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

Base Information

• Chemical Name: 5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile
• CAS No.: 943252-45-7
• Molecular Formula: C₁₈H₁₆N₂O₂S
• Molecular Weight: 324.403
• Mol file: 943252-45-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile 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: 71.0%

3-amino-5-(4-methoxyphenyl)-2-thiophenecarbonitrile (943252-41-3) + 1,3-cylohexanedione (504-02-9) → 5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile (943252-45-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 4h; Heating;

DOI:10.1055/s-2007-965944

Reference yield:

C10H10O2ClN → 5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile (943252-45-7)

Guidance literature:

Multi-step reaction with 3 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

With sodium sulfide; acetic anhydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-2007-965944

Reference yield:

(Z)-3-chloro-3-(4-methoxyphenyl)acrylaldehyde (14063-79-7) → 5-(4-methoxyphenyl)-3-[(3-oxo-1-cyclohexen-1-yl)amino]-2-thiophenecarbonitrile (943252-45-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine chloride / ethanol

2.1: Ac₂O

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

3.2: dimethylformamide / 1.5 h / 50 °C

3.3: 95 percent / NaOEt / dimethylformamide; ethanol / 0.5 h / 50 °C

4.1: 71 percent / p-toluenesulfonic acid*H₂O / toluene / 4 h / Heating

With sodium sulfide; acetic anhydride; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-2007-965944

upstream raw materials:

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

1,3-cylohexanedione

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

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

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