Category: 54413-93-3

Reference of 54413-93-3,Some common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, 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 procedure: To a stirred solution of 2-iodobenzoic acids a (10 mmol) in CH2Cl2, was added DCC (dicyclohexylcarbodiimide, 11 mmol), DMAP (Dimethylaminopyridine, 2 mmol) and alcohols b (10 mmol) in sequence. The resulting solution was stirred overnight at room temperature then filtered through a sand core funnel and washed with diethyl ether (2 x 40mL). The combined organic layers were washed with water, brine, dried over Na2SO4, and concentrated under reduced pressure. The crude material was purified by flash column chromatography to obtain the pure product c in moderate to good yields. To a soluton of 2-iodobenzoates c in Et3N (5 mL) was added PdCl2 (PPh3)2 (4 mol percent) and CuI (2 mol percent) and the reaction vial was flushed with Ar and the reaction mixture was stirred for 5 minutes. A solution of propargyl alcohols d (1.05 equiv) in Et3N (5 mL) were then added dropwise through a syringe for 5 minutes. The resulting solution was stirred at room temperature overnight. When the reaction was considered complete as determined by TLC analysis, the mixture was quenched by addition of saturated aqueous ammonium chloride (10 mL) and extracted with ethyl ether (3 x 40 mL). The combined organic layers were washed with water, brine, dried over Na2SO4, and concentrated under reduced pressure. The crude material was purified by flash column chromatography to give 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-Iodo-5-methoxybenzoic acid, its application will become more common.

Reference:
Article; Zhu, Hai-Tao; Tong, Xiao-Juan; Zhou, Ni-Ni; Yang, De-Suo; Fan, Ming-Jin; Tetrahedron Letters; vol. 57; 49; (2016); p. 5497 – 5500;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 54413-93-3, 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. 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NaIO4 (6.7 g, 31 mmol, 1.0 equiv) and2-iodobenzoic acid (7.4 g, 30 mmol, 1.0 equiv) were suspended in 30% (v:v) aqueousacetic acid (45 mL). The reaction mixture was vigorously stirred and refluxed for 3 hprotecting from light. Cold water (120 mL) was then added and allowed to cool toroom temperature. After 1 h, the crude product was collected by filtration, washedwith ice water (3 x 30 mL) and acetone (3 x 30 mL). After air-drying in the dark,hydroxybenziodoxole 2 was yielded as a white solid.

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

Reference:
Article; Pan, Yue; Jia, Kunfang; Chen, Yali; Chen, Yiyun; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 1215 – 1221;,
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. 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodo-5-methoxybenzoic acid

General procedure: A dry sealable vial was charged with sulfonimidamide 4a (368 mg, 2.00 mmol), 2-iodobenzoic acid (494 mg, 2.00 mmol), CuI (76 mg, 0.40 mmol), and K2CO3 (690 mg, 5.00 mmol) in anhyd DMF (5.0 mL). After heating to 100 °C for 2 h, the heterogeneous mixture was cooled to r.t. The mixture was diluted with water (10 mL), acidified with 2 M HCl and extracted with EtOAc (3 × 30 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by CombiFlash chromatography (silica gel, n-hexane/EtOAc, 6:4) to afford the desired product 7a as a cream solid; yield: 633 mg (90percent).

According to the analysis of related databases, 54413-93-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sen, Indira; Sasmal, Swarnendu; Hall, Roger G.; Pal, Sitaram; Synthesis; vol. 48; 21; (2016); p. 3743 – 3752;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 54413-93-3,Some common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, 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 procedure: To a solution of 2-bromo-6-methoxybenzoic acid (104 mg, 397 mumol) in CH2Cl2 (3.0 mL) were added chloromethlenedimethyliminium chloride (50.8 mg, 397 mumol) at 0 °C under Ar atmosphere, then the mixture was stirred at room temperature for 1 h. At 0 °C, 2-(4-butylaminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (29g)24 (50.0 mg, 159 mumol) and Et3N (166 mul, 1.19 mmol) then the mixture was stirred for 3 h, and was allowed to warm to room temperature. At 0 °C, the mixture was diluted with ethyl acetate and then water was added. The organic layer was separated and washed with brine, and dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane/AcOEt = 1:0-1:1) to give 30g (73.5 mg, 139 mumol, 88percent) as a colorless oil.

