9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one

Base Information

• Chemical Name: 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one
• CAS No.: 943252-47-9
• Molecular Formula: C₁₈H₁₆N₂O₂S
• Molecular Weight: 324.403
• Mol file: 943252-47-9.mol

Synonyms:9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one

Chemical Property of 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one

There total 7 articles about 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one 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: 85.0%

3-amino-5-(4-methoxyphenyl)-2-thiophenecarbonitrile (943252-41-3) + 1,3-cylohexanedione (504-02-9) → 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one (943252-47-9)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; for 12h; Heating;

DOI:10.1055/s-2007-965944

Reference yield: 38.0%

5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile (943252-45-7) → 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one (943252-47-9)

Guidance literature:

With potassium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 4h;

DOI:10.1055/s-2007-965944

Reference yield:

C10H10O2ClN → 9-amino-2-(4-methoxyphenyl)-6,7-dihydrothieno[3,2-b]quinolin-8(5H)-one (943252-47-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Ac₂O

2.1: Na₂S*9H₂O / dimethylformamide / 0.83 h / 50 °C

2.2: dimethylformamide / 1.5 h / 50 °C

2.3: 95 percent / NaOEt / dimethylformamide; ethanol / 0.5 h / 50 °C

3.1: 71 percent / p-toluenesulfonic acid*H₂O / toluene / 4 h / Heating

4.1: 38 percent / potassium carbonate; cuprous chloride / dimethylformamide / 4 h / 80 - 90 °C

With sodium sulfide; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; copper(l) chloride; In N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-2007-965944

upstream raw materials:

3-amino-5-(4-methoxyphenyl)-2-thiophenecarbonitrile

1,3-cylohexanedione

5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile

(Z)-3-chloro-3-(4-methoxyphenyl)acrylaldehyde