6-Methylamino-7-methyl-5-nitroquinoline

Base Information

• Chemical Name: 6-Methylamino-7-methyl-5-nitroquinoline
• CAS No.: 83407-41-4
• Molecular Formula: C₁₁H₁₁N₃O₂
• Molecular Weight: 217.227
• DSSTox Substance ID: DTXSID70398749
• Mol file: 83407-41-4.mol

Synonyms:N,7-dimethyl-5-nitroquinolin-6-amine;83407-41-4;6-METHYLAMINO-7-METHYL-5-NITROQUINOLINE;SCHEMBL7458840;DTXSID70398749;FT-0671471;Methyl-(7-methyl-5-nitro-quinolin-6-yl)-amine

Chemical Property of 6-Methylamino-7-methyl-5-nitroquinoline

Chemical Property:

• Melting Point: 123-125°C
• PSA: 70.74000
• LogP: 3.08930
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 217.085126602
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

98%Min ^*data from raw suppliers

6-Methylamino-7-methyl-5-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=CC=N2)C(=C1NC)[N+](=O)[O-]
• Uses: 6-Methylamino-7-methyl-5-nitroquinoline (cas# 83407-41-4) is a compound useful in organic synthesis.

Technology Process of 6-Methylamino-7-methyl-5-nitroquinoline

There total 10 articles about 6-Methylamino-7-methyl-5-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: 85.0%

6-chloro-7-methyl-5-nitroquinoline (86984-28-3) + methylamine (74-89-5) → 7-methyl-6-methylamino-5-nitroquinoline (83407-41-4)

Guidance literature:

In ethanol; water; for 4h; Heating;

Reference yield: 68.0%

Methyl-(7-methyl-quinolin-6-yl)-amine (83407-40-3) → 7-methyl-6-methylamino-5-nitroquinoline (83407-41-4)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 1h;

DOI:10.1248/cpb.30.1857

Reference yield:

3-Methylacetanilide (537-92-8) → 7-methyl-6-methylamino-5-nitroquinoline (83407-41-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / HNO₃, conc. H₂SO₄ / 0.5 h / 0 °C

2: 1.) H₂SO₄, arsenic acid; 2.) H₂ / 2.) 10percent Pd-C / 1.) 130 deg C, 18 h; 2.) EtOH, 7 d

3: 90 percent / (CH₃CO)2O / 2 h / Ambient temperature

4: 90 percent / LiAlH₄ / tetrahydrofuran / 0 °C

5: 68 percent / HNO₃, H₂SO₄ / 1 h / 0 °C

With lithium aluminium tetrahydride; sulfuric acid; hydrogen; nitric acid; acetic anhydride; orthoarsenic acid; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1248/cpb.30.1857

upstream raw materials:

Methyl-(7-methyl-quinolin-6-yl)-amine

6-chloro-7-methyl-5-nitroquinoline

methylamine

6-amino-5-nitro-7-methylquinoline

Downstream raw materials:

2-amino-3,4-dimethylimidazo[4,5-f]quinoline

N⁶,7-dimethyl-5,6-quinolinediamine

Refernces

• 1、 Lee,Hashimoto,Shudo,Okamoto. "Synthesis of mutagenic heteroaromatics: 2-Aminoimidazo[4,5-f]quinolines". . p. 1857 - 1859. Retrieved 2007/10/02.