2-(4-chlorophenyl)-N-diazoethanesulfonamide

Base Information

• Chemical Name: 2-(4-chlorophenyl)-N-diazoethanesulfonamide
• CAS No.: 54664-52-7
• Molecular Formula: C8H8 Cl N3 O2 S
• Molecular Weight: 245.689
• DSSTox Substance ID: DTXSID50409382
• NSC Number: 209857
• Mol file: 54664-52-7.mol

Synonyms:54664-52-7;2-(4-chlorophenyl)-N-diazoethanesulfonamide;DTXSID50409382;NSC209857;NSC-209857

Chemical Property of 2-(4-chlorophenyl)-N-diazoethanesulfonamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 245.0025754
• Heavy Atom Count: 15
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCS(=O)(=O)N=[N+]=[N-])Cl

Technology Process of 2-(4-chlorophenyl)-N-diazoethanesulfonamide

There total 3 articles about 2-(4-chlorophenyl)-N-diazoethanesulfonamide 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: 79.0%

4-chloro-β-phenethylsulfonyl chloride (76653-13-9) → 4-chloro-β-phenethylsulfonyl azide (54664-52-7)

Guidance literature:

With sodium azide; In water; acetone;

DOI:10.1021/jo00178a022

Reference yield:

1-(2-bromoethyl)-4-chlorobenzene (6529-53-9) → 4-chloro-β-phenethylsulfonyl azide (54664-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / sodium sulfite / H₂O / 18 h / Heating

2: 82 percent / SOCl₂, dimethylformamide / benzene / 4 h / Heating

3: 79 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-chloro-β-phenethylsulfonate (76653-12-8) → 4-chloro-β-phenethylsulfonyl azide (54664-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / SOCl₂, dimethylformamide / benzene / 4 h / Heating

2: 79 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-chloro-β-phenethylsulfonyl chloride

1-(2-bromoethyl)-4-chlorobenzene

sodium 4-chloro-β-phenethylsulfonate

Downstream raw materials:

7-chloro-2,4-dihydro-2,1-benzothiazine 2,2-oxide

4-vinylbenzyl chloride

6-chloroindole

6-chloroindoline

Refernces

• 1、 Abramovitch, Rudolph A.,Holcomb, William D.,Wake, Shigeo. "The Decomposition of β-Phenethylsulfonyl Azides. Solution Chemistry and Flash Vacuum Pyrolysis". . p. 1525 - 1533. Retrieved 2007/10/02.