N-(4-methoxyphenyl)-N-methylethanethioamide

Base Information

• Chemical Name: N-(4-methoxyphenyl)-N-methylethanethioamide
• CAS No.: 200403-56-1
• Molecular Formula: C₁₀H₁₃NOS
• Molecular Weight: 195.285
• NSC Number: 158612
• DSSTox Substance ID: DTXSID801263704
• Nikkaji Number: J3.064.942G
• Mol file: 200403-56-1.mol

Synonyms:NSC158612;N-(4-methoxyphenyl)-N-methylethanethioamide;SCHEMBL8079019;DTXSID801263704;N-METHYL-P-THIOACETANISIDIDE;AKOS024333417;NSC-158612;N-(4-Methoxyphenyl)-N-methylthioacetamide;200403-56-1

Chemical Property of N-(4-methoxyphenyl)-N-methylethanethioamide

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.07178521
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=S)N(C)C1=CC=C(C=C1)OC

Technology Process of N-(4-methoxyphenyl)-N-methylethanethioamide

There total 2 articles about N-(4-methoxyphenyl)-N-methylethanethioamide 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:

N-(4-methoxyphenyl)-N-methylacetamide (35813-38-8) → N-(4-methoxyphenyl)-N-methylethanethioamide (200403-56-1)

Guidance literature:

With diphosphorus pentasulfide; sodium carbonate; In dichloromethane; water; toluene;

Reference yield:

4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)-N-methylethanethioamide (200403-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl acetamide / 18 h / 0 - 20 °C

2: sodium hydride / dimethyl sulfoxide / 1.33 h / 15 °C / Inert atmosphere

3: Lawessons reagent / toluene / 2 h / 100 - 110 °C / Inert atmosphere

With Lawessons reagent; sodium hydride; In N,N-dimethyl acetamide; dimethyl sulfoxide; toluene;

DOI:10.1021/acs.joc.1c00801

Reference yield:

N-(4-methoxyphenyl)-N-methylethanethioamide (200403-56-1) + carbon dioxide (124-38-9,18923-20-1) → N-(4-methoxyphenyl)-N-methylthiocarbamoylacetic acid (172896-86-5)

Guidance literature:

With diisopropylamine; In tetrahydrofuran; toluene (307 ml)-hexane; hexane; dichloromethane; toluene;

upstream raw materials:

N-(4-methoxyphenyl)-N-methylacetamide

4-methoxy-aniline

Downstream raw materials:

N-(4-methoxyphenyl)-N-methylthiocarbamoylacetic acid

(S)-3-hydroxy-N-(4-methoxyphenyl)-N-methyl-3-(thiophen-2-yl)propanethioamide