10H-Quindoline, 10-hydroxy-, 5-oxide

Base Information

• Chemical Name: 10H-Quindoline, 10-hydroxy-, 5-oxide
• CAS No.: 80271-01-8
• Molecular Formula: C15H10N2O2
• Molecular Weight: 250.2521
• NSC Number: 357571
• UNII: FC9RT4P39P
• DSSTox Substance ID: DTXSID60230205
• Nikkaji Number: J916.984I
• Wikidata: Q83110638
• Mol file: 80271-01-8.mol

Synonyms:10H-Quindoline, 10-hydroxy-, 5-oxide;80271-01-8;NSC357571;10-Hydroxy-10H-quindoline 5-oxide;NSC-357571;FC9RT4P39P;10H-Quindoline-10-ol 5-oxide;DTXSID60230205;NSC 357571;10-hydroxy-5-oxido-indolo[3,2-b]quinolin-5-ium;10H-5.Lambda.~5~-Indolo[3,2-b]quinoline-5,10-diol

Chemical Property of 10H-Quindoline, 10-hydroxy-, 5-oxide

Chemical Property:

• Vapor Pressure: 3.66E-13mmHg at 25°C
• Boiling Point: 560.4°Cat760mmHg
• Flash Point: 292.7°C
• Density: 1.42g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 250.074227566
• Heavy Atom Count: 19
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C(=[N+]2[O-])C4=CC=CC=C4N3O

Technology Process of 10H-Quindoline, 10-hydroxy-, 5-oxide

There total 2 articles about 10H-Quindoline, 10-hydroxy-, 5-oxide 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: 16.0%

diethyl bis(2-nitrobenzyl)malonate (80271-04-1) → 5-oxy-indolo[3,2-b]quinolin-10-ol (80271-01-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Heating;

Reference yield:

→ 5-oxy-indolo[3,2-b]quinolin-10-ol (80271-01-8)

Guidance literature:

DOI:10.1002/ardp.19813141008

Reference yield:

5-oxy-indolo[3,2-b]quinolin-10-ol (80271-01-8) → 11-Phenylsulfanyl-10H-indolo[3,2-b]quinoline

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / NEt₃ / ethanol / Ambient temperature

2: 79 percent / sat. NaHCO₃ / methanol / 0.08 h / Heating

3: 60 percent / POCl₃ / dimethylformamide / 0.75 h / Ambient temperature

4: 65 percent / 1 M NaOEt / ethanol / 3 h / Heating

With sodium ethanolate; sodium hydrogencarbonate; triethylamine; trichlorophosphate; In methanol; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

diethyl bis(2-nitrobenzyl)malonate

Refernces

• 1、 Goerlitzer,Weber. "Fused quinolines, V: 10-Hydroxy-10H-indole[3,2-b]quinoline 5-oxide ('dioxyquindoline')". . p. 850 - 852. Retrieved 2007/10/07.