6-Bromoquinolin-8-amine

Base Information

• Chemical Name: 6-Bromoquinolin-8-amine
• CAS No.: 57339-57-8
• Molecular Formula: C9H7 Br N2
• Molecular Weight: 223.072
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID5069176
• Nikkaji Number: J429.341J
• Wikidata: Q81995988
• ChEMBL ID: CHEMBL1317901
• Mol file: 57339-57-8.mol

Synonyms:6-bromoquinolin-8-amine;57339-57-8;8-AMINO-6-BROMOQUINOLINE;8-Quinolinamine, 6-bromo-;6-Bromo-8-aminoquinoline;6-bromo-8-quinolinamine;C9H7BrN2;TG2-38-2;6-bromo-8-quinolylamine;6-bromanylquinolin-8-amine;6-Bromo-8-amino-quinoline;Cambridge id 5341861;(6-bromo-8-quinolyl)amine;cid_93637;C9-H7-Br-N2;SCHEMBL3038128;CHEMBL1317901;DTXSID5069176;BDBM32197;MFCD00194777;STK760072;AKOS001751980;PS-3652;CS-0046272;C75683;AB00081496-01;A869711;SR-01000523986;SR-01000523986-1

Chemical Property of 6-Bromoquinolin-8-amine

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Melting Point: 78 °C
• Boiling Point: 370.4°Cat760mmHg
• PKA: 2.22±0.10(Predicted)
• Flash Point: 177.8°C
• PSA: 38.91000
• Density: 1.649g/cm³
• LogP: 3.16070
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 221.97926
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

8-Amino-6-bromoquinoline 97% ^*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)Br

Technology Process of 6-Bromoquinolin-8-amine

There total 5 articles about 6-Bromoquinolin-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: 91.0%

6-bromo-8-nitroquinoline (68527-67-3) → 8-amino-6-bromoquinoline (57339-57-8)

Guidance literature:

With iron; acetic acid; In ethanol; water; for 3h; Heating / reflux;

Reference yield:

4-Bromo-2-nitroaniline (875-51-4) → 8-amino-6-bromoquinoline (57339-57-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 72 percent / Fe powder, conc. HCl / aq. ethanol / 3 h / Heating

With hydrogenchloride; O₂NC₆H₄SO₃Na; sulfuric acid; iron; In ethanol; water;

DOI:10.1007/BF01277632

Reference yield:

2-nitro-aniline (88-74-4) → 8-amino-6-bromoquinoline (57339-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / N-bromosuccinimid / acetic acid / 1 h / Heating

2: H₂SO₄, O₂NC₆H₄SO₃Na / H₂O / 4 h / Heating

3: 72 percent / Fe powder, conc. HCl / aq. ethanol / 3 h / Heating

With hydrogenchloride; N-Bromosuccinimide; O₂NC₆H₄SO₃Na; sulfuric acid; iron; In ethanol; water; acetic acid;

DOI:10.1007/BF01277632

upstream raw materials:

6-bromo-8-nitroquinoline

hydrogenchloride

4-Bromo-2-nitroaniline

2-nitro-aniline

Downstream raw materials:

5-bromo-1,10-phenanthroline

8-(4-benzyl-piperazin-1-yl)-6-bromo-quinoline

N-acetyl-sulfanilic acid-[(6-bromo-[8]quinolyl)-(2-diethylamino-ethyl)-amide]

6-bromo-8-quinolinol

Refernces

• 1、 Sen, Chiranjit,Sahoo, Tapan,Singh, Harshvardhan,Suresh, Eringathodi,Ghosh, Subhash Chandra. "Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway". . p. 9869 - 9896. Retrieved 2019/08/20.
• 2、 Gershon, H.,Clarke, D. D.,Gershon, M.. "Preparation and Fungitoxicity of 3,6-Dichloro- and 3,6-Dibromo-8-Quinolinols". . p. 723 - 730. Retrieved 2007/10/02.