N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline

Base Information

• Chemical Name: N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline
• CAS No.: 68559-72-8
• Molecular Formula: C₁₄H₂₀N₂O₃S
• Molecular Weight: 296.39
• DSSTox Substance ID: DTXSID001174200
• Mol file: 68559-72-8.mol

Synonyms:N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline;SCHEMBL11558019;UVBNGRUSEJUOMY-UHFFFAOYSA-N;DTXSID001174200;68559-72-8;N-[4,5-Dimethoxy-2-(methylthio)phenyl]-1-pyrrolidinecarboxamide

Chemical Property of N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 296.11946368
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)NC(=O)N2CCCC2)SC)OC

Technology Process of N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline

There total 5 articles about N-pyrrolidinylcarbonyl-2-methylthio-4,5-dimethoxyaniline 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:

pyrrolidine (123-75-1) + phosgene (75-44-5) + 2-(methylthio)-4,5-dimethoxyaniline (30058-46-9) → N-(pyrrolidinylcarbonyl)-2-(methylthio)-4,5-dimethoxyaniline (68559-72-8)

Guidance literature:

In dichloromethane; N,N-dimethyl-aniline; toluene; acetonitrile;

Reference yield:

2-(methylthio)-4,5-dimethoxyaniline (30058-46-9) → N-(pyrrolidinylcarbonyl)-2-(methylthio)-4,5-dimethoxyaniline (68559-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethylaniline / toluene / 4 h

2: acetonitrile / 20 h

With N,N-dimethyl-aniline; In toluene; acetonitrile;

DOI:10.1021/jm00181a003

Reference yield:

1-bromo-4,5-dimethoxy-2-nitro-benzene (51072-66-3) → N-(pyrrolidinylcarbonyl)-2-(methylthio)-4,5-dimethoxyaniline (68559-72-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 78.6 percent / K₂CO₃ / ethanol / 24 h / Ambient temperature

2: 62 percent / Sn, conc. HCl / acetic acid / 1.5 h / 100 - 105 °C

3: N,N-dimethylaniline / toluene / 4 h

4: acetonitrile / 20 h

With hydrogenchloride; tin; potassium carbonate; N,N-dimethyl-aniline; In ethanol; acetic acid; toluene; acetonitrile;

DOI:10.1021/jm00181a003

upstream raw materials:

pyrrolidine

1-Isocyanato-4,5-dimethoxy-2-methylsulfanyl-benzene

2-(methylthio)-4,5-dimethoxyaniline

1-bromo-4,5-dimethoxy-2-nitro-benzene

Downstream raw materials:

S-methyl-S-<2-<(pyrrolidinylcarbonyl)amino>-4,5-dimethoxyphenyl>sulfoximine

N-(pyrrolidinylcarbonyl)-2-(methylsulfinyl)-4,5-dimethoxyaniline