3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)-

Base Information

• Chemical Name: 3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)-
• CAS No.: 39830-75-6
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• DSSTox Substance ID: DTXSID50385511
• Mol file: 39830-75-6.mol

Synonyms:3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)-;2-phenylmethyleneindolin-3-one;SCHEMBL5695391;DTXSID50385511

Chemical Property of 3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)-

Chemical Property:

• Melting Point: 178 °C
• PSA: 29.10000
• LogP: 3.47390
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C2C(=O)C3=CC=CC=C3N2

Technology Process of 3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)-

There total 16 articles about 3H-Indol-3-one, 1,2-dihydro-2-(phenylmethylene)- 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: 81.0%

carbon monoxide (201230-82-2) + 2-iodophenylamine (615-43-0) + phenylacetylene (536-74-3) → 2-benzylideneindolin-3-one (39830-75-6)

Guidance literature:

With triethylamine; triphenylphosphine; In methoxybenzene; at 80 ℃; for 24h; under 3750.38 Torr; Autoclave;

DOI:10.1016/j.tet.2010.11.112

Reference yield: 81.0%

2-iodophenylamine (615-43-0) + phenylacetylene (536-74-3) + formyl acetic anhydride (2258-42-6) → 2-benzylideneindolin-3-one (39830-75-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 70 ℃; for 16h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c7ob01557g

Reference yield: 80.0%

(E)-1-acetyl-2-benzylideneindolin-3-one (132114-99-9) → 2-benzylidene-indolin-3-one (38073-42-6,39830-75-6)

Guidance literature:

With methanol; water; potassium hydroxide; for 0.5h;

upstream raw materials:

1-acetyl-2,3-dihydro-1H-indol-3-one

benzaldehyde

2-amino-4-phenyl-5-acetyl-3-cyano-4H-pyrano<3,2-b>indole

1-acetyl-2-benzylideneindolin-3-one

Downstream raw materials:

indirubin