Category: 181765-86-6

Adding a certain compound to certain chemical reactions, such as: 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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 181765-86-6, COA of Formula: C8H6BrIO2

A 500 mL round bottom flask reactor was charged with methyl 5-bromo-2-iodobenzoate (1.7g, 0.15mmol) and potassium carbonate (20.2g, 146.7mmol) were added to a toluene solution (25.0g, 73mmol), 4-dibenzofuranboronic acid (18.7g, 88mmol) 125 mL of tetrahydrofuran, and 50 mL of water. The temperature of the reactor was raised to 80 C and stirred for 10 hours. When the reaction was completed, the temperature of the reactor was lowered to room temperature, extracted with ethyl acetate, and the organic layer was separated. The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain Intermediate 1-a (75.0 g, 60.1%).

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Reference:
Patent; SFC Co.,Ltd.; Cha, Sun Wook; Sin, Yoo Na; Lim, Jae Geon; Park, Jin Joo; Park, Sang Woo; Kim, Ji Hwan; Yoo, Jung Ho; Park, Young Hwan; (53 pag.)KR2017/86011; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6, 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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In an argon atmosphere, 31 methyl 5-bromo-2-iodobenzoate (2.50 g, 7.33 mmol) and 32 tetrakis(triphenylphosphine)palladium (423 mg, 5 mol %) were dissolved in 30 mL of 33 tetrahydrofuran (THF). At ambient temperature 34 2-thienylzinc bromide (1.67 g, 7.33 mmol) was added dropwise, the solution was vigorously stirred and heated to 70 C. overnight. The reaction was stopped with a 2M solution of 35 HCl and the organic phase extracted with diethylether, washed with water and brine, dried over sodium sulfate (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography eluting with n-hexane/dichloromethane (DCM): 9:1 (v/v) then 7:3 (v/v), whereby a colourless 36 oil was obtained (2.15 g, 7.24 mmol, 98.7%). (0105) 1H NMR (CDCl3, 200 MHz): delta=7.86 (dd, 1H, 1=4.8 Hz, 1=0.3 Hz, Har), 7.61 (dd, 1H, J=2.1 Hz, 1=8.3 Hz, Har), 7.35 (m, 2H, Har), 7.04 (m, 2H, Har), 3.75 (s, 3H). (0106) 13C NMR (CDCl3, 50 MHz): delta=167.3; 141.1; 134.2; 134.1; 133.3; 133.0; 132.5; 127.7; 127.1; 136.6; 121.9; 62.1; 14.3.

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 5-bromo-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COMMISSARIAT A L’ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES; Demadrille, Renaud; Kervella, Yann; Joly, Damien; Godfroy, Maxime; US2019/144677; (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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrIO2

General procedure: 500mL round-bottom flask reactor, methyl 5-bromo-2-iodo benzoate (25.0g, 73mmol) in 4-dibenzofuran boronic acid(18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g,Put 146.7mmol) were placed 125 mL toluene, tetrahydrofuran, 125mL, water 50 mL. The temperature of the reactor 80 road winsOn and stirred 10 hours. When the reaction is complete cool down the temperature of the reactor to room temperature, extracted with ethyl acetate and the organicAnd separating the base layer. The organic layer was obtained an intermediate a-1 (75.0g, 60.1%) and, after concentration under reduced pressure, separated by column chromatography. Synthesis Example 1- (1) in the 4-dibenzofuran boronic acid, except that instead of the and is, using the same method to give the (8.2g, 68.6%) .

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; SFC CO., LTD.; CHA, SUN OK; JONG, KYONG SEOK; SONG, JOO MIN; LEE, YU RIM; PARK, SANG WOO; KIM, HUI DAE; PARK, SEOK BAE; (76 pag.)KR2016/13678; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 181765-86-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 181765-86-6 as follows.

To a solution of 5-Bromo-2-iodo-benzoic acid methyl ester (24 g, 70.4 mmol) and methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (13.5 mL, 105.6 mmol) inN-methyl-2-pyrrolidinone (80 mL) was added copper (I) bromide (1.21 g, 8.45 mmol). The reaction mixture was stirred at 100C for 5 hours. The reaction was filtered and partitioned between ethyl acetate and brine. The aqueous layer was extracted with ethyl acetate, and the organic layers were combined and dried over Na2SO4. After filtration, the solvent was removed in vacuo. The residue waspurified by silica gel column (0-4% Ethyl acetate in Petroleum ether) to give the 5-Bromo-2-trifluoromethyl-benzoic acid methyl ester (119.2 g, yield 96%) as yellow oil.

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; PASCAL, Cecile; PELLET, Alain; COURTEMANCHE, Gilles; CAMPBELL, Simon; (78 pag.)WO2019/8027; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 compound 10 (5.2 g, 0.015 mol) in dry CH2Cl2 (30 mL) was added DIBAL (30.5 mL, 1 M in THF, 30.5 mmol) at 0 C; The mixture was slowly warmed up to rt and stirred overnight. The mixture was then cooled to 0 C and quenched with citric acid (aq. 15%) slowly. The resulting mixture was extracted with CH2Cl2. The organic layer was washed with brine and dried with MgSO4. After removal of CH2Cl2 under vacuum, the resulting crude product was purified by silica column flash chromatography (hexanes/CH2Cl2, 1:1) to give compound 11 as a white solid (4.79 g, 0.0153 mol, 100%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

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

Electric Literature of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

In a 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis (triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford . (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; Pyo, Sung-Wan; Shim, So Young; Lee, Yun-Ah; Yu, Se Jin; (129 pag.)US2017/133600; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 181765-86-6, The chemical industry reduces the impact on the environment during synthesis 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, I believe this compound will play a more active role in future production and life.

