3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

Base Information

• Chemical Name: 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride
• CAS No.: 1422570-15-7
• Molecular Formula: C₁₄H₈Br₂FN₃O₃S
• Molecular Weight: 477.108
• Mol file: 1422570-15-7.mol

Synonyms:

Chemical Property of 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

There total 10 articles about 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride 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:

methyl 3,5-dibromo-4-aminobenzoate (3282-10-8) → 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-15-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide / water; tetrahydrofuran / Inert atmosphere

3.1: 1,1'-carbonyldiimidazole / dichloromethane / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane; dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere

5.1: p-toluenesulfonyl chloride; dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / 0.5 h / 20 °C / Inert atmosphere

With dmap; triethylamine; p-toluenesulfonyl chloride; 1,1'-carbonyldiimidazole; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1021/ja311729d

Reference yield:

C17H21Br2NO6 → 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane; dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere

3.1: p-toluenesulfonyl chloride; dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / 0.5 h / 20 °C / Inert atmosphere

With dmap; triethylamine; p-toluenesulfonyl chloride; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ja311729d

Reference yield:

methyl 3,5-dibromo-4-(bis-(tert-butoxycarbonyl)amino)benzoate (1422570-84-0) → 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-15-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide / water; tetrahydrofuran / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / dichloromethane / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane; dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere

4.1: p-toluenesulfonyl chloride; dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / 0.5 h / 20 °C / Inert atmosphere

With dmap; triethylamine; p-toluenesulfonyl chloride; 1,1'-carbonyldiimidazole; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1021/ja311729d

upstream raw materials:

methyl 3,5-dibromo-4-(bis-(tert-butoxycarbonyl)amino)benzoate

methyl 3,5-dibromo-4-aminobenzoate

C₁₇H₂₃Br₂N₃O₅

3-Carboxybenzenesulfonyl chloride

Refernces