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

Base Information

• Chemical Name: 4-methyl-N-(2-oxocyclohexyl)benzenesulfonamide
• CAS No.: 58107-57-6
• Molecular Formula: C13H17NO3S
• Molecular Weight: 267.349
• DSSTox Substance ID: DTXSID20458064
• Nikkaji Number: J434.255K
• Mol file: 58107-57-6.mol

Synonyms:4-methyl-N-(2-oxocyclohexyl)benzenesulfonamide;58107-57-6;2-(Tosylamino)cyclohexanone;Benzenesulfonamide, 4-methyl-N-(2-oxocyclohexyl)-;DTXSID20458064;4-methyl-N-(2-oxo-cyclohexyl)-benzenesulfonamide

Chemical Property of 4-methyl-N-(2-oxocyclohexyl)benzenesulfonamide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 267.09291458
• Heavy Atom Count: 18
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2CCCCC2=O

Technology Process of 4-methyl-N-(2-oxocyclohexyl)benzenesulfonamide

There total 20 articles about 4-methyl-N-(2-oxocyclohexyl)benzenesulfonamide 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: 88.0%

cyclohexyl-N-tosyl aziridine (68820-12-2) → 4-methyl-N-(2-oxo-cyclohexyl)-benzenesulfonamide (58107-57-6)

Guidance literature:

With N-Bromosuccinimide; ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2005.04.008

Reference yield: 85.0%

N-((cyclohex-1-en-1-yloxy)dimethylsilyl)-4-methyl-N-(trimethylsilyl)benzenesulfonamide (1638623-47-8) → 4-methyl-N-(2-oxo-cyclohexyl)-benzenesulfonamide (58107-57-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 25 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201400405

Reference yield: 65.0%

tert-butyl(cyclohex-1-en-1-yloxy)dimethylsilane (62791-22-4) + [N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) → 4-methyl-N-(2-oxo-cyclohexyl)-benzenesulfonamide (58107-57-6)

Guidance literature:

With tetrakis(acetonitrile)copper(I) perchlorate; In acetonitrile; at -20 ℃;

DOI:10.1021/ja00086a007

upstream raw materials:

N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide

2-(phenylselanyl)-N-tosylcyclohexanamine

1-(Trimethylsilyloxy)cyclohexene

[N-(p-tolylsulfonyl)imino]phenyliodinane

Downstream raw materials:

trans-2-(N-tosylamino)-1-cyclohexanol