Category: 181765-86-6

Related Products 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.

A mixture of methyl 5-bromo-2-iodobenzoate (300 mg, 0.880 mmol), aniline (115 mg, 1.23 mmol), Pd2(dba)3(8.1 mg, 0.0088 mmol), Xantphos (10.2 mg, 0.0176 mmol), and Cs2C03(401 mg, 1.23 mmol) suspended in anhydrous dioxane (1.5 mL) was heated at 100 C under N2atmosphere for 16 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 80:20 hexanes/EtOAc) afforded 11a as a yellow oil (234 mg, 87% yield). Rf= 0.63 (hexanes/EtOAc 90: 10 v/v). MHz, CDCI3) delta 9.42 (br s, 1H), 8.07 (d, .7= 2.3 Hz, 1H), 7.39-7.32 (m, 3H), 7.22 (d, J= 7.8 Hz, 2H), 7.12 (t, J= 8.4 Hz, 2H), 3.91 (s, 3H).13C NMR (101 MHz, CDCI3) delta 168.0, 147.2, 140.3, 136.9, 134.0, 129.6, 124.3, 123.0, 115.9, 113.3, 108.4, 52.2. MS (ESI+) calculated for [Ci4Hi3BrN02]+[M+H]+, 306.0; found 306.1.

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

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

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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrIO2

2 L reactor to the 2-bromo methyl benzoate agent 75 g (349 mmol), benzo [a] thiophene-2- boronic acid 80.7 g (453 mmol), tetrakis (triphenylphosphine) palladium, 10.1 g (9 mmol ), 120.5 g of potassium carbonate (872 mmol put), 1,4- dioxane, 370 mL, 370 mL toluene, 160 mL distilled water was stirred at 100 for 12 hours. After cooling to room temperature, and extracted with ethyl acetate and the organic layer. After concentration under reduced pressure the organic layer was separated by column chromatography to give the compound 80 g (yield: 85.9%) represented by the [intermediate 1-c].

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; Sin, Bonggi; Park, Gyoung Hwa; Park, Ji-Hae; Park, Bubai; (51 pag.)KR2015/144120; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C8H6BrIO2

Methyl 500mL round bottom flask reactor, 5-bromo-2-iodo benzoate (20.0g, 59mmol), 4- dibenzofuran boronic acid (8.5g, 70 mol), tetrakis (triphenylphosphine) palladium (1.36 g, 0.12 mmol), potassium carbonate (16.2 g, 117.3mmol) and the mixture of toluene 100 mL, 110mL of tetrahydrofuran, the water was added 40 mL. The temperature of the reactor temperature was raised to 80 degrees and stirred overnight. When the reaction is finished 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 separated by column chromatography to give the intermediate 1-d. (15.0g, 67.1%)

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

Reference:
Patent; SFC Co.,Ltd; PARK, SOK BAE; SONG, JU MAN; LEE, YU RIM; KIM, HEE DAE; PARK, SANG WOO; JONG, GYUNG SOK; CHA, SUN WOOK; (60 pag.)KR2015/128583; (2015); A;,
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., name: Methyl 5-bromo-2-iodobenzoate

Synthesis of Intermediate J-1 (0195) Quantities of 3 g (1 eq, 8.80 mmol) of methyl 5-bromo-2-iodobenzoate, 2.21 g (1.1 eq, 9.68 mmol) of dibenzo[b,d]thiophen-4-ylboronic acid, and 410 mg (0.04 eq, 0.35 mmol) of tetrakis(triphenylphosphine)palladium(0) were added to a reaction chamber and vacuum dried, and the reaction chamber was filled with nitrogen gas. A quantity of 70 ml of toluene was added to the reaction chamber to dissolve the compounds, 30 ml of ethanol and 13 ml (3 eq, 26.4 mmol) of 2.0 M sodium carbonate aqueous solution were added to the reaction chamber to prepare a mixture, and the mixture was refluxed and agitated for 3 hours at a temperature of 120 C. Then, the mixture was washed with distilled water, and an organic layer was extracted using ethyl acetate. After drying the extracts using magnesium sulfate, the extracts were filtered, and the solvent was evaporated. Thereafter, 3.5 g of intermediate J-1 (methyl 5-bromo-2-(dibenzo[b,d]thiophen-4-yl)benzoate) (yield=75%) was obtained through column chromatography. (0196) 1H-NMR: 8.18 (m, 3H), 7.76 (t, 2H), 7.53 (t, 1H), 7.45 (m, 2H), 7.38 (d, 1H), 7.27 (d, 1H), 3.55 (s, 3H). APCI-MS (m/z): 397 [M+].

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; Samsung Display Co., Ltd.; Pusan National University Industry?University Cooperation Foundation; Kim, Soung-Wook; Kim, Myeong-Suk; Kim, Jae-Hong; Hwang, Jin-Soo; Suh, Hong-Suk; US8987462; (2015); B2;,
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. 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. Recommanded Product: 181765-86-6

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; (119 pag.)US2017/141321; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com