2-Amino-3,4-dimethylimidazo(4,5-F)quinoline

Base Information

• Chemical Name: 2-Amino-3,4-dimethylimidazo(4,5-F)quinoline
• CAS No.: 77094-11-2
• Molecular Formula: C12H12 N4
• Molecular Weight: 212.28
• Hs Code.: 2933990090
• UNII: G2Q7M1P33X
• DSSTox Substance ID: DTXSID6020800
• Nikkaji Number: J37.370B
• Wikidata: Q27155885
• Metabolomics Workbench ID: 43997
• Mol file: 77094-11-2.mol

Synonyms:2-amino-3,4-dimethylimidazo(4,5-f)quinoline;Me-IQ;MeIQ

Chemical Property of 2-Amino-3,4-dimethylimidazo(4,5-F)quinoline

Chemical Property:

• Vapor Pressure: 7.54E-09mmHg at 25°C
• Melting Point: 291-293
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 465.7°C at 760 mmHg
• PKA: 6.22±0.40(Predicted)
• Flash Point: 235.4°C
• PSA: 56.73000
• Density: 1.36g/cm³
• LogP: 2.59330
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 212.106196400
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: CC1=CC2=C(C=CC=N2)C3=C1N(C(=N3)N)C
• Uses: Mutagenic heterocyclic amines in cooked food

Technology Process of 2-Amino-3,4-dimethylimidazo(4,5-F)quinoline

There total 15 articles about 2-Amino-3,4-dimethylimidazo(4,5-F)quinoline 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:

2-amino-4-methyl-3H-imidazo<4,5-f>quinoline (77094-15-6) + methyl iodide (74-88-4) → 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (77094-11-2) + 2-amino-1,4-dimethyl-1H-imidazo<4,5-f>quinoline (77094-16-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

DOI:10.1246/cl.1980.1391

Reference yield:

7-methyl-6-methylamino-5-nitroquinoline (83407-41-4) → 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (77094-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Fe, conc. aq. HCl / 0.33 h

2: H₂O / 4 h

With hydrogenchloride; iron; In water;

DOI:10.1246/bcsj.55.2233

Reference yield:

3-Methylacetanilide (537-92-8) → 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (77094-11-2)

Guidance literature:

Multi-step reaction with 7 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

7: ethanol / 2 h

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

DOI:10.1248/cpb.30.1857

upstream raw materials:

bromocyane

N⁶,7-dimethyl-5,6-quinolinediamine

2-amino-4-methyl-3H-imidazo<4,5-f>quinoline

methyl iodide

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.