4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one

Base Information

• Chemical Name: 4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one
• CAS No.: 855423-46-0
• Molecular Formula: C₁₅H₁₀ClNO₂
• Molecular Weight: 271.703
• DSSTox Substance ID: DTXSID501163763
• Mol file: 855423-46-0.mol

Synonyms:4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one;DTXSID501163763;AKOS030245694;4-Chloro-1,3-dihydro-3-[(4-hydroxyphenyl)methylene]-2H-indol-2-one

Chemical Property of 4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 271.0400063
• Heavy Atom Count: 19
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)C(=CC3=CC=C(C=C3)O)C(=O)N2

Technology Process of 4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-one

There total 3 articles about 4-chloro-3-[(4-hydroxyphenyl)methylidene]-2,3-dihydro-1H-indol-2-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:

(2-chloro-6-nitro-phenyl)-pyruvic acid (36892-19-0) → 4-chloro-3-(4-hydroxy-benzylidene)-indolin-2-one (855423-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen peroxide; water; NaOH-solution / Behandeln der erhaltenen, mit wss.Schwefelsaeure versetzten Reaktionsloesung mit Zink-Pulver bei 35-40grad

2: piperidine; ethanol

With piperidine; sodium hydroxide; ethanol; water; dihydrogen peroxide;

DOI:10.1007/BF02988604

Reference yield:

(2-chloro-6-nitro-phenyl)-acetic acid (31912-08-0) → 4-chloro-3-(4-hydroxy-benzylidene)-indolin-2-one (855423-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc-powder; sulfuric acid; water / 35 - 40 °C

2: piperidine; ethanol

With piperidine; ethanol; sulfuric acid; water; zinc;

DOI:10.1007/BF02988604

Reference yield:

4-chloroindolin-2-one (20870-77-3) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-chloro-3-(4-hydroxy-benzylidene)-indolin-2-one (855423-46-0)

Guidance literature:

With piperidine; ethanol;

DOI:10.1007/BF02988604

upstream raw materials:

4-chloroindolin-2-one

4-hydroxy-benzaldehyde

(2-chloro-6-nitro-phenyl)-acetic acid

(2-chloro-6-nitro-phenyl)-pyruvic acid