N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide

Base Information

• Chemical Name: N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide
• CAS No.: 123653-15-6
• Molecular Formula: C12H16N2O5S
• Molecular Weight: 300.335
• ChEMBL ID: CHEMBL437497
• DSSTox Substance ID: DTXSID30468593
• Pharos Ligand ID: 4J4RVW748S22
• Wikidata: Q82295871
• Mol file: 123653-15-6.mol

Synonyms:N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide;CHEMBL437497;123653-15-6;SCHEMBL3296493;DTXSID30468593;BDBM50182537;AKOS015965179;N-(2-(cyclopentyloxy)-4-nitrophenyl)methanesulfonamide

Chemical Property of N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 300.07799279
• Heavy Atom Count: 20
• Complexity: 436

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])OC2CCCC2

Technology Process of N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide

There total 6 articles about N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide 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: 88.5%

2-cyclopentyloxy-4-nitroaniline (880145-94-8) + methanesulfonyl chloride (124-63-0) → N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide (123653-15-6)

Guidance literature:

2-cyclopentyloxy-4-nitroaniline; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

methanesulfonyl chloride; In N,N-dimethyl-formamide; at 20 ℃;

With sodium hydroxide; at 80 - 90 ℃;

DOI:10.1021/jm051126f

Reference yield: 88.5%

→ N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide (123653-15-6)

Guidance literature:

Reference yield:

cyclopentyl iodide (1556-18-9) → N-(2-cyclopentyloxy-4-nitrophenyl)methanesulfonamide (123653-15-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 40 percent / K₂CO₃ / dimethylformamide / 23 h / Heating

2.1: NaH / dimethylformamide / 0.33 h

2.2: 20 °C

3.1: aq. KOH / 2 h / Heating

With potassium hydroxide; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.10.065

upstream raw materials:

2-cyclopentyloxy-4-nitroaniline

methanesulfonyl chloride

cyclopentyl iodide

5-Nitro-2-aminophenol