5-Bromoquinolin-8-amine

Base Information

• Chemical Name: 5-Bromoquinolin-8-amine
• CAS No.: 53472-18-7
• Molecular Formula: C9H7 Br N2
• Molecular Weight: 223.072
• Hs Code.: 2933499090
• European Community (EC) Number: 673-325-4
• DSSTox Substance ID: DTXSID60346658
• Nikkaji Number: J89.786H
• Wikidata: Q72509739
• ChEMBL ID: CHEMBL1621046
• Mol file: 53472-18-7.mol

Synonyms:5-bromoquinolin-8-amine;53472-18-7;5-Bromo-quinolin-8-ylamine;5-Bromo-8-quinolinamine;8-amino-5-bromoquinoline;5-Bromo quinolin-8-ylamine;5-bromoquinolin-8-ylamine;5-bromo-8-aminoquinoline;MFCD01571832;8-Quinolinamine, 5-bromo-;MLS000688277;SMR000283735;5-Bromo-8-quinolinamine #;Quinolin-8-amine, 5-bromo-;SCHEMBL2170809;CHEMBL1621046;BDBM76536;DTXSID60346658;cid_16192748;STK301695;5-bromo-8-quinolinamine;hydrochloride;AKOS000301411;CS-W006540;SB71657;(5-bromo-8-quinolyl)amine;5-bromanylquinolin-8-amine;AM803676;DS-17531;SY019870;FT-0620153;EN300-199915;8-Amino-5-bromoquinoline;A829616;F2124-1178

Chemical Property of 5-Bromoquinolin-8-amine

Chemical Property:

• Vapor Pressure: 3.61E-05mmHg at 25°C
• Melting Point: 109-110 °C
• Boiling Point: 353.3°Cat760mmHg
• PKA: 3.02±0.12(Predicted)
• Flash Point: 167.5°C
• PSA: 38.91000
• Density: 1.649g/cm³
• LogP: 3.16070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• 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

5-bromoquinolin-8-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)N)Br

Technology Process of 5-Bromoquinolin-8-amine

There total 9 articles about 5-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: 95.0%

N-(5-bromoquinolin-8-yl)benzamide → 5-bromo-8-aminoquinoline (53472-18-7)

Guidance literature:

With ethanol; potassium hydroxide; at 80 ℃; for 12h;

DOI:10.1002/adsc.201601053

Reference yield: 92.0%

N-(5-bromoquinolin-8-yl)-t-butyl carboxamide → 5-bromo-8-aminoquinoline (53472-18-7)

Guidance literature:

With sodium hydroxide; In ethanol; at 100 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00463

Reference yield: 72.0%

8-amino quinoline (578-66-5) → 5-bromo-8-aminoquinoline (53472-18-7) + 5,7-dibromo-8-aminoquinoline (36107-02-5)

Guidance literature:

With 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione; In acetonitrile; at 20 ℃; regioselective reaction;

DOI:10.1039/c7sc04107a

upstream raw materials:

5-bromo-8-nitroquinoline

8-amino quinoline

α,α,α-trimethyl-N-(quinolin-8-yl)acetamide

N-quinolin-8-yl-benzamide

Downstream raw materials:

5-bromo-1,10-phenanthroline

5-bromo-7-chloroquinoline

Refernces

• 1、 Fan, Jiali,Wei, Qiancheng,Zhu, Ershu,Gao, Jing,Cheng, Xiamin,Lu, Yongna,Loh, Teck-Peng. "Visible light-induced mono-bromination of arenes with BrCCl3". supporting information. p. 5977 - 5980. Retrieved 2021/06/18.
• 2、 -. "ALPHA, BETA-UNSATURATED AMIDE COMPOUND". Paragraph 1047. . Retrieved 2020/12/10.