2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester

Base Information

• Chemical Name: 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester
• CAS No.: 333458-60-9
• Molecular Formula: C₂₂H₁₉BrCl₂N₄O₃
• Molecular Weight: 538.228
• Mol file: 333458-60-9.mol

Synonyms:2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester

Chemical Property of 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester

There total 3 articles about 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl 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: 71.0%

2,6-dichlorophenylisothiocyanate (6590-95-0) + 2-(4-amino-5-bromo-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester (333458-57-4) → 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester (333458-60-9)

Guidance literature:

With mercury(II) oxide; In 1,4-dioxane; at 95 ℃;

DOI:10.1021/jm020446l

Reference yield:

2-(2-cyano-3-methylamino-4-nitrophenyl)-2-methyl-3-oxobutyric acid ethyl ester (333458-41-6) → 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester (333458-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / H₂ / 10 percent Pd/C / ethyl acetate / 24 h / 2585.74 Torr

2: 53 percent / Br₂ / CHCl₃ / 20 °C

3: 71 percent / HgO / dioxane / 95 °C

With hydrogen; bromine; mercury(II) oxide; palladium on activated charcoal; In 1,4-dioxane; chloroform; ethyl acetate;

DOI:10.1021/jm020446l

Reference yield:

2-(4-amino-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester (333458-43-8) → 2-[7-bromo-4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester (333458-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / Br₂ / CHCl₃ / 20 °C

2: 71 percent / HgO / dioxane / 95 °C

With bromine; mercury(II) oxide; In 1,4-dioxane; chloroform;

DOI:10.1021/jm020446l

upstream raw materials:

2,6-dichlorophenylisothiocyanate

2-(4-amino-5-bromo-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester

2-(4-amino-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester

2-(2-cyano-3-methylamino-4-nitrophenyl)-2-methyl-3-oxobutyric acid ethyl ester

Downstream raw materials:

2-[4-cyano-2-(2,6-dichlorophenylamino)-3-methyl-7-vinyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester

2-[4-cyano-2-(2,6-dichloro-phenylamino)-7-(2,6-difluoro-pyridin-3-yl)-3-methyl-3H-benzoimidazol-5-yl]-2-methyl-3-oxo-butyric acid ethyl ester

2-(2,6-dichlorophenylamino)-1,6,7-trimethyl-9-oxo-1,8-dihydroimidazo[4,5-h]isoquinoline-4-carbaldehyde

2-[4-cyano-2-(2,6-dichlorophenylamino)-7-formyl-3-methyl-3H-benzimidazol-5-yl]-2-methyl-3-oxobutyric acid ethyl ester