7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one

Base Information

• Chemical Name: 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS No.: 1219130-57-0
• Molecular Formula: C14H18BNO4
• Molecular Weight: 275
• Hs Code.: 2934999090
• Mol file: 1219130-57-0.mol

Synonyms:7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one;3(4H)-Oxo-2H-benzo[b][1,4]oxazin-7-boronic acid pinacol ester;2H-1,4-benzoxazin-3(4H)-one, 7-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property of 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one

Chemical Property:

• Boiling Point: 444.1±45.0 °C(Predicted)
• PKA: 12.80±0.20(Predicted)
• PSA: 60.28000
• Density: 1.20
• LogP: 1.40180
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2h-benzo[b][1,4]oxazin-3(4H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one

There total 4 articles about 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one 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: 95.6%

→ 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one (1219130-57-0)

Guidance literature:

Reference yield: 88.0%

bis(pinacol)diborane (73183-34-3) + 7-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (321436-06-0) → 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one (1219130-57-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c5md00191a

Reference yield:

5-bromo-2-nitrophenol (27684-84-0) → 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one (1219130-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; ammonium chloride / ethanol / 50 °C

1.2: 0.5 h / 70 °C

2.1: caesium carbonate / acetonitrile / 20 °C

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; potassium acetate; ammonium chloride; caesium carbonate; In 1,4-dioxane; ethanol; acetonitrile;

DOI:10.1039/c5md00191a

upstream raw materials:

5-bromo-2-nitrophenol

2-amino-5-bromophenol

bis(pinacol)diborane

7-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one

Downstream raw materials:

7-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one

4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,4-benzoxazin-3(4H)-one

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