7-Methylquinolin-8-amine

Base Information

• Chemical Name: 7-Methylquinolin-8-amine
• CAS No.: 5470-82-6
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 29334900
• NSC Number: 27989
• DSSTox Substance ID: DTXSID40282787
• Nikkaji Number: J81.048G
• Wikidata: Q82017150
• ChEMBL ID: CHEMBL1533193
• Mol file: 5470-82-6.mol

Synonyms:7-methylquinolin-8-amine;5470-82-6;7-Methyl-8-quinolinamine;8-AMINO-7-METHYLQUINOLINE;8-AMINO-7-METHYL-QUINOLINE;8-Quinolinamine, 7-methyl-;NSC27989;7-methyl-8-aminoquinoline;PENTAMETHONIUMBROMIDE;7-Methyl-8-amino quinoline;MLS000718860;SCHEMBL4473876;CHEMBL1533193;DTXSID40282787;HMS2728J18;MFCD00168259;NSC 27989;NSC-27989;AKOS000270348;8-amino-7-methylquinoline, AldrichCPR;SB67574;NCGC00245422-01;SMR000291128;BB 0259971;CS-0145045;FT-0677673;4P-105;D81764;EN300-124557;J-519319

Chemical Property of 7-Methylquinolin-8-amine

Chemical Property:

• Vapor Pressure: 0.00022mmHg at 25°C
• Melting Point: 46-48 °C
• Refractive Index: 1.681
• Boiling Point: 326.2 °C at 760 mmHg
• PKA: 4.65±0.14(Predicted)
• Flash Point: 177.2 °C
• PSA: 38.91000
• Density: 1.169 g/cm³
• LogP: 2.70660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Methanol; DMSO
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

8-Amino-7-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,Xn
• Hazard Codes: Xi,N,Xn
• Statements: 20/21/22-51/53-43-21/22-22
• Safety Statements: 22-36/37/39-61-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(C=CC=N2)C=C1)N
• Uses: 8-Amino-7-methylquinoline is an intermediate used in the synthesis of Baquiloprim (B118000), which is an amiopyrimidine antibacterial synergist with high activity and slow elimination. Baquiloprim has a better half-life than trimethoprim.

Technology Process of 7-Methylquinolin-8-amine

There total 6 articles about 7-Methylquinolin-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%

8-nitro-7-methylquinoline (7471-63-8) → 7-methyl-8-amino quinoline (5470-82-6)

Guidance literature:

With iron(III) chloride; pyrographite; hydrazine hydrate; In methanol; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c6ob01325b

Reference yield:

7-methylquinoline (612-60-2) → 7-methyl-8-amino quinoline (5470-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; concentrated sulfuric acid

2: palladium/charcoal; methanol / Hydrogenation

With methanol; palladium on activated charcoal; sulfuric acid; nitric acid;

DOI:10.1021/ja01193a048

Reference yield:

7-methylquinoline (612-60-2) → 7-methyl-8-amino quinoline (5470-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / conc. sulphuric acid, fuming nitric acid, 5-methylquinoline / 0.08 h / Ambient temperature

2: hydrogen / 5percent palladium-charcoal / ethanol / 3 h / 1520 Torr / Ambient temperature

With 5-methylquinoline; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;

upstream raw materials:

8-nitro-7-methylquinoline

glycerol

3-Nitrobenzenesulfonic acid

3-methyl-1,2-benzenediamine

Downstream raw materials:

8-bromo-7-methylquinoline

2,4,6-Trimethyl-benzenesulfonate1-amino-8-formylamino-7-methyl-quinolinium;

Refernces

• 1、 Kuninobu, Yoichiro,Nishi, Mitsumi,Kanai, Motomu. "5-Position-selective C-H trifluoromethylation of 8-aminoquinoline derivatives". supporting information. p. 8092 - 8100. Retrieved 2016/09/09.
• 2、 Shimizu, Ken D.,Freyer, Heather O.,Adams, Richard D.. "Synthesis, resolution and structure of axially chiral atropisomeric N- arylimides". . p. 5431 - 5434. Retrieved 2007/10/03.