2-phenylmethanesulfonylacetonitrile

Base Information

• Chemical Name: 2-phenylmethanesulfonylacetonitrile
• CAS No.: 177703-80-9
• Molecular Formula: C₉H₉NO₂S
• Molecular Weight: 195.242
• Mol file: 177703-80-9.mol

Synonyms:2-phenylmethanesulfonylacetonitrile

Chemical Property of 2-phenylmethanesulfonylacetonitrile

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-phenylmethanesulfonylacetonitrile

There total 4 articles about 2-phenylmethanesulfonylacetonitrile 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: 21.0%

alpha-(benzylmercapto)acetonitrile (17377-30-9) → 2-phenylmethanesulfonylacetonitrile (177703-80-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 168h; Ambient temperature;

DOI:10.1071/ch9960243

Reference yield:

benzyl thiocyanate (3012-37-1) → 2-phenylmethanesulfonylacetonitrile (177703-80-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/ol102598p

Reference yield:

phenylmethanethiol (100-53-8) → 2-phenylmethanesulfonylacetonitrile (177703-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaOMe / methanol / Heating

2: 21 percent / m-chloroperoxybenzoic acid (50percent) / CHCl₃ / 168 h / Ambient temperature

With sodium methylate; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform;

DOI:10.1071/ch9960243

upstream raw materials:

alpha-(benzylmercapto)acetonitrile

phenylmethanethiol

benzyl thiocyanate

Downstream raw materials:

2-(benzylsulfonyl)-1-phenylethanone

1-(benzylsulfonyl)piperidine

(E)-3-Phenyl-2-phenylmethanesulfonyl-acrylonitrile

stilbene

Refernces

• 1、 Tsui, Gavin Chit,Glenadel, Quentin,Lau, Chan,Lautens, Mark. "Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/ arylsulfonyl)acetonitriles: Efficient synthesis of (Z)-β- sulfonylvinylamines and β-Keto sulfones". supporting information; experimental part. p. 208 - 211. Retrieved 2011/03/19.