N6,7-Dimethylquinoline-5,6-diamine

Base Information

• Chemical Name: N6,7-Dimethylquinoline-5,6-diamine
• CAS No.: 83407-42-5
• Molecular Formula: C₁₁H₁₃N₃
• Molecular Weight: 187.244
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID40232323
• Mol file: 83407-42-5.mol

Synonyms:83407-42-5;N6,7-Dimethylquinoline-5,6-diamine;6-N,7-dimethylquinoline-5,6-diamine;5-Amino-6-methylamino-7-methylquinoline;5,6-Quinolinediamine,N6,7-dimethyl-;5-AMINO-6-METHYLAMINO-7-METHYL-QUINOLINE;CCRIS 5282;SCHEMBL12066598;DTXSID40232323;AKOS006277766;FT-0661886

Chemical Property of N6,7-Dimethylquinoline-5,6-diamine

Chemical Property:

• Vapor Pressure: 5.85E-06mmHg at 25°C
• Melting Point: 131-132.5°C
• Refractive Index: 1.715
• Boiling Point: 379.4 °C at 760 mmHg
• Flash Point: 183.3 °C
• PSA: 50.94000
• Density: 1.209 g/cm³
• LogP: 2.82130
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

98%Min ^*data from raw suppliers

5-Amino-6-methylamino-7-methylquinoline ^*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
• Uses: A N-nitroso compound of 5-Amino-6-methylamino-7-methylquinoline (A611960), a mutagenic PAH.

Technology Process of N6,7-Dimethylquinoline-5,6-diamine

There total 11 articles about N6,7-Dimethylquinoline-5,6-diamine 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: 80.0%

7-methyl-6-methylamino-5-nitroquinoline (83407-41-4) → N6,7-dimethyl-5,6-quinolinediamine (83407-42-5)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 100 ℃; for 1h;

DOI:10.1248/cpb.30.1857

Reference yield:

3-Methylacetanilide (537-92-8) → N6,7-dimethyl-5,6-quinolinediamine (83407-42-5)

Guidance literature:

Multi-step reaction with 6 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

6: 80 percent / SnCl₂, HCl / 1 h / 100 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; nitric acid; acetic anhydride; orthoarsenic acid; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1248/cpb.30.1857

Reference yield:

4-acetamido-2-methylnitrobenzene (51366-39-3) → N6,7-dimethyl-5,6-quinolinediamine (83407-42-5)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 90 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 68 percent / HNO₃, H₂SO₄ / 1 h / 0 °C

5: 80 percent / SnCl₂, HCl / 1 h / 100 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen; nitric acid; acetic anhydride; orthoarsenic acid; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1248/cpb.30.1857

upstream raw materials:

7-methyl-6-methylamino-5-nitroquinoline

6-amino-7-methylquinoline

6-acetamido-7-methylquinoline

6-amino-5-nitro-7-methylquinoline

Downstream raw materials:

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

Refernces

• 1、 Adolfsson, Lars,Olsson, Kjell. "A Convenient Synthesis of Mutagenic 3H-Imidazoquinolin-2-amines and Their 2-14C-Labelled Analogues". . p. 157 - 159. Retrieved 2007/10/02.
• 2、 Kasai, Hiroshi,Nishimura, Susumu. "Syntheses of 2-Amino-3,4-dimethyl-3H-imidazoquinoline and Its Related Compounds". . p. 2233 - 2235. Retrieved 2007/10/02.