Ethyl 6-aminoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-aminoquinoline-3-carboxylate
• CAS No.: 21872-92-4
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.23600
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00534739
• Wikidata: Q82408700
• Mol file: 21872-92-4.mol

Synonyms:ETHYL 6-AMINOQUINOLINE-3-CARBOXYLATE;21872-92-4;DTXSID00534739;AKOS022652057;SB69667;ETHYL6-AMINOQUINOLINE-3-CARBOXYLATE

Chemical Property of Ethyl 6-aminoquinoline-3-carboxylate

Chemical Property:

• PSA: 65.21000
• LogP: 2.57490
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

ethyl6-aminoquinoline-3-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C2C=CC(=CC2=C1)N

Technology Process of Ethyl 6-aminoquinoline-3-carboxylate

There total 10 articles about Ethyl 6-aminoquinoline-3-carboxylate 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:

6-amino-2-chloro-3-quinolinecarboxylic acid ethyl ester (91538-59-9) → 6-amino-3-quinolinecarboxylic acid ethyl ester (21872-92-4)

Guidance literature:

With hydrogen; potassium acetate; palladium on activated charcoal; In ethanol; at 24 ℃; under 2585.7 Torr;

Reference yield:

diethyl 2-(2-nitrobenzylidene)malonate (17422-56-9) → 6-amino-3-quinolinecarboxylic acid ethyl ester (21872-92-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 48.5 g / H₂ / Raney Ni / ethanol

2: 10.7 g / 96percent H₂SO₄, 70percent HNO₃ / 1 h / 0 °C

3: 1.14 g / POCl₃ / 2.75 h / Heating

4: 0.57 g / H₂ / Raney Ni / ethanol / 22 °C / 2663.3 Torr

5: 0.17 g / CH₃COOK, H₂ / 20percent Pd/C / ethanol / 24 °C / 2585.7 Torr

With sulfuric acid; hydrogen; nitric acid; potassium acetate; trichlorophosphate; palladium on activated charcoal; nickel; In ethanol;

Reference yield:

N-(2-formyl-4-nitrophenyl)acetamide (91538-60-2) → 6-amino-3-quinolinecarboxylic acid ethyl ester (21872-92-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.92 g / aq. HCl / 1.5 h / Heating

2: 0.18 g / 17.5 h / 150 - 160 °C

3: 1.14 g / POCl₃ / 2.75 h / Heating

4: 0.57 g / H₂ / Raney Ni / ethanol / 22 °C / 2663.3 Torr

5: 0.17 g / CH₃COOK, H₂ / 20percent Pd/C / ethanol / 24 °C / 2585.7 Torr

With hydrogen; potassium acetate; trichlorophosphate; palladium on activated charcoal; nickel; In hydrogenchloride; ethanol;

upstream raw materials:

6-amino-2-chloro-3-quinolinecarboxylic acid ethyl ester

diethyl 2-(2-nitrobenzylidene)malonate

N-(2-formyl-4-nitrophenyl)acetamide

2-amino-5-nitrobenzaldehyde