N-diazo-2-(4-methoxyphenyl)ethanesulfonamide

Base Information

• Chemical Name: N-diazo-2-(4-methoxyphenyl)ethanesulfonamide
• CAS No.: 76653-00-4
• Molecular Formula: C9H11 N3 O3 S
• Molecular Weight: 241.271
• NSC Number: 209856
• DSSTox Substance ID: DTXSID40393786
• Mol file: 76653-00-4.mol

Synonyms:76653-00-4;N-diazo-2-(4-methoxyphenyl)ethanesulfonamide;DTXSID40393786;NSC209856;NSC-209856

Chemical Property of N-diazo-2-(4-methoxyphenyl)ethanesulfonamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 241.05211239
• Heavy Atom Count: 16
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCS(=O)(=O)N=[N+]=[N-]

Technology Process of N-diazo-2-(4-methoxyphenyl)ethanesulfonamide

There total 3 articles about N-diazo-2-(4-methoxyphenyl)ethanesulfonamide 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: 58.0%

4-methoxy-β-phenethylsulfonyl chloride (76653-14-0) → 4-methoxy-β-phenethylsulfonyl azide (76653-00-4)

Guidance literature:

With sodium azide; In water; acetone;

DOI:10.1021/jo00178a022

Reference yield:

4-methoxyphenethyl bromide (14425-64-0) → 4-methoxy-β-phenethylsulfonyl azide (76653-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / sodium sulfite / H₂O / 18 h / Heating

2: 67 percent / SOCl₂, dimethylformamide / benzene / 4 h / Heating

3: 58 percent / sodium azide / acetone; H₂O / 12 h / Ambient temperature

With thionyl chloride; sodium azide; N,N-dimethyl-formamide; sodium sulfite; In water; acetone; benzene;

DOI:10.1021/ja00396a039

Reference yield:

sodium 4-methoxy-β-phenethylsulfonate (35731-82-9) → 4-methoxy-β-phenethylsulfonyl azide (76653-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / SOCl₂, dimethylformamide / benzene / 4 h / Heating

2: 58 percent / sodium azide / acetone; H₂O / 12 h / Ambient temperature

With thionyl chloride; sodium azide; N,N-dimethyl-formamide; In water; acetone; benzene;

DOI:10.1021/ja00396a039

upstream raw materials:

4-methoxy-β-phenethylsulfonyl chloride

4-methoxyphenethyl bromide

sodium 4-methoxy-β-phenethylsulfonate

Downstream raw materials:

4-Methoxystyrene

6-methoxy-2,3-dihydro-1H-indole

4-methoxy-6,7-dihydro-5H-cyclopenta[b]pyridine

7-methoxy-3,4-dihydro-2,1-benzothiazine 2,2-dioxide