N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride

Base Information

• Chemical Name: N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride
• CAS No.: 107027-06-5
• Molecular Formula: C₂₀H₂₂N₄O*2ClH
• Molecular Weight: 407.343
• Mol file: 107027-06-5.mol

Synonyms:N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride

Chemical Property of N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride

There total 14 articles about N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride 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: 72.0%

2-(4-Nitro-phenyl)-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride (107027-05-4) → N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride (107027-06-5)

Guidance literature:

With hydrogenchloride; iron; acetic acid; In ethanol; for 1h; Heating;

DOI:10.1021/jm00122a018

Reference yield:

o-toluidine (95-53-4) → N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride (107027-06-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 8 percent / conc. HCl / 5 h / 140 - 150 °C

2: 64 percent / CrO₃, conc. H₂SO₄ / H₂O / 90 - 105 °C

3: 1.) 1,1'-carbonyldiimidazole, 3.) conc. HCl / 1.) DMF, 20 to 40 deg C, 20 min, 2.) 20 deg C, 15 min

4: 72 percent / 1.) Fe-powder, acetic acid, 2.) conc. HCl / aq. ethanol / 1 h / Heating

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; iron; acetic acid; 1,1'-carbonyldiimidazole; In ethanol; water;

DOI:10.1021/jm00122a018

Reference yield:

8-methyl-2-phenylquinoline (5353-90-2) → N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride (107027-06-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 34 percent / SeO₂ / a) 180 to 190 deg C, b) 280 to 290 deg C, 2 min

2: 35 percent / fuming HNO₃ / 2 h / -5 °C

3: 1.) 1,1'-carbonyldiimidazole, 3.) conc. HCl / 1.) DMF, 20 to 40 deg C, 20 min, 2.) 20 deg C, 15 min

4: 72 percent / 1.) Fe-powder, acetic acid, 2.) conc. HCl / aq. ethanol / 1 h / Heating

With hydrogenchloride; selenium(IV) oxide; nitric acid; iron; acetic acid; 1,1'-carbonyldiimidazole; In ethanol;

DOI:10.1021/jm00122a018

upstream raw materials:

2-(4-Nitro-phenyl)-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride

8-methyl-2-phenylquinoline

3-(4-nitrophenyl)-2-propenal

2-phenylquinoline-8-carboxylic acid

Downstream raw materials:

2-(4-Methanesulfonylamino-phenyl)-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride

2-(4-Acetylamino-phenyl)-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride