2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester
• CAS No.: 837392-69-5
• Molecular Formula: C14H20BNO3S
• Molecular Weight: 275.179
• Mol file: 837392-69-5.mol

Synonyms:2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester;2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole

Chemical Property of 2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester

Chemical Property:

• PSA: 59.59000
• LogP: 2.90390

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester

There total 3 articles about 2-Methylbenzo[d]thiazol-6-ylboronic acid pinacol ester 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: 92.0%

6-bromo-2-methylbenzothiazole (5304-21-2) + bis(pinacol)diborane (73183-34-3) → 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole (837392-69-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₄₀H₂₉P; potassium acetate; In 2-methyltetrahydrofuran; at 90 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02414

Reference yield: 90.0%

→ 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole (837392-69-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Inert atmosphere;

Reference yield: 24.0%

2-Methylbenzothiazole (120-75-2) + bis(pinacol)diborane (73183-34-3) → 2-methylbenzothiazole-7-boronic acid pinacol ester (1573171-26-2) + 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole (837392-69-5)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1021/ja412563e

upstream raw materials:

6-bromo-2-methylbenzothiazole

bis(pinacol)diborane

2-Methylbenzothiazole

Downstream raw materials:

2,6-dimethylbenzothiazole