1-(Phenylsulfonyl)pyrrolidine

Base Information

• Chemical Name: 1-(Phenylsulfonyl)pyrrolidine
• CAS No.: 5033-22-7
• Molecular Formula: C10H13 N O2 S
• Molecular Weight: 211.285
• Hs Code.: 2933990090
• NSC Number: 58725
• DSSTox Substance ID: DTXSID00289055
• Nikkaji Number: J375.004C
• Wikidata: Q82026209
• ChEMBL ID: CHEMBL445438
• Mol file: 5033-22-7.mol

Synonyms:1-(phenylsulfonyl)pyrrolidine;5033-22-7;1-(benzenesulfonyl)pyrrolidine;1-Benzenesulfonyl-pyrrolidine;(Pyrrolidinyl)(phenyl)sulfone;NSC58725;Phenylpyrrolizinosulfone;N-benzenesulfonyl pyrrolidine;(Pyrrolidinyl)(phenyl)sulphone;1-(Phenylsulphonyl)pyrrolidine;CHEMBL445438;SCHEMBL1988224;DTXSID00289055;MFCD01055979;NSC 58725;NSC-58725;AKOS002279247;AM87012;AS-30091;A871602;Z45509005

Chemical Property of 1-(Phenylsulfonyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 8.07E-05mmHg at 25°C
• Melting Point: 46-47°C
• Boiling Point: 341.4°Cat760mmHg
• PKA: -4.91±0.20(Predicted)
• Flash Point: 160.3°C
• PSA: 45.76000
• Density: 1.264g/cm³
• LogP: 2.48980
• Storage Temp.: Keep Cold
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.06669983
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

≥95% ^*data from raw suppliers

1-(Phenylsulfonyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)S(=O)(=O)C2=CC=CC=C2

Technology Process of 1-(Phenylsulfonyl)pyrrolidine

There total 26 articles about 1-(Phenylsulfonyl)pyrrolidine 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: 99.0%

N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide (161040-05-7) → 1-(phenylsulfonyl)-pyrrolidine (5033-22-7)

Guidance literature:

With chlorotriisopropylsilane; Et₃PAuNTf₂; acetic acid; In 1,2-dichloro-ethane; at 45 ℃; for 5h; enantioselective reaction;

DOI:10.1021/acs.orglett.6b02736

Reference yield: 99.0%

O-benzoyl-N-hydroxylpyrrolidine (68388-05-6) + sodium benzenesulfonate (873-55-2) → 1-(phenylsulfonyl)-pyrrolidine (5033-22-7)

Guidance literature:

O-benzoyl-N-hydroxylpyrrolidine; sodium benzenesulfonate; In 1,2-dichloro-ethane; at 30 ℃; for 12h; Schlenk technique; Inert atmosphere;

With copper(ll) bromide; In 1,2-dichloro-ethane; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5cc06069a

Reference yield: 95.0%

pyrrolidine (123-75-1) + benzenesulfonyl chloride (98-09-9) → 1-(phenylsulfonyl)-pyrrolidine (5033-22-7)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2021.128290

upstream raw materials:

pyrrolidine

benzenesulfonyl chloride

benzenesulfonamide

1,4-ditosyloxybutane

Downstream raw materials:

1-benzenesulfonyl-pyrrolidin-2-one

sodium hydroxy(2-(pyrrolidin-1-ylsulfonyl)phenyl)methanesulfonate

ethyl 2-(3-iodo-2,5-dimethyl-4-(2-(pyrrolidin-1-ylsulfonyl)phenylthio)-1H-pyrrol-1-yl)acetate

1,2-bis(2-(pyrrolidin-1-ylsulfonyl)phenyl)disulfane

Refernces

• 1、 -. "Method for preparing N-sulfonyl tetrahydropyrrole compound by using gold complex". Paragraph 0048-0059. . Retrieved 2021/07/17.
• 2、 -. "Synthesis method of beta-aryl sulfonyl enamine compound". Paragraph 0024-0027. . Retrieved 2020/05/29.