1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide

Base Information

• Chemical Name: 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide
• CAS No.: 1430475-76-5
• Molecular Formula: C₂₁H₁₅FN₄O₄S
• Molecular Weight: 438.439

Synonyms:1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide

Chemical Property of 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide

There total 3 articles about 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide 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: 76.6%

1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide (1430475-73-2) + 4-nitrobenzaldehdye (555-16-8) → 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide (1430475-76-5)

Guidance literature:

With chloro-trimethyl-silane; In N,N-dimethyl-formamide; at 135 ℃; for 1.5h; Sealed tube;

DOI:10.1016/j.bmcl.2013.02.109

Reference yield:

ethyl 2-[N-(4-fluorophenyl)sulfamoyl]acetate (1430475-71-0) → 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide (1430475-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / water / 16 h / 20 °C

2: Lawessons reagent / neat (no solvent) / 2 h / 150 °C / Sealed tube

3: chloro-trimethyl-silane / N,N-dimethyl-formamide / 1.5 h / 135 °C / Sealed tube

With Lawessons reagent; chloro-trimethyl-silane; potassium hydroxide; In water; N,N-dimethyl-formamide; 3: |Knoevenagel Condensation;

DOI:10.1016/j.bmcl.2013.02.109

Reference yield:

2-[N-(4-fluorophenyl)sulfamoyl]acetic acid (904627-07-2) → 1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)-2-(4-nitrophenyl)ethenesulfonamide (1430475-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Lawessons reagent / neat (no solvent) / 2 h / 150 °C / Sealed tube

2: chloro-trimethyl-silane / N,N-dimethyl-formamide / 1.5 h / 135 °C / Sealed tube

With Lawessons reagent; chloro-trimethyl-silane; In N,N-dimethyl-formamide; 2: |Knoevenagel Condensation;

DOI:10.1016/j.bmcl.2013.02.109

upstream raw materials:

ethyl 2-[N-(4-fluorophenyl)sulfamoyl]acetate

2-[N-(4-fluorophenyl)sulfamoyl]acetic acid

1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)methanesulfonamide

4-nitrobenzaldehdye

Downstream raw materials:

C₂₃H₁₉FN₄O₅S

ethyl 2-(4-(2-(1H-benzo[d]imidazol-2-yl)-2-(N-(4-fluorophenyl)sulfamoyl)ethyl)phenylamino)-2-oxoacetate

2-(4-aminophenyl)-1-(1H-benzo[d]imidazol-2-yl)-N-(4-fluorophenyl)ethanesulfonamide

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