1,3-Dioxolo[4,5-g]quinoline, 6-phenyl-

Base Information

• Chemical Name: 1,3-Dioxolo[4,5-g]quinoline, 6-phenyl-
• CAS No.: 57489-86-8
• Molecular Formula: C16H11NO2
• Molecular Weight: 249.269
• ChEMBL ID: CHEMBL513616
• DSSTox Substance ID: DTXSID40474605
• Nikkaji Number: J1.539.034D
• Wikidata: Q82304714
• Mol file: 57489-86-8.mol

Synonyms:57489-86-8;6-Phenyl-[1,3]dioxolo[4,5-g]quinoline;1,3-Dioxolo[4,5-g]quinoline, 6-phenyl-;CHEMBL513616;DTXSID40474605

Chemical Property of 1,3-Dioxolo[4,5-g]quinoline, 6-phenyl-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 249.078978594
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C3C(=C2)C=CC(=N3)C4=CC=CC=C4

Technology Process of 1,3-Dioxolo[4,5-g]quinoline, 6-phenyl-

There total 20 articles about 1,3-Dioxolo[4,5-g]quinoline, 6-phenyl- 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: 88.0%

(E)-3-(6-aminobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one → 6,7-(methylenedioxy)-2-phenylquinoline (57489-86-8)

Guidance literature:

In ethanol; at 30 ℃; UV-irradiation; Flow reactor;

DOI:10.1002/ejoc.202000957

Reference yield: 87.0%

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) + acetophenone (98-86-2) → 6,7-(methylenedioxy)-2-phenylquinoline (57489-86-8)

Guidance literature:

With ammonium hydroxide; 1,10-Phenanthroline; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 20h; Sealed tube;

DOI:10.1016/j.tetlet.2014.09.024

Reference yield: 76.0%

2,3-diphenyl-2,3-butanediol (1636-34-6) + 6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → 6,7-(methylenedioxy)-2-phenylquinoline (57489-86-8)

Guidance literature:

With [MoO₂Cl₂(dmf)₂]; In N,N-dimethyl acetamide; at 180 ℃; for 1h; regioselective reaction; Sealed tube; Microwave irradiation;

DOI:10.1002/adsc.201800278

upstream raw materials:

6-phenyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid

acetophenone

6-amino-benzo[1,3]dioxole-5-carbaldehyde

hydrogenchloride

Downstream raw materials:

(R)-6-phenyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]quinoline