6-Chloroquinolin-8-amine

Base Information

• Chemical Name: 6-Chloroquinolin-8-amine
• CAS No.: 5470-75-7
• Molecular Formula: C9H7 Cl N2
• Molecular Weight: 178.621
• Hs Code.: 2933499090
• NSC Number: 27981
• UNII: 5EBB5KL32K
• DSSTox Substance ID: DTXSID1063930
• Nikkaji Number: J81.047I
• Wikidata: Q81991108
• ChEMBL ID: CHEMBL1594047
• Mol file: 5470-75-7.mol

Synonyms:6-chloroquinolin-8-amine;5470-75-7;6-Chloro-8-aminoquinoline;8-Quinolinamine, 6-chloro-;8-Amino-6-chloroquinoline;6-Chloro-8-quinolinamine;5EBB5KL32K;NSC 27981;NSC-27981;NSC27981;UNII-5EBB5KL32K;6-chloroquinolin-8-ylamine;6-chloranylquinolin-8-amine;(6-chloro-8-quinolyl)amine;6-Chloro-8-quinolinamine #;6-Chloro-quinolin-8-ylamine;cid_79618;(6-Chloroquinolin-8-yl)amine;SCHEMBL1611156;CHEMBL1594047;DTXSID1063930;BDBM32205;MFCD09049101;STK693430;AKOS000133034;DS-11558;CS-0097828;FT-0664549;EN300-29798;Y10968;A870374;Z235353829

Chemical Property of 6-Chloroquinolin-8-amine

Chemical Property:

• Vapor Pressure: 2.68E-05mmHg at 25°C
• Boiling Point: 357.7°Cat760mmHg
• Flash Point: 170.1°C
• PSA: 38.91000
• Density: 1.363g/cm³
• LogP: 3.05160
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

NLT 98% ^*data from raw suppliers

6-Chloro-8-aminoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=CC(=C2N=C1)N)Cl
• Uses: 6-chloroquinolin-8-amine is a di-substituted quinoline derivative used in the preparation fungitoxic analogs. 6-Chloro-8-aminoquinoline is a di-substituted quinoline derivative used in the preparation fungitoxic analogs.

Technology Process of 6-Chloroquinolin-8-amine

There total 5 articles about 6-Chloroquinolin-8-amine 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: 99.0%

6-chloro-8-nitroquinoline (68527-66-2) → 8-amino-6-chloroquinoline (5470-75-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; under 2280 Torr;

DOI:10.1007/BF01277632

Reference yield:

4-Chloro-2-nitroaniline (89-63-4) → 8-amino-6-chloroquinoline (5470-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄, m-O₂NC₆H₄SO₃Na / H₂O / 4 h / Heating

2: 87 percent / Fe powder, conc. HCl / aq. ethanol / 3 h / Heating

With hydrogenchloride; sulfuric acid; iron; sodium 3-nitrobenzenesulfonate; In ethanol; water;

DOI:10.1007/BF01277632

Reference yield:

6-chloroquinoline (612-57-7) → 8-amino-6-chloroquinoline (5470-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming nitric acid

2: tin dichloride; hydrochloric acid

With hydrogenchloride; nitric acid; tin(ll) chloride;

upstream raw materials:

6-chloro-8-nitroquinoline

hydrogenchloride

4-Chloro-2-nitroaniline

6-chloroquinoline

Downstream raw materials:

1,10-phenanthroline-5,6-dione

6,8-Dichloroquinoline

5-Chloro-1,10-phenanthroline

Refernces

• 1、 Xu, Cheng,Yin, Guodong,Jia, Feng-Cheng,Wu, Yan-Dong,Wu, An-Xin. "Merging Annulation with Ring Deconstruction: Synthesis of (E)-3-(2-Acyl-1 H-benzo[ d]imidazol-4-yl)acrylaldehyde Derivatives via I2/FeCl3-Promoted Dual C(sp3)-H Amination/C-N Bond Cleavage". supporting information. p. 2559 - 2564. Retrieved 2021/04/13.
• 2、 -. "Novel small molecules with selective cytotoxicity against human microvascular endothelial cell proliferation". Page/Page column 21. . Retrieved 2010/11/28.