3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

Base Information

• Chemical Name: 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one
• CAS No.: 761442-95-9
• Molecular Formula: C₂₀H₁₇ClF₃NO₂S
• Molecular Weight: 427.875

Synonyms:3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

Chemical Property of 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

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Technology Process of 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

There total 2 articles about 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one 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: 87.0%

2-methylpropan-2-thiol (75-66-1) + 2-bromo-N-[2-(5-chloro-2-hydroxy-benzoyl)-4-trifluoromethyl-phenyl]-acetamide (761442-94-8) → 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (761442-95-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 23 - 67 ℃;

DOI:10.1016/j.bmcl.2004.06.051

Reference yield:

2-bromo-N-[2-(5-chloro-2-methoxy-benzoyl)-4-trifluoromethyl-phenyl]-acetamide (761442-93-7) → 3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (761442-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: BBr₃

2: NaH / 0 - 20 °C

With boron tribromide; sodium hydride;

DOI:10.1016/j.bmcl.2004.07.080

Reference yield: 100.0%

3-tert-butylsulfanyl-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (761442-95-9) → 4-(5-chloro-2-hydroxy-phenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one (761442-96-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃;

DOI:10.1016/j.bmcl.2004.06.051

upstream raw materials:

2-methylpropan-2-thiol

2-bromo-N-[2-(5-chloro-2-hydroxy-benzoyl)-4-trifluoromethyl-phenyl]-acetamide

2-bromo-N-[2-(5-chloro-2-methoxy-benzoyl)-4-trifluoromethyl-phenyl]-acetamide

Downstream raw materials:

4-(5-chloro-2-hydroxy-phenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one

4-(5-chloro-2-hydroxy-phenyl)-3-(4-methoxy-2-oxo-butylsulfanyl)-6-trifluoromethyl-1H-quinolin-2-one

4-(5-Chloro-2-hydroxy-phenyl)-3-[4-(4-methyl-piperazin-1-yl)-2-oxo-butylsulfanyl]-6-trifluoromethyl-1H-quinolin-2-one

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