5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one

Base Information

• Chemical Name: 5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS No.: 148890-63-5
• Molecular Formula: C8H8N2O2
• Molecular Weight: 164.164
• Hs Code.: 2934999090
• European Community (EC) Number: 696-227-3
• DSSTox Substance ID: DTXSID40444949
• Wikidata: Q82263239
• Mol file: 148890-63-5.mol

Synonyms:148890-63-5;5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one;5-amino-4H-1,4-benzoxazin-3-one;5-AMINO-3,4-DIHYDRO-2H-1,4-BENZOXAZIN-3-ONE;5-AMINO-2H-1,4-BENZOXAZIN-3(4H)-ONE;MFCD11100025;5-amino-4h-benzo[1,4]oxazin-3-one;SCHEMBL2483112;DTXSID40444949;GXGYWLOHPYNWFE-UHFFFAOYSA-N;YFA89063;AKOS006282794;EG-0717;MB09230;SY110266;CS-0085226;EN300-332951;5-amino-2H-benzo[b][1,4]oxazin-3 (4H)-one;Z1198310512

Chemical Property of 5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one

Chemical Property:

• PSA: 64.35000
• LogP: 1.31890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.058577502
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)NC2=C(C=CC=C2O1)N

Technology Process of 5-Amino-2H-benzo[b][1,4]oxazin-3(4H)-one

There total 3 articles about 5-Amino-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: 100.0%

3,4-dihydro-5-nitro-2H-1,4-benzoxazin-3-one (132522-81-7) → 5-amino-4H-benz[1,4]oxazin-3-one (148890-63-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 25 ℃;

Reference yield:

2-Amino-3-nitrophenol (603-85-0) → 5-amino-4H-benz[1,4]oxazin-3-one (148890-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diispropylethylamine, 2.) K₂CO₃ / 1.) 140 deg C, 5 h, 2.) EtOH, reflux, 72 h

2: 80 percent / H₂ / 10percent Pd/C / ethanol / 16 h / 2016.9 Torr / Ambient temperature

With hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm960401i

Reference yield:

→ 5-amino-4H-benz[1,4]oxazin-3-one (148890-63-5)

Guidance literature:

With iron; acetic acid;

upstream raw materials:

3,4-dihydro-5-nitro-2H-1,4-benzoxazin-3-one

2-Amino-3-nitrophenol

Downstream raw materials:

1-(4-(trifluoromethyl)-2-(piperidin-1-yl)benzyl)-3-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-5-yl)urea

1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-5-yl)urea

1-(4-(trifluoromethyl)benzyl)-3-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-5-yl)urea

2-(4-(trifluoromethyl)phenyl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-5-yl)acetamide