N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Base Information

Chemical Name:N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide
CAS No.:1571111-33-5
Molecular Formula:C₂₁H₂₅BN₂O₄
Molecular Weight:380.251
Hs Code.:

Synonyms:N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

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Chemical Property of N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

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Technology Process of N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

There total 5 articles about N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide 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: 95.0%

: 1361110-64-6
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

: 103-71-9
phenyl isocyanate

: 1571111-33-5
N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/ml5000417

Reference yield:

: 27684-84-0
5-bromo-2-nitrophenol

: 1571111-33-5
N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: iron; ammonium chloride / ethanol; water / 0.5 h / 50 - 70 °C

2: caesium carbonate / acetonitrile / 20 °C

3: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

4: 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane / 4 h / 110 °C / Inert atmosphere

5: triethylamine / dichloromethane / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; borane-THF; potassium acetate; iron; ammonium chloride; caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ml5000417

Reference yield:

: 321436-06-0
7-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one

: 1571111-33-5
N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: borane-THF / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

2: 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane / 4 h / 110 °C / Inert atmosphere

3: triethylamine / dichloromethane / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; borane-THF; potassium acetate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/ml5000417