The synthetic route of 54413-93-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Salim, Mohammed T.A.; Okamoto, Mika; Baba, Masanori; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 19; 8; (2011); p. 2675 – 2687;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 54413-93-3,Some common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, 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 procedure: To a solution of 2-bromo-6-methoxybenzoic acid (104 mg, 397 mumol) in CH2Cl2 (3.0 mL) were added chloromethlenedimethyliminium chloride (50.8 mg, 397 mumol) at 0 °C under Ar atmosphere, then the mixture was stirred at room temperature for 1 h. At 0 °C, 2-(4-butylaminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (29g)24 (50.0 mg, 159 mumol) and Et3N (166 mul, 1.19 mmol) then the mixture was stirred for 3 h, and was allowed to warm to room temperature. At 0 °C, the mixture was diluted with ethyl acetate and then water was added. The organic layer was separated and washed with brine, and dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane/AcOEt = 1:0-1:1) to give 30g (73.5 mg, 139 mumol, 88percent) as a colorless oil.

The synthetic route of 54413-93-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Salim, Mohammed T.A.; Okamoto, Mika; Baba, Masanori; Hashimoto, Yuichi; Bioorganic and Medicinal Chemistry; vol. 19; 8; (2011); p. 2675 – 2687;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 54413-93-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 54413-93-3 name is 2-Iodo-5-methoxybenzoic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml) followed by the addition of 1H-1,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 40°C and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature ofthe reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes. Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acid monohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers are dried over MgSO4, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H- 1 ,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically Ni-linked triazolo-derivative); tR [mm] = 0.60; [M+H] = 220.21.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-5-methoxybenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 54413-93-3, A common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, 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.

2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml)followed by the addition of 1H-1,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 4000 and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature of the reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes.Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acid monohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers aredried over Mg504, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically Ni-linked triazolo-derivative); tR [mm] = 0.60; [M+H] = 220.21

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; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; VON RAUMER, Markus; WILLIAMS, Jodi, T.; WO2015/83070; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic 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. category: iodides-buliding-blocks

Anhydrous dichloromethane (1.0 ml) and chloromethylenedimethyliminium chloride (76.8 mg, 0.600 mmol) were added to 2-iodo-5-methoxybenzoic acid (167 mg, 0.600 mmol) under ice cooling, and the resultant was agitated at room temperature for 30 minutes. A solution of 2-[(4-butylamino)benzo[d][1,3]dioxole]]-1,1,1,3,3,3-hexafluoropropan-2-ol (l) (72.0 mg, 0.200 mmol) dissolved in triethylamine (0.120 ml, 0.861 mmol) and dichloromethane (0.5 ml) was added to the reaction solution, and the mixture was agitated at room temperature for 20 hours. Water was added to the reaction solution, and an organic phase was extracted with ethyl acetate. The organic phase was washed with an aqueous solution of saturated sodium chloride, and the resultant was dried over sodium sulfate, followed by concentration under a reduced pressure. A crude product was purified via silica gel column chromatography using hexane:ethyl acetate (4:1) as an eluting solvent (yield: 123 mg, 99percent).

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

Reference:
Patent; Baba, Masanori; Hashimoto, Yuichi; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Urata, Yasuo; US2012/316342; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 54413-93-3, 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 54413-93-3 as follows.

2~lodo-5-methoxybeiizoie acid (1.74 g, 6.25 mmol), /V-(3-dimethylaminopropyl)-AT- ethylcarbodiimide hydrochloride (1.44 g, 7.5 mmol), l-hydroxybenzotriazole (676 mg, 5.0 mmol), Ar, V-diisopropy]ethylamine (2.61 mL, 15.0 mmol), and benzylamine (546 pL, 5.0 mmol) were dissolved m anhydrous DMF (12.5 mi.) and stirred at room temperature for 16 hours. The reactin mixture was diluted with an excess of EtOAc and washed five times with water and brine. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : DCM = 0; 100 to 30:70) to give V-benzyl-2-iodo-5-methoxybenzamide (1.534 g, 84%) as a white solid.

According to the analysis of related databases, 54413-93-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164953; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 54413-93-3, 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. 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) Synthesis of 5-methoxy-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml) followed by the addition of 1 H-1 ,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 40°C and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature of the reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes. Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acidmonohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers are dried over MgS04, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H- 1 ,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically N1-linked triazolo-derivative); tR [min] = 0.60; [M+H]+ = 220.21

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-Iodo-5-methoxybenzoic acid, other downstream synthetic routes, hurry up and to see.