569338-71-2

Basic information

• Product Name: 2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide
• CAS NO: 569338-71-2
• Molecular Weight: 310.395
• Mol File: 569338-71-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide(569338-71-2)
• EPA Substance Registry System: 2-[(4-methylphenyl)sulfanyl]pyridinium-N-(4-fluorophenyl)imide(569338-71-2)

Safety Data

• Hazardous Substances Data: 569338-71-2(Hazardous Substances Data)

Upstream product

• 26330-85-8 4-Methyl-benzenethiol anion 

Relevant articles and documents

Unexpected ring transformation to pyrrolo[3.2-b]pyridine Derivatives. Fused azolium salts. 22

2-Arylsulfanyl and 2-benzylsulfanylpyridinium N-arylimides (2) easily prepared from 3-aryltetrazolopyridinium salts (1) with aryl and benzylthiolates, respectively, reacted with various dipolarophiles yielding cycloadducts that underwent transformation to give tetrahydropyrrolo[3,2-b]pyridines (5, 6, and 8) in good yields. A similar rearrangement (formation of 15) was also observed in the case of parent derivatives being unsubstituted in position 2 (12). The abscence of any significant solvent effect, comparison of the sulfur and non-sulfur analogues, as well as the stereoselective nature of the observed ring transformation seem to support a sigmatropic mechanism. Structure elucidation of the products has been carried out by single-crystal X-ray diffraction and 1H NMR experiments.