2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

Base Information

• Chemical Name: 2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS No.: 956821-91-3
• Molecular Formula: C13H19BN2O4
• Molecular Weight: 278.116
• Mol file: 956821-91-3.mol

Synonyms:2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

Chemical Property of 2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

Chemical Property:

• PSA: 90.30000
• LogP: 2.88900

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-6-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 1 articles about 2-Methyl-6-nitro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline 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: 93.0%

4-bromo-2-methyl-6-nitroaniline (77811-44-0) + bis(pinacol)diborane (73183-34-3) → 2-methyl-6-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (956821-91-3)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In dimethyl sulfoxide; at 90 ℃; for 10h; Inert atmosphere;

DOI:10.1021/jm800832q

Reference yield: 89.0%

2-methyl-6-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (956821-91-3) → 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamine (1228013-63-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 16h; Inert atmosphere;

Reference yield: 58.0%

2-methyl-6-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (956821-91-3) + 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-(4-amino-3-methyl-5-nitrophenyl)-3,6-dihydropyridine-1(2H)-carboxylate (1054315-49-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jm800832q

upstream raw materials:

4-bromo-2-methyl-6-nitroaniline

bis(pinacol)diborane

Downstream raw materials:

tert-butyl 4-(4-amino-3-methyl-5-nitrophenyl)-3,6-dihydropyridine-1(2H)-carboxylate

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