N-(dimethylsulfonio)-4-chlorobenzenecarboximidate

Base Information

• Chemical Name: N-(dimethylsulfonio)-4-chlorobenzenecarboximidate
• CAS No.: 36176-95-1
• Molecular Formula: C₉H₁₀ClNOS
• Molecular Weight: 215.703
• Mol file: 36176-95-1.mol

Synonyms:4-chloro-N-(dimethyl-λ⁴-sulfanylidene)benzamide

Chemical Property of N-(dimethylsulfonio)-4-chlorobenzenecarboximidate

Chemical Property:

Purity/Quality:

N-(DIMETHYLSULFONIO)-4-CHLOROBENZENECARBOXIMIDATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(dimethylsulfonio)-4-chlorobenzenecarboximidate

There total 5 articles about N-(dimethylsulfonio)-4-chlorobenzenecarboximidate 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: 53.0%

dimethylsulfide (75-18-3) + 4-chlorobenzamide (619-56-7) → 4-chloro-N-(dimethyl-λ4-sulfanylidene)benzamide (36176-95-1)

Guidance literature:

dimethylsulfide; 4-chlorobenzamide; 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: 35.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 4-chlorobenzamide (619-56-7) → 4-chloro-N-(dimethyl-λ4-sulfanylidene)benzamide (36176-95-1)

Guidance literature:

With trifluoroacetic anhydride; In dichloromethane; at -60 ℃;

Reference yield:

S,S-dimethyl-S-(trifluoroacetoxy)sulfonium trifluoroacetate (57738-66-6) + 4-chlorobenzamide (619-56-7) → 4-chloro-N-(dimethyl-λ4-sulfanylidene)benzamide (36176-95-1)

Guidance literature:

With sodium hydroxide; Multistep reaction; 1.) CH₂Cl₂, -50 deg C, 3 h, 2.) CH₂Cl₂, -50 deg C;

DOI:10.1016/S0960-894X(99)00131-6

upstream raw materials:

dimethyl sulfoxide

4-chlorobenzamide

N,N'-bis-(4-chloro-benzoyl)-sulfur diimide

S,S-dimethyl-S-(trifluoroacetoxy)sulfonium trifluoroacetate

Downstream raw materials:

4,4-dimethyl-5-methoxy-2-(4-chlorophenyl)-2-oxazoline

p-chlorphenylisocyanate

4-chlorobenzamide

Refernces

• 1、 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.
• 2、 Derkach, N. Ya.,Barashenkov, G. G.,Slyusarenko, E. I.. "N,N'-DIACYLSELENIUM AND N,N'-DIACYLSULFUR DIIMIDES". . p. 60 - 66. Retrieved 2007/10/02.