Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]-

Base Information

• Chemical Name: Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]-
• CAS No.: 200573-02-0
• Molecular Formula: C10H12INO2S
• Molecular Weight: 337.181
• DSSTox Substance ID: DTXSID40458147
• Nikkaji Number: J904.502C
• Mol file: 200573-02-0.mol

Synonyms:200573-02-0;Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]-;2-(iodomethyl)-1-tosylaziridine;2-Iodomethyl-1-tosylaziridine;DTXSID40458147;2-(IODOMETHYL)-1-(4-METHYLBENZENESULFONYL)AZIRIDINE

Chemical Property of Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 336.96335
• Heavy Atom Count: 15
• Complexity: 317

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CC2CI

Technology Process of Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]-

There total 4 articles about Aziridine, 2-(iodomethyl)-1-[(4-methylphenyl)sulfonyl]- 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: 97.0%

4-methyl-N-(2-propenyl)benzenesulfonamide (50487-71-3) → 2-iodomethyl-1-(p-toluenesulfonyl)aziridine (200573-02-0)

Guidance literature:

With tert-butylhypochlorite; sodium iodide; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/ol061182q

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-iodomethyl-1-(p-toluenesulfonyl)aziridine (200573-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / diethyl ether / 0.33 h / 20 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere; Darkness

With sodium hydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jacs.1c04180

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-iodomethyl-1-(p-toluenesulfonyl)aziridine (200573-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 12 h / 0 - 20 °C

2: 81 percent / chloramine-T; iodine / acetonitrile / 24 h / 20 °C

With iodine; chloroamine-T; triethylamine; In acetonitrile;

DOI:10.1016/j.tet.2006.10.003

upstream raw materials:

4-methyl-N-(2-propenyl)benzenesulfonamide

p-toluenesulfonyl chloride

toluene-4-sulfonamide

Downstream raw materials:

4-methyl-N-(2-propenyl)benzenesulfonamide

2-(bromomethyl)-1-(4-methylbenzenesulfonyl)aziridine