1-Hydroxyquinolin-2-imine

Base Information

• Chemical Name: 1-Hydroxyquinolin-2-imine
• CAS No.: 30958-68-0
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.175
• NSC Number: 170671
• DSSTox Substance ID: DTXSID80395688
• Wikidata: Q82195898
• Mol file: 30958-68-0.mol

Synonyms:1-hydroxyquinolin-2-imine;30958-68-0;aminoquinoline 1-oxide;2-Aminoquinoline 1-oxide;SCHEMBL3626218;DTXSID80395688;NSC170671;NSC-170671

Chemical Property of 1-Hydroxyquinolin-2-imine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N)N2O

Technology Process of 1-Hydroxyquinolin-2-imine

There total 6 articles about 1-Hydroxyquinolin-2-imine 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: 74.0%

1-cyano-2-(2'-nitrophenyl)ethene (51991-49-2,74845-04-8,55000-26-5) → 2-Amino-chinolin-1-oxid (30958-68-0)

Guidance literature:

1-cyano-2-(2'-nitrophenyl)ethene; With tin(II) chloride dihdyrate; In ethanol; at 60 ℃;

With hydrogenchloride; water; In ethanol;

DOI:10.1016/j.tet.2012.07.049

Reference yield: 32.0%

2-Azidoquinoline 1-oxide (51796-60-2) → 2-Amino-chinolin-1-oxid (30958-68-0) + 2-Cyanoisatogen (51796-61-3) + 2,2'-Dicyano-3,3'-bis (51796-62-4)

Guidance literature:

In methanol; at 85 ℃; for 3h; Product distribution; toluene, 100 deg C, 15 min;

DOI:10.1021/jo01314a020

Reference yield:

(1-oxy-[2]quinolyl)-carbamic acid ethyl ester (65246-03-9) → 2-Amino-chinolin-1-oxid (30958-68-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1039/jr9570004385

upstream raw materials:

(1-oxy-[2]quinolyl)-carbamic acid ethyl ester

2-Azidoquinoline 1-oxide

2-aminoquinoline

quinolin-2-yl-carbamic acid ethyl ester

Downstream raw materials:

6-(toluene-4-sulfonyloxy)-quinolin-2-ylamine

toluene-4-sulfonic acid-(2-amino-[3]quinolyl ester)