1-(4-Aminobenzylidene)indene

Base Information

• Chemical Name: 1-(4-Aminobenzylidene)indene
• CAS No.: 487-61-6
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.286
• NSC Number: 83092
• Nikkaji Number: J48.081I
• ChEMBL ID: CHEMBL193376
• Mol file: 487-61-6.mol

Synonyms:4-(1H-Inden-1-ylidenemethyl)aniline;NSC83092;CHEMBL193376;1-(4-Aminobenzylidene)indene;4-Inden-(1E)-ylidenemethyl-phenylamine;p-Toluidine, .alpha.-inden-1-ylidene-;4-(1H-Inden-1-ylidenemethyl)phenylamine;4-[(E)-inden-1-ylidenemethyl]aniline;487-61-6;Benzenamine, 4-(1H-inden-1-ylidenemethyl)-;MLS002694146;WLN: L56 BYJ BU1R DZ;Benzenamine, 4-(1H-inden-1-ylidenemethyl)- (9CI);D05HJP;cid_98148;BDBM50164749;NSC-83092;NCGC00186285-01;NCGC00186285-02;NCGC00186285-03;NCGC00186285-04;NCGC00186285-05;NCGC00186285-06;NCGC00186285-07;NCGC00186285-08;NCGC00186285-09;NCGC00186285-10;NCGC00186285-11;NCGC00186285-12;NCGC00186285-13;PD182231;AT-051/43422456

Chemical Property of 1-(4-Aminobenzylidene)indene

Chemical Property:

• Vapor Pressure: 4.63E-07mmHg at 25°C
• Melting Point: 202-205 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Boiling Point: 413.9°C at 760 mmHg
• PKA: 3.97±0.10(Predicted)
• Flash Point: 223.3°C
• PSA: 26.02000
• Density: 1.205g/cm³
• LogP: 4.41740
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 219.104799419
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC2=CC3=CC=C(C=C3)N
• Isomeric SMILES: C1=CC=C\2C(=C1)C=C/C2=C\C3=CC=C(C=C3)N

Technology Process of 1-(4-Aminobenzylidene)indene

There total 3 articles about 1-(4-Aminobenzylidene)indene 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: 83.0%

(E)-3-(2-((4-aminophenyl)ethynyl)phenyl)prop-2-en-1-ol → 4-((1H-inden-1-ylidene)methyl)aniline (487-61-6)

Guidance literature:

In dichloromethane; at 25 ℃; Mechanism; UV-irradiation;

DOI:10.1021/jacs.5b07448

Reference yield:

4-aminobenzaldehyde (556-18-3,28107-09-7) + 1-indene (95-13-6) → 4-((1H-inden-1-ylidene)methyl)aniline (487-61-6)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

DOI:10.1021/jm00327a027

Reference yield:

4-Ethynylaniline (14235-81-5) + (E)-3-(2-bromophenyl)-2-propen-1-ol (124854-94-0) → 4-((1H-inden-1-ylidene)methyl)aniline (487-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(benzonitrile)palladium(II) dichloride; copper(l) iodide; triethylamine; tri-tert-butyl phosphine / toluene / 8 h / Inert atmosphere

2: dichloromethane / 25 °C / UV-irradiation

With bis(benzonitrile)palladium(II) dichloride; copper(l) iodide; tri-tert-butyl phosphine; triethylamine; In dichloromethane; toluene; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/jacs.5b07448

upstream raw materials:

4-aminobenzaldehyde

1-indene

4-Ethynylaniline

(E)-3-(2-bromophenyl)-2-propen-1-ol

Downstream raw materials:

Schiffsche Base aus 1-(4-Aminobenzyliden)inden u. 4-Dimethylaminobenzaldehyd

1-(α-Inden-1-yliden-p-tolyl)-3,3-dimethyltriazen

Refernces