(R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile

Base Information

• Chemical Name: (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile
• CAS No.: 959691-73-7
• Molecular Formula: C₁₉H₁₄F₃N₃O₃
• Molecular Weight: 389.334
• Mol file: 959691-73-7.mol

Synonyms:

Chemical Property of (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile

There total 15 articles about (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile 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:

4-isocyanato-2-(trifluoromethyl)benzonitrile (143782-18-7) → (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile (959691-73-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: boron dimethyl-trifluoro sulphide / dichloromethane / 24 h / 20 °C / Inert atmosphere

With boron dimethyl-trifluoro sulphide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm300249m

Reference yield:

C12H15NO4 (197643-97-3) → (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile (959691-73-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: (R)-1-phenyl-ethyl-amine / ethanol / 20 - 40 °C / Inert atmosphere

1.2: 0.75 h / 20 °C / pH 1 / Inert atmosphere

2.1: hydrogenchloride / 3 h / Inert atmosphere; Reflux

3.1: hydrogenchloride / 0 °C / Inert atmosphere; Reflux

3.2: Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

5.2: 2 h / 20 °C / Inert atmosphere

6.1: boron dimethyl-trifluoro sulphide / dichloromethane / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; boron dimethyl-trifluoro sulphide; (R)-1-phenyl-ethyl-amine; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm300249m

Reference yield:

5-(4-methoxyphenyl)-5-methyl-2,4-imidazolidinedione (22927-78-2) → (R)-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile (959691-73-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / 64 h / Inert atmosphere; Reflux

2.1: (R)-1-phenyl-ethyl-amine / ethanol / 20 - 40 °C / Inert atmosphere

2.2: 0.75 h / 20 °C / pH 1 / Inert atmosphere

3.1: hydrogenchloride / 3 h / Inert atmosphere; Reflux

4.1: hydrogenchloride / 0 °C / Inert atmosphere; Reflux

4.2: Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

6.2: 2 h / 20 °C / Inert atmosphere

7.1: boron dimethyl-trifluoro sulphide / dichloromethane / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; boron dimethyl-trifluoro sulphide; (R)-1-phenyl-ethyl-amine; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm300249m

upstream raw materials:

4-isocyanato-2-(trifluoromethyl)benzonitrile

methyl 2-(4-hydroxyphenyl)-2-(methylamino)propionate

4-[4-(4-hydroxyphenyl)-3,4-dimethyl-2,5-dioxo-imidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile

2-(4-Hydroxy-phenyl)-propionic acid