4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

Base Information

• Chemical Name: 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride
• CAS No.: 1422570-26-0
• Molecular Formula: C₁₄H₆Cl₃FN₂O₄S
• Molecular Weight: 423.636
• Mol file: 1422570-26-0.mol

Synonyms:4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

Chemical Property of 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-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 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

There total 9 articles about 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-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: 72.0%

4-chloro-3-(5-(3,5-dichloro-4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-74-8) → 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-26-0)

Guidance literature:

With lithium iodide; In ethyl acetate; at 110 ℃; for 5h; Inert atmosphere; Sealed tube;

DOI:10.1021/ja311729d

Reference yield:

2-chloro-5-(chlorosulfonyl)benzoic acid (137-64-4) → 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-26-0)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydrogen bifluoride / 1,4-dioxane; water / 0.5 h / 20 °C / Inert atmosphere

2: thionyl chloride / 2 h / 75 °C / Inert atmosphere

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

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

5: lithium iodide / ethyl acetate / 5 h / 110 °C / Inert atmosphere; Sealed tube

With dmap; thionyl chloride; potassium hydrogen bifluoride; triethylamine; p-toluenesulfonyl chloride; lithium iodide; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/ja311729d

Reference yield:

C7H3Cl2FO3S (90929-66-1) → 4-chloro-3-(5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride (1422570-26-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: lithium iodide / ethyl acetate / 5 h / 110 °C / Inert atmosphere; Sealed tube

With dmap; triethylamine; p-toluenesulfonyl chloride; lithium iodide; In dichloromethane; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/ja311729d

upstream raw materials:

2-chloro-5-(chlorosulfonyl)benzoic acid

C₇H₃Cl₂FO₃S

ethyl 3,5-dichloro-4-methoxybenzoate

ortho-chlorobenzoic acid

Refernces