2-(Phenylmethanesulfinyl)pyridine

Base Information

• Chemical Name: 2-(Phenylmethanesulfinyl)pyridine
• CAS No.: 87577-90-0
• Molecular Formula: C12H11NOS
• Molecular Weight: 217.291
• DSSTox Substance ID: DTXSID60525688
• Nikkaji Number: J264.299I
• Mol file: 87577-90-0.mol

Synonyms:87577-90-0;2-(benzylsulfinyl)pyridine;2-(Phenylmethanesulfinyl)pyridine;Pyridine, 2-[(phenylmethyl)sulfinyl]-;2-benzylsulfinyl-pyridine;SCHEMBL3793358;2-Phenylmethanesulfinyl-pyridine;[(phenylmethyl)sulfinyl]pyridine;DTXSID60525688;AT38101

Chemical Property of 2-(Phenylmethanesulfinyl)pyridine

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 217.05613515
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CS(=O)C2=CC=CC=N2

Technology Process of 2-(Phenylmethanesulfinyl)pyridine

There total 15 articles about 2-(Phenylmethanesulfinyl)pyridine 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: 83.0%

2-(benzylthio)pyridine (51290-79-0) → 2-[(1-phenylmethyl)sulfinyl]pyridine (87577-90-0)

Guidance literature:

With barium permanganate; In acetonitrile; for 4h; Heating;

DOI:10.1080/00397919108020813

Reference yield: 77.0%

1-(2-pyridylsulfinyl)-2-(trimethylsilyl)ethane (943722-54-1) + benzyl bromide (100-39-0) → 2-[(1-phenylmethyl)sulfinyl]pyridine (87577-90-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 0.333333h;

DOI:10.1055/s-2007-966017

Reference yield: 60.0%

tert-butyl 3-[(pyridin-2-yl)sulfinyl]propanoate + toluene (108-88-3,15644-74-3,16713-13-6) → 2-[(1-phenylmethyl)sulfinyl]pyridine (87577-90-0)

Guidance literature:

With [2,2]bipyridinyl; tert-Butyl peroxybenzoate; caesium carbonate; copper(ll) bromide; at 110 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00615

upstream raw materials:

Perbenzoic acid

2-(benzylthio)pyridine

chloroamine-T

benzyl-2-pyridyl-N-p-tosylsulfilimine

Downstream raw materials:

2-<(phenylmethyl)sulfonyl>pyridine

2-<2H2>benzylpyridine

<2H2>benzyl 2-pyridyl sulphoxide

2-Benzylpyridine

Refernces

• 1、 Yu, Hao,Li, Zhen,Bolm, Carsten. "Nondirected Copper-Catalyzed Sulfoxidations of Benzylic C-H Bonds". . p. 2076 - 2079. Retrieved 2018/04/16.
• 2、 Dean, William M.,?iau?iulis, Mindaugas,Storr, Thomas E.,Lewis, William,Stockman, Robert A.. "Versatile C(sp2)?C(sp3) Ligand Couplings of Sulfoxides for the Enantioselective Synthesis of Diarylalkanes". supporting information. p. 10013 - 10016. Retrieved 2016/08/16.