86268-12-4Relevant academic research and scientific papers
Carbon oxysulphide: A novel reagent for the synthesis of 4-amino/anilino-3-aryl/aryloxymethyl/thiophenoxymethyl-1,2,4-triazolin-5-ones and 5-arylamino-2-mercapto-1,3,4-oxadiazoles
Chande, Madhukar S.,Singh-Jathar, Kiron
, p. 352 - 357 (2007/10/03)
Acid hydrazides 1 on reaction with carbon oxysulphide in the presence of alcoholic KOH afford potassium β-acylthiocarbazinates 2 which on further reaction with hydrazine hydrate or phenylhydrazine give 4-amino-3-substituted-1,2,4-triazolin-5-ones 3 and 4-amilino-3-substituted-1,2,4-triazolin-5-ones 5 respectively. 4-Substituted thiosemicarbazides 6 on treatment with carbon oxysulphide in the presence of ale NaOH afford sodium β-(N-arylthiocarbamyl)thiocarbazinates 7 which on cyclisation in the presence of ethanolic NaOH afford 5-arylamino-2-mercapto-1,3,4-oxadiazoles 8. On reaction with benzyl chloride in the presence of NaOH 8 isomerise to 3-benzylmercapto-4-substituted-1,2,4-triazolin-5-ones 9.
Oxydations d'hydrazones par le bioxyde de plomb: nouvelles syntheses d'oxadiazoles-1,3,4 et de derives de l'amino-4 triazol-1,2,4 one-5
Milcent, Rene,Barbier, Geo
, p. 77 - 80 (2007/10/02)
Aromatic aldehyde aroylhydrazones when oxidized with lead dioxide, in acetic acid, gave quickly the corresponding 1,3,4-oxadiazoles in good yields.Aromatic aldehyde carbodihydrazones on the other hand, gave derivatives of 4-amino-3-aryl-1,2,4-triazol-5-ones, in dimethylformamide as solvent.To explain these results, some radical mechanisms are proposed.
