reddish solid; Rf = 0.41 (eluent: dichloromethane); 1H NMR (300 MHz, CDCl3): delta 1.76 (s, 30H); 13C NMR (75 MHz, CDCl3): delta 88.8, 10.7; IR (KBr, cm-1) 3442.9, 2918.3, 1629.9; HRMS (ESI): m/z [M – I]+ calcd for C20H30I3Ir2: 1036.8740; found: 1036.8713

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

Reference:
Article; Correa, Bianca K.; Silva, Tamiris R.C.; Raminelli, Cristiano; Tetrahedron Letters; vol. 59; 39; (2018); p. 3583 – 3585;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Iodo-4-methylbenzoic acid

To a solution of 3-iodo-4-methylbenzoic acid (15 g, 57.14 mmol) in methanol, concentrated sulfuric acid was slowly added dropwise. The reaction solution was allowed to exotherm. After addition, the solution was heated to 70 C. the reaction monitored by TLC was completed 48 h later. The methanol was evaporated under reduced pressure to give brown oil which was slowly poured into 200 mL of water, and the mixture was milk white with heat emission. The aqueous phase was extracted with DCM twice. The DCM layer combined was washed successively with aqueous sodium bicarbonate solution, saturated aqueous sodium chloride solution, water once. The DCM layer was dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure to give the title product as a yellowish brown oil.

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; Yang, Shengyong; Wei, Yuquan; (168 pag.)US2017/305920; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com