2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole

Base Information

• Chemical Name: 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole
• CAS No.: 1351664-97-5
• Molecular Formula: C₂₈H₂₄N₂OS
• Molecular Weight: 436.577
• Mol file: 1351664-97-5.mol

Synonyms:2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole

Chemical Property of 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole

There total 4 articles about 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]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: 76.0%

2-[2-(benzyloxyl)-5-bromophenyl]benzothiazole (1351664-90-8) + (4-(N,N-dimethylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (171364-78-6) → 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole (1351664-97-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate; In toluene; at 90 ℃; for 30h; Inert atmosphere;

DOI:10.1002/ejoc.201100186

Reference yield:

5-bromosalicyclic acid (89-55-4) → 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole (1351664-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: polyphosphoric acid / 24 h / 140 °C

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

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate / toluene / 30 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate; In acetone; toluene; 3: Suzuki-Miyaura coupling;

DOI:10.1002/ejoc.201100186

Reference yield:

2-(5-bromo-2-hydroxyphenyl)benzothiazole (6344-17-8) → 2-{2-(benzyloxy)-5-[4-(dimethylamino)phenyl]phenyl}benzothiazole (1351664-97-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate / toluene / 30 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutyl-ammonium chloride; potassium carbonate; In acetone; toluene; 2: Suzuki-Miyaura coupling;

DOI:10.1002/ejoc.201100186

upstream raw materials:

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

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

(4-(N,N-dimethylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-bromosalicyclic acid

Downstream raw materials:

2-{5-[4-(dimethylamino)phenyl]-2-hydroxyphenyl}benzothiazole