2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

Base Information

• Chemical Name: 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole
• CAS No.: 1401349-00-5
• Molecular Formula: C₂₄H₁₇F₂N₃O₄S₃
• Molecular Weight: 545.611
• Mol file: 1401349-00-5.mol

Synonyms:2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

Chemical Property of 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

There total 4 articles about 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole 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: 37.4%

2-(2,4-difluorophenyl)-4,4, 5,5-tetramethyl-1,3,2-dioxaborolane (288101-48-4) + 2-(3-iodo-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (1401348-66-0) → 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (1401349-00-5)

Guidance literature:

With potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In water; isopropyl alcohol; at 80 ℃; for 2h;

Reference yield:

2-(1H-indol-5-yl)-5-(methylthio)-1,3,4-thiadiazole (1401348-60-4) → 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (1401349-00-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 2 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 8 h / 20 °C

3: sodium tungstate; dihydrogen peroxide / water; acetic acid / 72 h / 20 °C

4: potassium phosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / isopropyl alcohol; water / 2 h / 80 °C

With sodium tungstate; potassium phosphate; dihydrogen peroxide; iodine; sodium hydride; potassium hydroxide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

Reference yield:

2-(3-iodo-1H-indol-5-yl)-5-(methylthio)-1,3,4-thiadiazole (1401348-61-5) → 2-(3-(2,4-difluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (1401349-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 8 h / 20 °C

2: sodium tungstate; dihydrogen peroxide / water; acetic acid / 72 h / 20 °C

3: potassium phosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / isopropyl alcohol; water / 2 h / 80 °C

With sodium tungstate; potassium phosphate; dihydrogen peroxide; sodium hydride; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

upstream raw materials:

2-(2,4-difluorophenyl)-4,4, 5,5-tetramethyl-1,3,2-dioxaborolane

2-(3-iodo-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

2-(1H-indol-5-yl)-5-(methylthio)-1,3,4-thiadiazole

2-(3-iodo-1H-indol-5-yl)-5-(methylthio)-1,3,4-thiadiazole

Downstream raw materials:

5-(3-(2,4-difluorophenyl)-1H-indol-5-yl)-1,3,4-thiadiazol-2-ol

Refernces