N-(3-Chloro-4-methoxyphenyl)-N-[2-oxo-2-(pyrrolidin-1-YL)ethyl]methanesulfonamide

Base Information

• Chemical Name: N-(3-Chloro-4-methoxyphenyl)-N-[2-oxo-2-(pyrrolidin-1-YL)ethyl]methanesulfonamide
• CAS No.: 6178-52-5
• Molecular Formula: C14H19ClN2O4S
• Molecular Weight: 228.269
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70977356
• Wikidata: Q82962517
• Mol file: 6178-52-5.mol

Synonyms:CBMicro_015747;Oprea1_483857;Oprea1_755584;DTXSID70977356;AKOS000396295;BIM-0015886.P001;SR-01000230018;SR-01000230018-1;N-(3-CHLORO-4-METHOXYPHENYL)-N-[2-OXO-2-(PYRROLIDIN-1-YL)ETHYL]METHANESULFONAMIDE

Chemical Property of N-(3-Chloro-4-methoxyphenyl)-N-[2-oxo-2-(pyrrolidin-1-YL)ethyl]methanesulfonamide

Chemical Property:

• Vapor Pressure: 3.64E-12mmHg at 25°C
• Melting Point: 90-93 °C(Solv: benzene (71-43-2))
• Boiling Point: 550.5°Cat760mmHg
• PKA: 4.45±0.10(Predicted)
• Flash Point: 286.7°C
• PSA: 79.82000
• Density: 1.385g/cm³
• LogP: 2.40590
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 346.0754060
• Heavy Atom Count: 22
• Complexity: 488

Purity/Quality:

98%min ^*data from raw suppliers

4-Benzenesulfonyl-butyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N(CC(=O)N2CCCC2)S(=O)(=O)C)Cl
• Uses: 4-Benzenesulfonyl-butyric acid is used as a reactant in the preparation of substituted (aryl, heteroaryl, arylmethyl or heteroarylmethyl) hydroxamic acid compounds for inhibiting the production or physiological effects of TNF and cAMP phosphodiesterase.

Technology Process of N-(3-Chloro-4-methoxyphenyl)-N-[2-oxo-2-(pyrrolidin-1-YL)ethyl]methanesulfonamide

There total 10 articles about N-(3-Chloro-4-methoxyphenyl)-N-[2-oxo-2-(pyrrolidin-1-YL)ethyl]methanesulfonamide 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: 87.0%

→ 4-(phenylsulfonyl)butanoic acid (6178-52-5)

Guidance literature:

Reference yield: 70.0%

ethyl 4-(phenylsulfonyl)butanoate (29107-83-3) → 4-(phenylsulfonyl)butanoic acid (6178-52-5)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 20 ℃;

DOI:10.1016/j.ejmech.2019.111800

Reference yield:

4-phenylsulfanyl-butyric acid (17742-51-7) → methyl 4-(phenylsulfonyl)butanoate (29107-82-2) + 4-(phenylsulfonyl)butanoic acid (6178-52-5)

Guidance literature:

With oxone; In methanol; water;

upstream raw materials:

4-butanolide

sodium benzenesulfonate

4-(phenylthio)butan-1-ol

4-phenylsulfanyl-butyric acid

Downstream raw materials:

methyl 4-(phenylsulfonyl)butanoate

5-Benzenesulfonyl-6-butyl-tetrahydro-pyran-2-one

trans-N-benzyl-5-benzenesulfonyl-7-n-butyl-8-benzyloxy-1-azaspiro<5.5>undecan-2-one

trans-N-benzyl-5-benzenesulfonyl-7-n-butyl-8-benzyloxy-1-azaspiro<5.5>undecan-2-one

Refernces

• 1、 Freskos, John N.,Fobian, Yvette M.,Benson, Timothy E.,Bienkowski, Michael J.,Brown, David L.,Emmons, Thomas L.,Heintz, Robert,Laborde, Alice,McDonald, Joseph J.,Mischke, Brent V.,Molyneaux, John M.,Moon, Joseph B.,Mullins, Patrick B.,Bryan Prince,Paddock, Donna J.,Tomasselli, Alfredo G.,Winterrowd, Gregory. "Design of potent inhibitors of human β-secretase. Part 1". . p. 73 - 77. Retrieved 2007/10/03.
• 2、 Jones, Raymond C. F.,Hirst, Simon C.. "CONJUGATE ADDITION OF IMIDAZOLINES:A PROTOCOL FOR 1,4-ADDITION TO ENONES AND OTHER ACCEPTORS". . p. 5361 - 5364. Retrieved 2007/10/02.