Hydrazines, Hydrazones and Related Compounds

The preparation and amphiphilic properties of a new class of surfactants, N-(fatty acyl)-iV -P-D-glucopyranosyl or P-maltosyl-hydrazines, has been described. l-Glycosyl-3-methylpyrazol-5-ones such as 82, formed by acid-catalysed reaction of aldose hydrazones with 2,2,2-trifluoroethyl acetoacetate, were sensitive to oxidation. Coupling with a diazonium salt prevented degradation and provided highly coloured adducts such as 83, suitable as derivatives for 

The thiosemicarbazone 88 gave the 1,3,4-thiadiazole 89 with FeCh or the dihydrothiadiazole 90 on acetylation. Similar reactions have been reported for D-galactosyl, D-glucosyl and D-mannosyl thiosemicarbazones. Tetradentate metal ion and Pd ) complexes of the l,2-bis(thiosemicarbazone) 91 

The syntheses of the potent glucosidase inhibitor 1-azafagomine (93) and the related o-lyxo-isomer 96 are covered in Chapter Oxidation of 93 provided 

Reagents i, RUO3, Nal04 ii, Me3SiCHN2 iii, RNHNH2 iv, NH3, MeOH, H2O v, NaBHsCN, AcOH 

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The reaction of superoxide with hydrazines, hydrazones and related compounds. 

Potassium superoxide dissolved in benzene witli the aid of 18-crown-6 was shown to oxidize hydrazines, hydrazones and related compounds into a variety of products. The products resulted from oxidation, dimerization and condensation. A mechanism is proposed to account for the products. 

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