253316-02-8

Basic information

• Product Name: (RS)-N-(carbomethoxy)-p-toluenesulfonimidoyl chloride
• Synonyms: (RS)-N-(carbomethoxy)-p-toluenesulfonimidoyl chloride
• CAS NO: 253316-02-8
• Molecular Weight: 247.702
• Mol File: 253316-02-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (RS)-N-(carbomethoxy)-p-toluenesulfonimidoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-N-(carbomethoxy)-p-toluenesulfonimidoyl chloride(253316-02-8)
• EPA Substance Registry System: (RS)-N-(carbomethoxy)-p-toluenesulfonimidoyl chloride(253316-02-8)

Safety Data

• Hazardous Substances Data: 253316-02-8(Hazardous Substances Data)

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 55131-07-2 N-<(4-Nitrophenyl)sulfonyloxy>carbamidsaeuremethylester 

Relevant articles and documents

Preparation of racemic and enantiopure arenesulfonimidoyl azoles - New compounds chiral on sulfur

The novel arenesulfonimidoyl imidazoles 7a-j and nitrotriazoles 9d-j were obtained in good yield from the corresponding arenesulfonimidoyl chlorides 6a-j. The reaction of optically pure sulfonimidoyl chlorides 6 with imidazole resulted in the first reported optically active arenesulfonimidoyl imidazoles 7 with high enantiomeric purities (ee up to >99%); the stereochemical course of the reaction (inversion or retention at sulfur) is shown to be strongly dependent on the aryl substituent. By contrast, the analogous reaction of optically pure compounds 6 with 3-nitro-1,2,4-triazole led to racemic arenesulfonimidoyl nitrotriazoles 9. Optically active compounds of this type, (S)-9f (ee 99%) and (R)-9f (ee 92%), were obtained by semi-preparative chiral HPLC. The optically active arenesulfonimidoyl imidazolium salt (RS,RC)-8j was prepared by diastereoselective methylation (de >90%) of the optically pure imidazole derivative (RS,RC)-7j.