2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)-

Base Information

• Chemical Name: 2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)-
• CAS No.: 189322-86-9
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.201
• DSSTox Substance ID: DTXSID50473124
• Nikkaji Number: J826.302G
• Mol file: 189322-86-9.mol

Synonyms:2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)-;189322-86-9;DTXSID50473124;2-hydroxy-2-phenylazo-gamma-butyrolactone

Chemical Property of 2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 206.06914219
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COC(=O)C1(N=NC2=CC=CC=C2)O

Technology Process of 2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)-

There total 2 articles about 2(3H)-Furanone, dihydro-3-hydroxy-3-(phenylazo)- 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:

2-phenylhydrazono-γ-butyrolactone (24186-16-1) → 3-Hydroxy-3-phenylazo-dihydro-furan-2-one (189322-86-9)

Guidance literature:

With dimethylsulfide; ozone; Yield given. Multistep reaction; 1.) MeOH, -50 deg C, 30 min;

DOI:10.1039/a607830c

Reference yield:

benzene diazonium chloride (100-34-5) → 3-Hydroxy-3-phenylazo-dihydro-furan-2-one (189322-86-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / aq. NaOH

2: 98 percent / bis(trifluoroacetoxy)iodobenzene

3: aq. Na₂CO₃

With sodium hydroxide; sodium carbonate; bis-[(trifluoroacetoxy)iodo]benzene;

DOI:10.1039/a607830c

Reference yield: 95.0%

3-Hydroxy-3-phenylazo-dihydro-furan-2-one (189322-86-9) → 3-Phenylamino-[1,3]oxazinane-2,4-dione (189322-90-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Ambient temperature;

DOI:10.1039/a607830c

upstream raw materials:

2-phenylhydrazono-γ-butyrolactone

benzene diazonium chloride

Downstream raw materials:

3-Phenylamino-[1,3]oxazinane-2,4-dione

1-Acetyl-1-phenylhydrazin

N-(2,4-Dioxo-[1,3]oxazinan-3-yl)-N-phenyl-acetamide