N-Benzoyl-S,S-dimethylsulfimine

Base Information

• Chemical Name: N-Benzoyl-S,S-dimethylsulfimine
• CAS No.: 19397-91-2
• Molecular Formula: C9H11NOS
• Molecular Weight: 181.258
• Mol file: 19397-91-2.mol

Synonyms:N-Benzoyl-S,S-dimethylsulfilimine;N-Benzoyl-S,S-dimethylsulfimine

Chemical Property of N-Benzoyl-S,S-dimethylsulfimine

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Benzoyl-S,S-dimethylsulfimine

There total 9 articles about N-Benzoyl-S,S-dimethylsulfimine 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%

dimethylsulfide (75-18-3) + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → N-(dimethyl-λ4-sulfanylidene)benzamide (19397-91-2)

Guidance literature:

With carbonyl(5,10,15,20-tetraphenylporphyrinato)ruthenium(II); In toluene; at 20 ℃; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201310790

Reference yield: 63.0%

dimethylsulfide (75-18-3) + benzamide (55-21-0,27208-38-4) → N-(dimethyl-λ4-sulfanylidene)benzamide (19397-91-2)

Guidance literature:

dimethylsulfide; benzamide; With N-chloro-succinimide; In dichloromethane; at -20 - 20 ℃; for 2h;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.9b01011

Reference yield:

Benzohydroxamic acid (495-18-1) → N-(dimethyl-λ4-sulfanylidene)benzamide (19397-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C

2: carbonyl(5,10,15,20-tetraphenylporphyrinato)ruthenium(II) / toluene / 20 °C / Inert atmosphere; Irradiation

With carbonyl(5,10,15,20-tetraphenylporphyrinato)ruthenium(II); In dichloromethane; toluene;

DOI:10.1002/anie.201310790

upstream raw materials:

dimethylsulfide

sodium benzamidate

benzamide

dimethyl sulfoxide

Downstream raw materials:

N-benzoyl-α-cyano-α-tert-butylacetamide

N-(2,5-diphenyloxazol-4-yl)-N-phenylmethanesulfonamide

Refernces

• 1、 Tian, Xianhai,Song, Lina,Han, Chunyu,Zhang, Cheng,Wu, Yufeng,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.. "Gold(III)-Catalyzed Formal [3 + 2] Annulations of N-Acyl Sulfilimines with Ynamides for the Synthesis of 4-Aminooxazoles". supporting information. p. 2937 - 2940. Retrieved 2019/04/30.
• 2、 Strekowski, Lucjan,Henary, Maged,Kim, Nanhye,Michniak, Bozena B.. "N-(4-bromobenzoyl)-S,S-dimethyliminosulfurane, a potent dermal penetration enhancer". . p. 1033 - 1034. Retrieved 2007/10/03.