2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole

Base Information

• Chemical Name: 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole
• CAS No.: 1351664-98-6
• Molecular Formula: C₁₈H₈F₄N₂OS
• Molecular Weight: 376.334
• Mol file: 1351664-98-6.mol

Synonyms:2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole

Chemical Property of 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole

There total 6 articles about 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole 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: 82.0%

2-[2-(benzyloxy)-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole (1351664-94-2) → 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole (1351664-98-6)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In tetrahydrofuran; water; for 3h; Reflux;

DOI:10.1002/ejoc.201100186

Reference yield:

2-[2-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzothiazole (1351664-91-9) → 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole (1351664-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate / water; toluene / 16 h / 90 °C / Inert atmosphere

2: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran; water / 3 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; tetrabutyl-ammonium chloride; ammonium formate; potassium carbonate; In tetrahydrofuran; water; toluene; 1: Suzuki-Miyaura coupling;

DOI:10.1002/ejoc.201100186

Reference yield:

5-bromosalicyclic acid (89-55-4) → 2-[2-hydroxy-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole (1351664-98-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: polyphosphoric acid / 24 h / 140 °C

2.1: potassium carbonate / acetone / 3 h / 60 °C

3.1: potassium acetate / dimethyl sulfoxide / 0.17 h / Inert atmosphere

3.2: 4 h / 80 °C / Inert atmosphere

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate / water; toluene / 16 h / 90 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran; water / 3 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; tetrabutyl-ammonium chloride; ammonium formate; potassium acetate; potassium carbonate; In tetrahydrofuran; water; dimethyl sulfoxide; acetone; toluene; 4.1: Suzuki-Miyaura coupling;

DOI:10.1002/ejoc.201100186

upstream raw materials:

2-(5-bromo-2-hydroxyphenyl)benzothiazole

2-[2-(benzyloxy)-5-(2,3,5,6-tetrafluoropyridyl)phenyl]benzothiazole

2-[2-(benzyloxyl)-5-bromophenyl]benzothiazole

2-[2-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzothiazole

Refernces