6-Phenyl-6h-chromeno[4,3-b]quinoline

Base Information

• Chemical Name: 6-Phenyl-6h-chromeno[4,3-b]quinoline
• CAS No.: 6953-33-9
• Molecular Formula: C₂₂H₁₅NO
• Molecular Weight: 309.367
• NSC Number: 71095
• DSSTox Substance ID: DTXSID80290801
• Mol file: 6953-33-9.mol

Synonyms:6-phenyl-6h-chromeno[4,3-b]quinoline;6953-33-9;NSC71095;NCIOpen2_008332;DTXSID80290801;NSC-71095

Chemical Property of 6-Phenyl-6h-chromeno[4,3-b]quinoline

Chemical Property:

• Vapor Pressure: 1.94E-10mmHg at 25°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 309.115364102
• Heavy Atom Count: 24
• Complexity: 432

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C3=CC4=CC=CC=C4N=C3C5=CC=CC=C5O2

Technology Process of 6-Phenyl-6h-chromeno[4,3-b]quinoline

There total 7 articles about 6-Phenyl-6h-chromeno[4,3-b]quinoline 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: 98.0%

aniline (62-53-3) + 4-chloro-2-phenyl-2H-chromene-3-carbaldehyde (98769-85-8) → 6-phenyl-6H-chromeno[4,3-b]quinoline (6953-33-9)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 1h; Reagent/catalyst; Solvent; Time; Inert atmosphere;

DOI:10.1134/S1070363216070318

Reference yield:

phenyl isocyanate (1197040-29-1,931-54-4) + 4-chloro-2-phenyl-2H-chromene-3-carbaldehyde (98769-85-8) → 6-phenyl-6H-chromeno[4,3-b]quinoline (6953-33-9)

Guidance literature:

With methanol; at 20 ℃; for 6h;

DOI:10.2174/1570178617666200122095829

Reference yield:

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7) → 6-phenyl-6H-chromeno[4,3-b]quinoline (6953-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / ethanol / 12 h / 80 °C / Sealed tube

2: trichlorophosphate / 0 °C

3: silica gel supported sodium hydrogen sulfate / ethanol / 0.5 h / 20 °C / Irradiation

With hydrogenchloride; silica gel supported sodium hydrogen sulfate; trichlorophosphate; In ethanol;

DOI:10.2174/1570180816666190731115809

upstream raw materials:

trans-3(2-Nitrobenzyliden)flavanon

aniline

4-chloro-2-phenyl-2H-chromene-3-carbaldehyde

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one