935688-20-3Relevant academic research and scientific papers
Action of Hydrazines on 2-(2-Oxindolin-3-ylidene)malononitrile, (E,Z)-Ethyl 2-cyano-2-(2-oxindolin-3-ylidene)acetate and Isatin-β-thiosemicarbazone as a Source of Spiro Indoline-pyrazole Systems
Youssef, Ahmed S. A.,Hemdan, Magdy M.,Emara, Samir A.,Kamel, Rabaa M.
, p. 1331 - 1336 (2015)
2-(2-Oxindolin-3-ylidene)malononitrile (1a) or (E,Z)-ethyl 2-cyano-2-(2-oxindolin-3-ylidene)acetate (1b) or isatin-β-thiosemicarbazone (1c) undergoes reactions with prototype hydrazine hydrate itself and some of its simple congeners to give hydrazone derivatives bearing indoline-2-one moiety (2). The hydrazone derivatives (2) when heated with acetyl acetone or ethyl acetoacetate in dry pyridine afforded the spiro indoline derivatives (3a, 3b). Also, cinnoline derivative (9) is obtained by action of hydrazine hydrate on the N-acetyl derivative of (6a). The structures of the newly synthesized compounds were evaluated by IR, 1H-NMR spectroscopy, mass spectra and elemental analyses.
Potassium N-iodo p-toluenesulfonamide (TsNIK, iodamine-T): A new reagent for the oxidation of hydrazones to diazo compounds
Nicolle, Simon M.,Moody, Christopher J.
supporting information, p. 4420 - 4425 (2014/05/06)
A new reagent for the oxidation of hydrazones to diazo compounds is described. N-Iodo p-toluenesulfonamide (TsNIK, iodamine-T) allows the preparation of α-diazoesters, α-diazoamides, α-diazoketones and α-diazophosphonates in good yield and in high purity after a simple extractive work-up. α-Diazoesters were also obtained in high yield from the corresponding ketones through a one-pot process of hydrazone formation/oxidation. Diazo compounds: N-Iodo p-toluenesulfonamide (TsNIK, iodamine-T), readily prepared from p-toluenesulfonamide and iodine in aqueous KOH, is a new reagent for the oxidation of hydrazones to diazo compounds in good yields and high purity (see scheme).
