6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal

Base Information

• Chemical Name: 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal
• CAS No.: 158205-22-2
• Molecular Formula: C₁₇H₁₃F₂NO₄S
• Molecular Weight: 365.357
• Mol file: 158205-22-2.mol

Synonyms:6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal

Chemical Property of 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal

There total 11 articles about 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal 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: 82.0%

2,4-difluorothiophenol (1996-44-7) + 5-nitro-6-bromo-1-indanone ethylene ketal (158205-21-1) → 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal (158205-22-2)

Guidance literature:

With potassium hydroxide; In pyridine; for 18h; Ambient temperature;

DOI:10.1080/00397919508011826

Reference yield: 81.0%

aqueous potassium hydroxide + 2,4-difluorothiophenol (1996-44-7) + 5-nitro-6-bromo-1-indanone ethylene ketal (158205-21-1) → 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal (158205-22-2)

Guidance literature:

In pyridine;

Reference yield:

5-acetylamino-6-bromoindane (157701-33-2) → 6-<(2,4-difluorophenyl)thio>-5-nitro-1-indanone ethylene ketal (158205-22-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / CrO₃, HOAc / 0.25 h / 50 - 55 °C

2: 100 percent / 6 M aq. HCl / 1 h / Heating

3: 51 percent / 1.) 20percent aq. HBF₄, 4 M NaNO₂, 2.) Cu, NaNO₂ / 0.5 h / Ambient temperature

4: 79 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

5: 81 percent / pyridine, 8 M aq. KOH / 2 h / Ambient temperature

With pyridine; chromium(VI) oxide; hydrogenchloride; potassium hydroxide; tetrafluoroboric acid; trimethylsilyl trifluoromethanesulfonate; copper; acetic acid; sodium nitrite; In dichloromethane;

DOI:10.1021/jm00025a007

upstream raw materials:

2,4-difluorothiophenol

5-nitro-6-bromo-1-indanone ethylene ketal

indan-5-amine

5-acetylamino-6-bromoindane

Downstream raw materials:

5-methanesulfonamido-6-(2,4-difluorophenylthio)-1-indanone

5--6-(2,4-difluorophenylthio)-1-indanone

5-amino-6-<(2,4-difluorophenyl)thio>-1-indanone

Refernces

• 1、 Scheigetz,Zamboni,Roy. "Synthesis of 5-methanesulfonamido-6-(2,4-difluorophenylthio)-1-indanone". . p. 2791 - 2806. Retrieved 2007/10/02.