Benzenesulfonamide, 4-cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]-

Base Information

• Chemical Name: Benzenesulfonamide, 4-cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]-
• CAS No.: 1025506-51-7
• Molecular Formula: C19H17 F3 N4 O2 S
• Molecular Weight: 422.431
• Mol file: 1025506-51-7.mol

Synonyms:4-Cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]benzenesulfonamide

Chemical Property of Benzenesulfonamide, 4-cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]-

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenesulfonamide, 4-cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]-

There total 7 articles about Benzenesulfonamide, 4-cyano-N-[(1R)-1-[1-ethyl-6-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl]- 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:

(R)-1-(1-ethyl-6-trifluoromethyl-1H-benzoimidazol-2-yl)-ethylamine (1025508-55-7) + p-cyanobenzenesulfonyl chloride (49584-26-1) → (R)-4-cyano-N-(1-(1-ethyl-6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)ethyl)benzenesulfonamide (1025506-51-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/acs.jmedchem.5b01078

Reference yield:

N1-ethyl-5-(trifluoromethyl)benzene-1,2-diamine (1025509-51-6) → (R)-4-cyano-N-(1-(1-ethyl-6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)ethyl)benzenesulfonamide (1025506-51-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0 - 20 °C

2: acetic acid / 2 h / 65 °C

3: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C

4: triethylamine / dichloromethane / 2 h / 0 °C

With hydrogenchloride; acetic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01078

Reference yield:

3-chloro-4-nitrobenzotrifluoride (402-11-9) → (R)-4-cyano-N-(1-(1-ethyl-6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)ethyl)benzenesulfonamide (1025506-51-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 2 h / Microwave irradiation; Sealed tube

2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr / Inert atmosphere

3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0 - 20 °C

4: acetic acid / 2 h / 65 °C

5: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C

6: triethylamine / dichloromethane / 2 h / 0 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; acetic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01078

upstream raw materials:

(R)-1-(1-ethyl-6-trifluoromethyl-1H-benzoimidazol-2-yl)-ethylamine

p-cyanobenzenesulfonyl chloride

N₁-ethyl-5-(trifluoromethyl)benzene-1,2-diamine

3-chloro-4-nitrobenzotrifluoride

Downstream raw materials:

4-[(R)-1-(1-ethyl-6-trifluoromethyl-1H-benzoimidazol-2-yl)-ethylsulfamoyl]-benzamide

Refernces

• 1、 -. "HETEROCYCLYC SULFONAMIDES HAVING EDG-I ANTAGONISTIC ACTIVITY". Page/Page column 45. . Retrieved 2008/12/05.