Methyl 5-bromo-2-iodobenzoate (500 mg, 1.47 mmol), phenylboronic acid (197 mg, 1.61 mmol), Pd(OAc)2(16.5 mg, 0.0733 mmol), and triphenylphosphine (38.5 mg, 0.147 mmol) were dissolved in a solution of 2M aqueous Na2S04(2.5 mL) and acetone (6 mL). The mixture was degassed with N2for 7 minutes then heated at reflux for 18 hours. The reaction mixture 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 90: 10 hexanes/EtOAc) afforded 10a as a clear oil (326 mg, 76% yield). Rf= 0.47 (hexanes/EtOAc 90: 10 v/v). ‘ H NMR (400 MHz, CDCl3) delta 7.99 (d, .7= 2.1 Hz, 1H), 7.67 (dd; J= 8.2, 2.1 Hz; 1H), 7.45-7.38 (m, 3H), 7.32-7.27 (m, 3H), 3.67 (s, 3H).13C NMR (101 MHz, CDCl3) delta 167.8, 141.5, 140.2, 134.3, 132.8, 132.5, 132.4, 132.4, 128.3, 127.7, 121.2, 52.4. MS (ESI+) calcd for[Ci4H12Br02]+[M+H]+, 291.0; found 290.9.

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 5-bromo-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

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

These common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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 C8H6BrIO2

A mixture of methyl 5-bromo-2-iodobenzoate (3.849 g,11.259 mmol), phenanthren-1-ylboronic acid (4) (3 g,13.510 mmol), 2 M aqueous potassium carbonate (30 mL), and tetrakis(triphenylphosphine)palladium (0.651 g, 0.563 mmol) in THF (100 mL) and methanol (30 mL) was heated at reflux in a nitrogen atmosphere for 24 h. After the reaction mixture had been concentrated in vacuo, the resulting mixture was extracted with dichloromethane. The organic layer was washed with water and brine and dried using anhydrous sodium sulfate. The filtrate was concentrated in vacuo to give a crude mixture that was purified by column chromatography (SiO2, dichloromethane:hexane 1:4) to afford methyl 5-bromo-2-(phenanthren-1-yl)benzoate (3.5 g,8.945 mmol, 79%) as a white solid. 1H NMR (300 MHz, CDCl3): delta (ppm) 8.80 (d, J = 12.6 Hz, 2H), 8.22 (s, 1H), 7.88 (d, J = 7.8 Hz, 1H),7.77 (dd, J = 5.1, 1.8 Hz, 1H), 7.73-7.60 (m, 4H), 7.40 (dd, J = 7.8,1.5 Hz, 2H), 7.32 (d, J = 8.1 Hz, 1H), 3.41 (s, 3H). 13C NMR (75 MHz,CDCl3): delta (ppm) 166.4, 140.7, 139.0, 134.6, 133.5, 133.1, 131.7, 130.3,130.2, 130.0, 128.5, 127.2, 126.8, 126.7, 125.7, 123.9, 122.9, 122.4,121.5, 52.1. HR-Mass (EI+): calcd for C22H15BrO2 390.0255, found392.0257.

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

Reference:
Article; Jeong, Seongjin; Hong, Jong-In; Dyes and Pigments; vol. 144; (2017); p. 9 – 16;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

500mL round-bottom flask reactor, methyl 5-bromo-2-iodo benzoate (25.0g, 73mmol) in 4-dibenzofuran boronic acid [0410] (18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g, 146.7mmol) put the toluene 125 mL, tetrahydrofuran 125mL, water 50 mL. The temperature of the reactor was 80 C, 10 hours was stirred. When the reaction is complete cool down the temperature of the reactor to room temperature, extracted with ethyl acetate and the organic layer was separated It was. The organic layer was concentrated under reduced pressure and separated by column chromatography to give the intermediate 1-a. (75.0g, 60.1%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-bromo-2-iodobenzoate, its application will become more common.

Reference:
Patent; SFC CO LTD; PARK, SEOK BAE; SONG, JU MAN; LEE, YUR IM; KIM, HEE DAE; PARK, SANG WOO; JEONG, KYUNG SEOK; CHA, SOON WOOK; (96 pag.)KR2015/130206; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 181765-86-6 as follows. SDS of cas: 181765-86-6

phenanthrene-9-boronic acid (2.22 g, 10 mmol), methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd (PPh3) 4 (0 · 21 g, 0 · 18 mmol), K2C03 solution were added to the reactor. (2 · 76g, 20mmol), deionized water 5mL, toluene 13mL, tetrahydrofuran 130mL, stirred and refluxed for 12h, after the reaction was terminated, the organic layer was separated, distilled under reduced pressure, purified by silica gel column and dried to give intermediate 7-1 ( 2.86g, 73%)

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (19 pag.)CN108774178; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com