1209499-73-9

Basic information

• Product Name: N,N-diisopropyl-N′-tosylformimidamide
• Synonyms: N,N-diisopropyl-N′-tosylformimidamide
• CAS NO: 1209499-73-9
• Molecular Weight: 282.407
• Mol File: 1209499-73-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N,N-diisopropyl-N′-tosylformimidamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diisopropyl-N′-tosylformimidamide(1209499-73-9)
• EPA Substance Registry System: N,N-diisopropyl-N′-tosylformimidamide(1209499-73-9)

Safety Data

• Hazardous Substances Data: 1209499-73-9(Hazardous Substances Data)

Upstream product

• 941-55-9 4-toluenesulfonyl azide 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 3424-21-3 triisopropylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 2700-30-3 N,N-diisorpopylformamide 

Relevant articles and documents

Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis

Employing sulfonyl azide as a nitrogen donor, a visible-light-enabled aerobic dealkylative imidation of tertiary and secondary amines involving C(sp3)-C(sp3) bond cleavage with moderate to excellent yields at room temperature is described. It has been demonstrated that this imidation could take place spontaneously upon visible-light irradiation, and could be facilitated considerably by a ruthenium photocatalyst and oxygen. An alternative mechanism to the previous aerobic photoredox pathway has also been proposed.

Synthesis of N-Sulfonyl Amidines and Acyl Sulfonyl Ureas from Sulfonyl Azides, Carbon Monoxide, and Amides

A Pd-catalyzed and ligand-free carbonylation/cycloaddition/decarboxylation cascade synthesis of sulfonyl amidines from sulfonyl azides and substituted amides at low CO pressure is reported. The reaction proceeds via an initial Pd-catalyzed carbonylative generation of sulfonyl isocyanates from sulfonyl azides, followed by a [2 + 2] cycloaddition with amides and subsequent decarboxylation, which liberates the desired sulfonyl amidines, generating N2 and CO2 as the only reaction byproducts. Using this simple protocol, a diverse range of sulfonyl amidines was obtained in moderate to excellent yields. In addition, the reaction can also be directed through a more conventional amidocarbonylation pathway by employing N-monosubstituted amide nucleophiles to afford acyl sulfonyl ureas in good yields.