2-(benzenesulfonyl)-N-methoxy-N-methylacetamide

Base Information

• Chemical Name: 2-(benzenesulfonyl)-N-methoxy-N-methylacetamide
• CAS No.: 258874-02-1
• Molecular Formula: C10H13 N O4 S
• Molecular Weight: 243.284
• DSSTox Substance ID: DTXSID60405350
• Nikkaji Number: J1.321.325I
• Wikidata: Q82209854
• Mol file: 258874-02-1.mol

Synonyms:258874-02-1;2-(benzenesulfonyl)-N-methoxy-N-methylacetamide;DTXSID60405350;N-Methoxy-N-methyl-2-phenylsulfonyl acetamide

Chemical Property of 2-(benzenesulfonyl)-N-methoxy-N-methylacetamide

Chemical Property:

• Melting Point: 78-82 °C(lit.)
• PSA: 72.06000
• LogP: 1.56090
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.05652907
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

97% ^*data from raw suppliers

N-Methoxy-N-methyl-2-phenylsulfonyl acetamide Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)CS(=O)(=O)C1=CC=CC=C1)OC

Technology Process of 2-(benzenesulfonyl)-N-methoxy-N-methylacetamide

There total 3 articles about 2-(benzenesulfonyl)-N-methoxy-N-methylacetamide 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: 80.0%

2-chloro-N-methoxy-N-methylacetamide (67442-07-3) + sodium benzenesulfonate (873-55-2) → N-methoxy-N-methyl-2-phenylsulfonylacetamide (258874-02-1)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1055/s-2000-6337

Reference yield:

N-methoxy-N-methyl-2-(phenylthio)acetamide (191731-37-0) → N-methoxy-N-methyl-2-phenylsulfonylacetamide (258874-02-1)

Guidance literature:

With dihydrogen peroxide; acetic anhydride; In water; acetic acid; at 20 ℃; for 8h;

DOI:10.1055/s-2000-6337

Reference yield:

thiophenol (108-98-5) → N-methoxy-N-methyl-2-phenylsulfonylacetamide (258874-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 20 h / 0 °C

1.2: dimethylformamide / 0 - 20 °C

2.1: H₂O₂; Ac₂O / H₂O; acetic acid / 8 h / 20 °C

With dihydrogen peroxide; acetic anhydride; sodium hydride; In water; acetic acid; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Oxidation;

DOI:10.1055/s-2000-6337

upstream raw materials:

2-chloro-N-methoxy-N-methylacetamide

sodium benzenesulfonate

N-methoxy-N-methyl-2-(phenylthio)acetamide

thiophenol

Downstream raw materials:

2-benzenesulfonyl-hexanoic acid methoxy-methyl-amide

2-benzenesulfonyl-N-methoxy-N-methyl-4-phenoxy-butyramide

2-Benzenesulfonyl-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentanoic acid methoxy-methyl-amide

2-benzenesulfonyl-pent-4-ynoic acid methoxy-methyl-amide

Refernces