2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile

Base Information

• Chemical Name: 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile
• CAS No.: 1308400-81-8
• Molecular Formula: C₁₂H₉BF₂N₂O₄
• Molecular Weight: 294.022
• Mol file: 1308400-81-8.mol

Synonyms:2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile

Chemical Property of 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile

There total 2 articles about 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile 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: 89.0%

N-methyliminodiacetic acid (4408-64-4) + 2,4-difluoro-3-cyanophenylboronic acid (871940-31-7) → 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile (1308400-81-8)

Guidance literature:

In dimethyl sulfoxide; toluene; for 4h; Reflux;

DOI:10.1021/jo200357e

Reference yield:

2,6 difluorobenzonitrile (1897-52-5) → 2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile (1308400-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; diethyl ether; n-heptane; ethylbenzene / 1.67 h / -78 °C

1.2: 1 h / -78 °C

1.3: 0.25 h

2.1: dimethyl sulfoxide; toluene / 4 h / Reflux

With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane; ethylbenzene; dimethyl sulfoxide; toluene;

DOI:10.1021/jo200357e

Reference yield: 83.0%

2,6-difluoro-3-(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzonitrile (1308400-81-8) + 9-(2-chloropyridin-4-yl)-2,7-bis(hexyloxy)-9H-carbazole → 3-(4-(2,7-bis(hexyloxy)-9H-carbazol-9-yl)pyridin-2-yl)-2,6-difluorobenzonitrile

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In 1,4-dioxane; water; at 60 ℃; for 72h; Inert atmosphere;

DOI:10.1039/c9dt04672k

upstream raw materials:

N-methyliminodiacetic acid

2,4-difluoro-3-cyanophenylboronic acid

2,6 difluorobenzonitrile

Downstream raw materials:

2,6-difluoro-3-(pyridine-2-yl)benzonitrile

6-fluoro-2-hydroxy-3-(pyridin-2-yl)benzonitrile

2-fluoro-6-hydroxy-3-(pyridin-2-yl)benzonitrile

2,6-difluoro-3-(pyridin-2-yl)benzamide