82453-70-1

Basic information

• Product Name: phenylglyoxylic acid (4-methylphenyl-sulfonamide) N,N-dimethylhydrazone
• CAS NO: 82453-70-1
• Molecular Weight: 345.422
• Mol File: 82453-70-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenylglyoxylic acid (4-methylphenyl-sulfonamide) N,N-dimethylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: phenylglyoxylic acid (4-methylphenyl-sulfonamide) N,N-dimethylhydrazone(82453-70-1)
• EPA Substance Registry System: phenylglyoxylic acid (4-methylphenyl-sulfonamide) N,N-dimethylhydrazone(82453-70-1)

Safety Data

• Hazardous Substances Data: 82453-70-1(Hazardous Substances Data)

Upstream product

• 4083-64-1 Tosyl isocyanate 
• 1075-70-3 benzaldehyde N,N-dimethylhydrazone 

Relevant articles and documents

AZA-ENAMINES-VII. UMPOLUNG OF THE AZOMETHINE REACTIVITY IN THE REACTION OF ALDEHYDE HYDRAZONES WITH SULFONYL ISOCYANATES SUBSTITUENT EFFECTS

Sulfonyl isocyanates attack the arylaldehyde N,N-dialkylhydrazones 1-3 at the nitrogen or carbon of the azomethine function leading to the formation of the hexahydro-1,3,5-triazine-2,4-diones 4-6 or arylglyoxylic acid sulfonamide-N,N-dialkylhydrazones 7-9 (scheme 1).Under equal experimental conditions the position of the electrophilic attack depends on the contribution of the dipolar structures I'I'' determined by the electron withdrawing or donating potential of the substituents R1 and NR2.The normal reactivity of the =C=N-function is described by eq.1, the umpolung by eq.2.These different reactions correspond to the 13C-chemical shifts of the azomethine carbon atoms.

ENAMIN-ANALOGE REAKTIONEN VON ALDEHYD-N,N-DIMETHYLHYDRAZONEN.

Aldehyde-N,N-dimethylhydrazones are regarded as aza-analogous enamines.Accordingly they are substituted on the azomethynecarbon by the electrophilic sulphonylisocyanates and the Vilsmeier-reagent giving the compounds 4 and 6, respectively.