3-Acetamidophenylboronic acid

Base Information

• Chemical Name: 3-Acetamidophenylboronic acid
• CAS No.: 78887-39-5
• Molecular Formula: C8H10BNO3
• Molecular Weight: 178.983
• Hs Code.: 29310095
• Mol file: 78887-39-5.mol

Synonyms:Benzeneboronicacid, m-acetamido- (6CI);Boronic acid, [3-(acetylamino)phenyl]- (9CI);(3-(Acetylamino)phenyl)boronic acid;3-Acetamidobenzeneboronic acid;3-Acetanilideboronic acid;3-N-Acetylaminophenylboronic acid;N-Acetyl-3-aminobenzeneboronic acid;

Chemical Property of 3-Acetamidophenylboronic acid

Chemical Property:

• Appearance/Colour: off-white to pale brown powder
• Melting Point: 135 °C(lit.)
• Refractive Index: 1.553
• PKA: 8.04±0.10(Predicted)
• PSA: 69.56000
• Density: 1.23 g/cm₃
• LogP: -0.60220
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

3-Acetamidobenzeneboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: suzuki reaction Reactant involved in: Suzuki-Miyaura coupling reactionsTrifluoromethylationReactant involved in the synthesis of a variety of inhibitors including:NR2B subtype of NMDA receptor antagonists for antidepressant activityBiphenylylmethylimidazole derivatives for use as 17,20-lyase inhibitors(Indolyl)-3,5-substituted benzene analogs with antimitotic and antitumor activitySubstituted pyrrolidines and tetrahydrofurans as AMPA receptor positive modulators

Technology Process of 3-Acetamidophenylboronic acid

There total 7 articles about 3-Acetamidophenylboronic acid 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: 97.8%

3-Aminophenylboronic acid (30418-59-8,280563-63-5) + acetic anhydride (108-24-7) → 3-Acetamidophenylboronic acid (78887-39-5)

Guidance literature:

With dmap; acetic acid; at 20 ℃; for 24h;

DOI:10.3987/COM-09-S(S)129

Reference yield: 71.0%

tetrahydroxydiboron (13675-18-8) + 3-bromoacetanilide (621-38-5) → 3-Acetamidophenylboronic acid (78887-39-5)

Guidance literature:

In methanol; at 15 ℃; for 3h; Microwave irradiation;

DOI:10.1021/jacs.6b01376

Reference yield:

m-nitrobenzene boronic acid (13331-27-6) → 3-Acetamidophenylboronic acid (78887-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: iron (II)-hydroxide; barium hydroxide; water

With barium dihydroxide; iron(II) hydroxide; water;

upstream raw materials:

3-Aminophenylboronic acid

acetic anhydride

Acetyl bromide

m-nitrobenzene boronic acid

Downstream raw materials:

N-(2'-nitro-biphenyl-3-yl)-acetamide

N-(3-benzoylphenyl)acetamide

C₂₀H₁₈N₂O₄S

(R)-N-(1-Azabicyclo[2.2.2]oct-3-yl)(5-(3-(N-acetylamino)phenyl)furan-2-carboxamide)

Refernces

• 1、 Mfuh, Adelphe M.,Doyle, John D.,Chhetri, Bhuwan,Arman, Hadi D.,Larionov, Oleg V.. "Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts". supporting information. p. 2985 - 2988. Retrieved 2016/03/19.
• 2、 -. "4-amino-quinazolines". . . Retrieved 2008/06/13.