Quinoline-2,3-diamine

Base Information

• Chemical Name: Quinoline-2,3-diamine
• CAS No.: 78105-39-2
• Molecular Formula: C₉H₉N₃
• Molecular Weight: 159.191
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70506125
• Wikidata: Q82361715
• Mol file: 78105-39-2.mol

Synonyms:Quinoline-2,3-diamine;78105-39-2;bis-aminoquinoline;SCHEMBL359102;DTXSID70506125;AKOS006272767;SB68412

Chemical Property of Quinoline-2,3-diamine

Chemical Property:

• PSA: 65.66000
• LogP: 1.91050
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

Quinoline-2,3-diamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)N)N

Technology Process of Quinoline-2,3-diamine

There total 6 articles about Quinoline-2,3-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:

2-amino-3-nitroquinoline (78105-38-1) → 2,3-diaminoquinoline (78105-39-2)

Guidance literature:

With hydrazine hydrate; nickel; In ethanol; Heating;

DOI:10.1055/s-1981-29435

Reference yield:

Quinoline N-oxide (1613-37-2) → 2,3-diaminoquinoline (78105-39-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 33 percent / benzoyl chloride, AgNO₃ / CH₂Cl₂ / 1.) 30 min, O deg C, 2.) 2 h, reflux

2: 70 percent / POCl₃ / 4 h / Heating

3: 75 percent / aq. NH₃ / 8 h / Heating

4: N₂H₄*H₂O / Raney-nickel / ethanol / Heating

With ammonium hydroxide; benzoyl chloride; hydrazine hydrate; silver nitrate; trichlorophosphate; nickel; In ethanol; dichloromethane;

DOI:10.1055/s-1981-29435

Reference yield:

3-nitroquinoline N-oxide (7433-86-5) → 2,3-diaminoquinoline (78105-39-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / POCl₃ / 4 h / Heating

2: 75 percent / aq. NH₃ / 8 h / Heating

3: N₂H₄*H₂O / Raney-nickel / ethanol / Heating

With ammonium hydroxide; hydrazine hydrate; trichlorophosphate; nickel; In ethanol;

DOI:10.1055/s-1981-29435

upstream raw materials:

2-amino-3-nitroquinoline

Quinoline N-oxide

3-nitroquinoline N-oxide

2-chloro-3-nitroquinoline

Refernces

• 1、 -. "IMIDAZO[4,5-B]QUINOLINE-DERIVATIVES AND THEIR USE AS NO-SYNTHASE INHIBITORS". Page 15. . Retrieved 2010/02/08.