4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

Base Information

• Chemical Name: 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide
• CAS No.: 1609649-16-2
• Molecular Formula: C₂₄H₁₇Cl₃F₃N₃O₂S₂
• Molecular Weight: 606.904

Synonyms:4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

Chemical Property of 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

There total 6 articles about 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide 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: 70.0%

4-(4-chlorophenyl)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide (1609649-00-4) + S-(3,4-dichlorophenyl)benzenesulfonothioate (1609649-02-6) → 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide (1609649-16-2)

Guidance literature:

4-(4-chlorophenyl)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

S-(3,4-dichlorophenyl)benzenesulfonothioate; In tetrahydrofuran; at -78 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201309217

Reference yield:

2-(tert-butyldimethylsilyl)-5-((4-methoxy-3,5-dimethylphenyl)sulfinyl)N,N-dimethylimidazole-1-sulfonamide (1609648-50-1) → 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide (1609649-16-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere; Schlenk technique

1.2: 0.25 h / -30 °C / Inert atmosphere

1.3: 2 h / 50 °C / Inert atmosphere

2.1: TurboGrignard / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: 0.25 h / -30 °C / Inert atmosphere

2.3: 2 h / 50 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.08 h / 0 °C / Inert atmosphere; Schlenk technique

4.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

4.2: 12 h / -78 - 25 °C / Inert atmosphere

With TurboGrignard; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; 1.3: |Negishi Coupling / 2.3: |Negishi Coupling;

DOI:10.1002/anie.201309217

Reference yield:

2-(tert-butyldimethylsilyl)-4-(4-chlorophenyl)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide (1609648-94-3) → 4-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide (1609649-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.08 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: 12 h / -78 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; tetrabutyl ammonium fluoride; In tetrahydrofuran; water;

DOI:10.1002/anie.201309217

upstream raw materials:

2-(tert-butyldimethylsilyl)-5-((4-methoxy-3,5-dimethylphenyl)sulfinyl)N,N-dimethylimidazole-1-sulfonamide

2-(tert-butyldimethylsilyl)-4-(4-chlorophenyl)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

4-(4-chlorophenyl)-N,N-dimethyl-5-(4-(trifluoromethyl)phenyl)imidazole-1-sulfonamide

S-(3,4-dichlorophenyl)benzenesulfonothioate

Downstream raw materials:

5-(4-chlorophenyl)-2-((3,4-dichlorophenyl)thio)-1-methyl-4-(4-(trifluoromethyl)phenyl)imidazole

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