140367-36-8Relevant articles and documents
Reaction of 2-Methylthio-1-cyanoethenyltriphenylphosphonium Iodide with Hydrazine and Its Derivatives
Smolii,Panchishin,Van Meerwelt,Mishchenko,Romanenko,Drach
, p. 548 - 554 (2007/10/03)
Accessible phosphonium reagent (E)-CH3SCH=C(CN)PPh+3 readily reacts with hydrazine, aryl-and acylhydrazines, and N,N-dimethylhydrazine, with nucleophilic substitution of the methylthio group followed by cyclization if two labile hydrogen atoms are available. Heating with arylhydrazines gives 5-amino-1-arylpyrazol-4-yltriphenylphosphonium iodides in good yields; their structure was proved by alkaline phosphorylation. At the same time, the initial product of reaction of the phosphonium reagent with hydrazine after heating in acetic acid and addition of sodium perchlorate transforms into 5-amino-3-triphenylphosphoniopyrazolo[1,5-a]pyrimidine perchlorate; its structure was determined by single crystal X-ray diffraction.