1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one

Base Information

• Chemical Name: 1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one
• CAS No.: 23438-61-1
• Molecular Formula: C12H15NO3S
• Molecular Weight: 253.322
• DSSTox Substance ID: DTXSID80554415
• Nikkaji Number: J502.305J
• Wikidata: Q82435395
• Mol file: 23438-61-1.mol

Synonyms:23438-61-1;1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one;SCHEMBL25348950;DTXSID80554415

Chemical Property of 1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.07726451
• Heavy Atom Count: 17
• Complexity: 377

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)N2CCCCC2=O

Technology Process of 1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one

There total 16 articles about 1-(4-Methylbenzene-1-sulfonyl)piperidin-2-one 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: 95.0%

piperidin-2-one (675-20-7) + p-toluenesulfonyl chloride (98-59-9) → 1-(toluene-4-sulfonyl)piperidin-2-one (23438-61-1)

Guidance literature:

piperidin-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -95 - -70 ℃; for 0.5h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/ejoc.201701212

Reference yield: 90.0%

(S)-1-<(4-methylphenyl)sulfonyl>-2-pyrrolidinecarboxaldehyde (101250-69-5) → 1-(toluene-4-sulfonyl)piperidin-2-one (23438-61-1)

Guidance literature:

With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol102536s

Reference yield: 89.0%

5-(4-methylphenylsulfonamido)pentanoic acid (2042-45-7) → 1-(toluene-4-sulfonyl)piperidin-2-one (23438-61-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)85848-8

upstream raw materials:

piperidin-2-one

p-toluenesulfonyl chloride

5-(4-methylphenylsulfonamido)pentanoic acid

5-bromo-N-tosylpentanamide

Downstream raw materials:

3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

1-[(4-methylphenyl)sulfonyl]-1,4,5,6-tetrahydropyridin-2-yl trifluoromethanesulfonate

3-(1-hydroxy-2,2-bis(methylsulfanyl)ethyl)-1-(toluene-4-sulfonyl)-piperidin-2-one

1-[(4-methylphenyl)sulfonyl]-5,6-dihydro-1H-piperidin-2-one