2-Amino-1-methylimidazo[4,5-b]quinoline

Base Information

• Chemical Name: 2-Amino-1-methylimidazo[4,5-b]quinoline
• CAS No.: 156215-58-6
• Molecular Formula: C₁₁H₁₀N₄
• Molecular Weight: 198.227
• Mol file: 156215-58-6.mol

Synonyms:1-METHYLIMIDAZO(4,5-B)QUINOLINE-2-AMINE;2-Amino-1-methylimidazo[4,5-β]quinoline

Chemical Property of 2-Amino-1-methylimidazo[4,5-b]quinoline

Chemical Property:

• Vapor Pressure: 1.92E-08mmHg at 25°C
• Melting Point: > 300°C
• Boiling Point: 454.4°C at 760 mmHg
• Flash Point: 228.6°C
• PSA: 56.73000
• Density: 1.41g/cm³
• LogP: 2.28490
• Storage Temp.: Refrigerator

Purity/Quality:

98%Min ^*data from raw suppliers

2-Amino-1-methylimidazo[4,5-b]quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A linear analogue of the food mutagen IQ

Technology Process of 2-Amino-1-methylimidazo[4,5-b]quinoline

There total 4 articles about 2-Amino-1-methylimidazo[4,5-b]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: 67.0%

Creatinine (60-27-5) + o-aminobenzaldehyde (529-23-7) → 2-amino-1-methylimidazo[4,5-b]quinoline (156215-58-6)

Guidance literature:

In ethylene glycol; at 160 ℃;

DOI:10.1080/00397919408011739

Reference yield:

(E)-2-amino-1-methyl-5-(2-nitrobenzylidene)-2-imidazolin-4-one (213600-82-9) → 2-amino-1-methylimidazo[4,5-b]quinoline (156215-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / Raney Ni / methanol / 0.25 h

2: methanol / Heating

With hydrogen; nickel; In methanol;

DOI:10.3987/COM-98-8187

Reference yield:

2-nitro-benzaldehyde (552-89-6) → 2-amino-1-methylimidazo[4,5-b]quinoline (156215-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 11 percent / NaOAc, Ac₂O / acetic acid / 1 h / Heating

2: hydrogen / Raney Ni / methanol / 0.25 h

3: methanol / Heating

With hydrogen; sodium acetate; acetic anhydride; nickel; In methanol; acetic acid;

DOI:10.3987/COM-98-8187

upstream raw materials:

Creatinine

o-aminobenzaldehyde

2-Amino-5-[1-(2-amino-phenyl)-meth-(E)-ylidene]-1-methyl-1,5-dihydro-imidazol-4-one

(E)-2-amino-1-methyl-5-(2-nitrobenzylidene)-2-imidazolin-4-one

Refernces

• 1、 Grivas, Spiros,Schuisky, Peter. "Synthesis of imidazonaphthyridines and -quinolines". . p. 1575 - 1580. Retrieved 2007/10/03.