Benzothiazole, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Base Information

• Chemical Name: Benzothiazole, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
• CAS No.: 791614-90-9
• Molecular Formula: C14H18BNO2S
• Molecular Weight: 275.179
• Mol file: 791614-90-9.mol

Synonyms:2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzothiazol;2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzothiazole;2-methylbenzothiazole-5-boronic acid pinacol ester;2-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzothiazole;

Chemical Property of Benzothiazole, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property:

• PSA: 59.59000
• LogP: 2.90390

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzothiazole, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

There total 5 articles about Benzothiazole, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 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: 95.0%

5-bromo-2-methylbenzothiazole (63837-11-6) + bis(pinacol)diborane (73183-34-3) → 2‐methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (791614-90-9)

Guidance literature:

With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; anhydrous potassium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

Reference yield: 95.0%

2-methyl-1,3-benzothiazol-5-yl methanesulfonate (1011481-52-9) + bis(pinacol)diborane (73183-34-3) → 2‐methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (791614-90-9)

Guidance literature:

With potassium acetate; In tert-butyl alcohol; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.201100361

Reference yield: 91.0%

→ 2‐methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (791614-90-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 100 ℃; for 20h;

upstream raw materials:

5-bromo-2-methylbenzothiazole

bis(pinacol)diborane

2-methyl-1,3-benzothiazol-5-yl methanesulfonate

2-methyl-5-benzothiazolol

Downstream raw materials:

2-benzoxy-5-(2-methylbenzo[d]thiazol-5-yl)benzonitrile

2-phenyl-5-(2-methylbenzo[d]thiazol-5-yl)benzonitrile

2-hydroxy-5-(2-methylbenzo[d]thiazol-5-yl)benzonitrile

2,5-dimethylbenzothiazole