C₁₉H₁₆BrF₃N₂O₄S

Base Information

• Chemical Name: C₁₉H₁₆BrF₃N₂O₄S
• CAS No.: 1595284-80-2
• Molecular Formula: C₁₉H₁₆BrF₃N₂O₄S
• Molecular Weight: 505.312
• Mol file: 1595284-80-2.mol

Synonyms:C₁₉H₁₆BrF₃N₂O₄S

Chemical Property of C₁₉H₁₆BrF₃N₂O₄S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₉H₁₆BrF₃N₂O₄S

There total 8 articles about C₁₉H₁₆BrF₃N₂O₄S which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (1595284-69-7) + 4-trifluoromethylphenylboronic acid (128796-39-4) → C19H16BrF3N2O4S (1595284-80-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.02.051

Reference yield:

ethyl 5-bromo-6-nitrobenzofuran-3-carboxylate (1595284-71-1) → C19H16BrF3N2O4S (1595284-80-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: iron; ammonium chloride / tetrahydrofuran; methanol; water / 3 h / Reflux

2.1: lithium hydroxide monohydrate / water; 1,4-dioxane / 2 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 25 °C

3.2: 2 h

4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C / Inert atmosphere

5.1: N-iodo-succinimide / acetonitrile / 0 - 25 °C

6.1: pyridine / dichloromethane / 1.5 h / 0 - 25 °C

6.2: 0.5 h / 25 °C

7.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 80 °C

8.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; lithium hydroxide monohydrate; iron; sodium carbonate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 8.1: |Suzuki Coupling;

DOI:10.1016/j.tetlet.2014.02.051

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → C19H16BrF3N2O4S (1595284-80-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: tetrafluoroboric acid diethyl ether / dichloromethane / 38 °C

1.2: 0.33 h

2.1: nitric acid / chloroform / 2.5 h / -20 - 0 °C

3.1: iron; ammonium chloride / tetrahydrofuran; methanol; water / 3 h / Reflux

4.1: lithium hydroxide monohydrate / water; 1,4-dioxane / 2 h / Reflux

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 25 °C

5.2: 2 h

6.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.2: 1 h / -78 °C / Inert atmosphere

7.1: N-iodo-succinimide / acetonitrile / 0 - 25 °C

8.1: pyridine / dichloromethane / 1.5 h / 0 - 25 °C

8.2: 0.5 h / 25 °C

9.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 80 °C

10.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

With pyridine; tetrafluoroboric acid diethyl ether; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; lithium hydroxide monohydrate; nitric acid; iron; sodium carbonate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; 10.1: |Suzuki Coupling;

DOI:10.1016/j.tetlet.2014.02.051

upstream raw materials:

5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

4-trifluoromethylphenylboronic acid

5-bromosalicyclaldehyde

ethyl 5-bromo-1-benzofuran-3-carboxylate