5-Amino-6-nitroquinoline

Base Information

• Chemical Name: 5-Amino-6-nitroquinoline
• CAS No.: 35975-00-9
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• Hs Code.: 29334990
• European Community (EC) Number: 252-822-6
• DSSTox Substance ID: DTXSID40189525
• Nikkaji Number: J89.072C
• Wikidata: Q72440160
• Mol file: 35975-00-9.mol

Synonyms:5-Amino-6-nitroquinoline;6-nitroquinolin-5-amine;35975-00-9;5-Quinolinamine, 6-nitro-;6-Nitroquinolin-5-ylamine;MFCD00006798;EINECS 252-822-6;6-Nitro-5-quinolinamine #;SCHEMBL1085531;DTXSID40189525;5-Amino-6-nitroquinoline, 97%;STL227729;AKOS000267408;SB67620;NS-01730;BB 0221250;CS-0155792;FT-0620006;D94725;A823069;N-DIMETHOXYPHOSPHORYL-2-METHOXY-ETHANAMINE

Chemical Property of 5-Amino-6-nitroquinoline

Chemical Property:

• Appearance/Colour: ochre-yellow fluffy powder
• Vapor Pressure: 6.5E-07mmHg at 25°C
• Melting Point: 272-273 ºC
• Refractive Index: 1.743
• Boiling Point: 409.4°C at 760mmHg
• PKA: 3.81±0.15(Predicted)
• Flash Point: 201.4°C
• PSA: 84.73000
• Density: 1.445g/cm³
• LogP: 2.82960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-6-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N)[N+](=O)[O-])N=C1
• Uses: 5-Amino-6-nitroquinoline was used in preparation of imidazoquinoline derivatives.

Technology Process of 5-Amino-6-nitroquinoline

There total 5 articles about 5-Amino-6-nitroquinoline 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%

6-nitroquinoline (613-50-3) → 5-amino-6-nitroquinoline (35975-00-9)

Guidance literature:

With N,N-tetramethylene-thiocarbamoyl-sulphenamide;

DOI:10.1021/jo970582b

Reference yield: 61.0%

6-nitroquinoline (613-50-3) → 5-amino-6-nitroquinoline (35975-00-9) + 5-(methylamino)-6-nitroquinoline (103170-53-2)

Guidance literature:

With potassium permanganate; methylamine; at -7 ℃; for 4h;

Reference yield: 5.0%

6-nitroquinoline (613-50-3) + methylamine (74-89-5) → 5-amino-6-nitroquinoline (35975-00-9) + 5-(methylamino)-6-nitroquinoline (103170-53-2)

Guidance literature:

With potassium permanganate; at -7 ℃; for 4h;

upstream raw materials:

6-nitroquinoline

methylamine

4-nitro-aniline

Downstream raw materials:

imidazo<4,5-f>quinoline

2-methyl-1(3)H-imidazo[4,5-f]quinoline

5,6-diaminoquinoline

2-(4-methoxyphenyl)-1H-imidazo[4,5-f]quinoline

Refernces

• 1、 Szpakiewicz, Barbara,Grzegozek, Maria. "Vicarious nucleophilic amination of Nitroquinolines with 4-amino-1,2,4-triazole". . p. 682 - 685. Retrieved 2008/09/21.
• 2、 Wozniak, Marian,Grzegozek, Maria. "Oxidative Methylamination of Nitroquinolines". . p. 823 - 830. Retrieved 2007/10/02.