ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate

Base Information

• Chemical Name: ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate
• CAS No.: 256954-19-5
• Molecular Formula: C₂₇H₂₂FNO₅S
• Molecular Weight: 491.54
• Mol file: 256954-19-5.mol

Synonyms:ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate

Chemical Property of ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate

There total 1 articles about ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate 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: 95.0%

benzoyl chloride (98-88-4) + ethyl 6-fluoro-4-hydroxy-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate (142856-15-3) → ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate (256954-19-5)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.3987/COM-99-8712

Reference yield: 93.0%

ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate (256954-19-5) → ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate (256954-21-9)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 ℃;

DOI:10.3987/COM-99-8712

Reference yield:

ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate (256954-19-5) → 6-fluoro-1-methylene-4-oxo-7-phenyl-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / conc. HCl / ethanol / 20 °C

2: 79 percent / NaHCO₃ / dimethylformamide / 20 °C

3: 75 percent / SO₂Cl₂ / CH₂Cl₂ / 40 °C

4: 61 percent / H₂O; Et₃N / tetrahydrofuran / 80 °C

5: 49 percent / KOH / H₂O; 2-methyl-propan-2-ol / 60 °C

With hydrogenchloride; potassium hydroxide; sulfuryl dichloride; water; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Hydrolysis / 2: Alkylation / 3: Chlorination / 4: Hydrolysis / 5: Elimination;

DOI:10.3987/COM-99-8712

upstream raw materials:

benzoyl chloride

ethyl 6-fluoro-4-hydroxy-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate

Downstream raw materials:

ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate

ethyl 6-fluoro-1-fluoromethyl-4-oxo-7-phenyl-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate

ethyl 4-benzoyloxy-6-fluor-2-(2-fluoroethylthio)-7-phenylquinoline-3-carboxylate

ethyl 4-benzoyloxy-2-[(1-chloro-2-fluoroethyl)thio]-6-fluoro-7-phenylquinoline-3-carboxylate