Acetamide, 2-amino-N-[2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl]-N- methyl-

Base Information

• Chemical Name: Acetamide, 2-amino-N-[2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl]-N- methyl-
• CAS No.: 167834-66-4
• Molecular Formula: C20H19Cl2N3O2
• Molecular Weight: 404.296
• Mol file: 167834-66-4.mol

Synonyms:

Chemical Property of Acetamide, 2-amino-N-[2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl]-N- methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetamide, 2-amino-N-[2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl]-N- methyl-

There total 12 articles about Acetamide, 2-amino-N-[2,4-dichloro-3-[[(2-methyl-8-quinolinyl)oxy]methyl]phenyl]-N- methyl- 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:

8-[2,6-dichloro-3-[N-(phthalimidoacetyl)-N-methylamino]benzyloxy]-2-methylquinoline (167834-64-2) → 8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methylquinoline (167834-66-4)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1h; Heating;

DOI:10.1021/jm980300f

Reference yield:

2,6-Dichloro-3-nitrobenzyl alcohol (160647-01-8) → 8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methylquinoline (167834-66-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 81.5 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: FeCl₃*6H₂O, C, NH₂-NH₂*H₂O / methanol; H₂O / 5 h / 70 °C

3: 89.3 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

5: TBAF / tetrahydrofuran / 1 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 0.5 h

7: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

8: hydrazine hydrate / ethanol / 1 h / Heating

With 1H-imidazole; tetrabutyl ammonium fluoride; iron(III) chloride; sodium hydride; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm980300f

Reference yield:

3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dichlorobenzene (167837-45-8) → 8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methylquinoline (167834-66-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 89.3 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

3: TBAF / tetrahydrofuran / 1 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 0.5 h

5: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

6: hydrazine hydrate / ethanol / 1 h / Heating

With tetrabutyl ammonium fluoride; sodium hydride; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm980300f

upstream raw materials:

8-[2,6-dichloro-3-[N-(phthalimidoacetyl)-N-methylamino]benzyloxy]-2-methylquinoline

2,6-dichloro-3-nitrotoluene

8-(2,6-dichloro-3-aminobenzyloxy)-2-methylquinoline

8-(2,6-Dichloro-3-nitro-benzyloxy)-2-methyl-quinoline