5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid
• CAS No.: 104961-51-5
• Molecular Formula: C17H15NO3S
• Molecular Weight: 313.377
• DSSTox Substance ID: DTXSID90550887
• Wikidata: Q82430371
• Mol file: 104961-51-5.mol

Synonyms:104961-51-5;SCHEMBL9535581;DTXSID90550887;5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid;5-Methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid

Chemical Property of 5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 313.07726451
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N(C(=C2SC)C(=O)O)C3=CC=CC=C3

Technology Process of 5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid

There total 6 articles about 5-Methoxy-3-(methylsulfanyl)-1-phenyl-1H-indole-2-carboxylic acid 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: 100.0%

5-methoxy-3-(methylsulfinyl)-1-phenyl-1H-indole-2-carboxylic acid methyl ester (104961-47-9) → 5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid, methyl ester (104961-52-6) + 5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid (104961-51-5)

Guidance literature:

With sodium iodide; sodium hydrogencarbonate; In acetone;

Reference yield: 67.0%

5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid, methyl ester (104961-52-6) → 5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid (104961-51-5)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 2.5h;

Reference yield:

5-methoxy-1-phenyl-1H-indole-2-carboxylic acid (104961-45-7) → 5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid (104961-51-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / 50percent aq. NaOH / dimethylformamide / 4 h / Ambient temperature

2: 63 percent / thionyl chloride / 0.17 h / Ambient temperature

3: 57 percent / tetrahydrofuran / 0.25 h / -70 °C

4: NaI, trifluoroacetic anhydride / acetone / 0.17 h / 0 - 5 °C

5: 67 percent / 2 N aq. NaOH / methanol / 2.5 h / 60 °C

With sodium hydroxide; thionyl chloride; trifluoroacetic anhydride; sodium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

upstream raw materials:

5-methoxy-3-(methylthio)-1-phenyl-1H-indole-2-carboxylic acid, methyl ester

5-methoxy-1-phenyl-1H-indole-2-carboxylic acid

5-methoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester

5-methoxy-3-(methylsulfinyl)-1-phenyl-1H-indole-2-carboxylic acid methyl ester