Acetone thiosemicarbazide

Acetone, (reduction with) ascorbic acid, citrate, CE, CN , 2,3-dimercaptopropan-I-oI, EDTA, formate, E, 8CN , 80 , tartrate, thiosemicarbazide, thiourea, triethanolamine CE, EDTA, F , 8CN , tartrate, thiourea, triethanolamine Citrate, CN , 8CN , tartrate, thiourea Citrate, EDTA, F , oxalate, tartrate, tiron... 

Acidic alumina (18 g) was added to the solution of carboxylic acids (0.01 mol) and thiosemicarbazide (0.01 mol) in CH2CI2 (5 mL) at room temperature. The reaction mixture was mixed, adsorbed material was dried, kept inside alumina bath and irradiated in microwave oven for 40-80 s. The mixture was cooled and then product was extracted into acetone (4xl0mL). The product was collected by evaporating the solvent under reduced pressure and recrystallized from a mixture of methanol and acetone. 

The reaction between Ph2SnCl2 and thiosemicarbazide using acetone-ethanol as a solvent mixture resulted in the formation of bis(acetone thiosemicarbazone-S)dichlorodiphenyltin. In the monomeric hexacoordinate complex, each of the two monodentate ligands coordinate to the tin atom through the sulfur atom to form a distorted-octahedral geometry (the S —Sn bond length is 2.712 A)1122. 

There is a report that describes the isolation of several complexes of ReIV (and of Rev) with thiosemicarbazide and its derivatives. These are obtained by the reactions of [ReCl6]2-, and the so-called a-ReCl4, with thiosemicarbazide and the thiosemicarbazones of acetone, quinolineal-dehyde and 5-chlorosalicylaldehyde.299 While the thiosemicarbazide complex is paramagnetic, in accord with its being an ReIV species, the structural formulation proposed for this complex (and for others of its kind) is based primarily upon IR spectroscopic data and should therefore be regarded as highly speculative. 

Schiff bases, arylhydrazones, semicarbazones, and oximes are almost all converted into the corresponding thiosemicarbazones when warmed with thiosemicarbazide in alcohol. Thiosemicarbazones are quite extraordinarily stable and, unlike other carbonyl derivatives, can rarely be cleaved to regenerate the aldehyde or ketone (see, however, acetone thiosemicarbazone, page 410). 

When acetone cyanohydrin 261 is heated with thiosemicarbazide in water, 3-sulfanyl-6,6-dimethyl-l,2,3-triazin-5-one 262 and 2-methyl-2-thiosemicarbazidopropanoic acid 263 are formed <2002CHE992>. Cyclization of 263 in dioxane in the presence of H3BO3 yields 2-amino-5,5-dimethyl-l,3,4-thiadiazin-6-one 264 (Scheme 34). 

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