2-Chloro-6-nitroquinoline

Base Information

• Chemical Name: 2-Chloro-6-nitroquinoline
• CAS No.: 29969-57-1
• Molecular Formula: C9H5ClN2O2
• Molecular Weight: 208.604
• Hs Code.: 2933499090
• European Community (EC) Number: 866-049-2
• DSSTox Substance ID: DTXSID80448421
• Nikkaji Number: J1.357.220H
• Wikidata: Q72456145
• Mol file: 29969-57-1.mol

Synonyms:2-chloro-6-nitroquinoline;29969-57-1;2-chloro-6-nitro-quinoline;2-chloro6-nitroquinoline;2-chlor-6-nitro-chinolin;SCHEMBL516896;SCHEMBL13694730;DTXSID80448421;FQYXTVZGTFWRGD-UHFFFAOYSA-N;MFCD09040696;AKOS009132713;SB72092;NCGC00325798-01;BS-13963;FT-0647052;EN300-39072;AB01320482-02;A876339;J-508984;Z255149966;2-(9h-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionicacid

Chemical Property of 2-Chloro-6-nitroquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 236-237 °C
• Refractive Index: 1.688
• Boiling Point: 363.444 °C at 760 mmHg
• PKA: -1.42±0.43(Predicted)
• Flash Point: 173.605 °C
• PSA: 58.71000
• Density: 1.484 g/cm³
• LogP: 3.31960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 208.0039551
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6-nitroquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=N2)Cl)C=C1[N+](=O)[O-]

Technology Process of 2-Chloro-6-nitroquinoline

There total 12 articles about 2-Chloro-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: 96.0%

6-nitro-3,4-dihydro-1H-quinolin-2-one (22246-16-8) → 2-chloro-6-nitroquinoline (29969-57-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate; In benzene; at 90 ℃; for 3h;

DOI:10.3987/com-98-8303

Reference yield: 93.0%

→ 2-chloro-6-nitroquinoline (29969-57-1)

Guidance literature:

With trichlorophosphate; at 120 ℃; for 1h;

Reference yield: 91.0%

6-nitroquinolin-2-ol (64495-55-2) → 2-chloro-6-nitroquinoline (29969-57-1)

Guidance literature:

With trichlorophosphate; In toluene; for 20h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01205

upstream raw materials:

6-nitroquinolin-2-ol

6-nitroquinoline-N-oxide

6-nitro-3,4-dihydro-1H-quinolin-2-one

para-dichlorobenzene

Downstream raw materials:

(4-chloro-phenyl)-(6-nitro-[2]quinolyl)-amine

6-nitro-2-phenoxyquinoline

6-Amino-2-chloroquinoline

2-amino-6-nitroquinoline

Refernces

• 1、 Todorov, Aleksandar R.,Aikonen, Santeri,Muuronen, Mikko,Helaja, Juho. "Visible-Light-Photocatalyzed Reductions of N-Heterocyclic Nitroaryls to Anilines Utilizing Ascorbic Acid Reductant". supporting information. p. 3764 - 3768. Retrieved 2019/05/24.
• 2、 -. "A COMPOUND AND PHARMACEUTICAL COMPOUND FOR TREATMENT OF INFLAMMATORY DISEASES". Paragraph 0190; 0193-0194. . Retrieved 2016/10/07.