
TY  - JOUR
A1  - Woodruff, M 
A1  - Polya, JB 
T1  - Pyrazolidine-3,5-diones with heterocyclic substituents. II. Acylation of 5-Hydrazino-3-phenyl-1H-1,2,4-triazoles
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 1
SP  - 133
EP  - 141
KW  - 
UR  - https://doi.org/10.1071/CH9750133 
N2  - Basic condensation of 5-hydrazino-1-methyl-3-phenyl-1H-1,2,4-triazole with diethyl malonates gives &#946;-hydrazides of malonic acids, their decarboxylated products and dihydrazides as the main products in low yields; diethyl monophenylmalonate and diethylmalonate also afford the expected pyrazolidinediones in poor yield. The corresponding &#946;-benzoyl derivative resists pyrazolidinedione formation. N1-Benzoyl derivatives of hydrazinotriazoles transacylated to the more basic hydrazine nitrogen. The 4-phenylamino derivative of 6,6-diethyl-2-phenyl-s- triazolo[1,5-a]pyrimidine-5,7(4H,6H)-dione rearranges to the corresponding pyrazolidinedione but the analogous 4- benzoyl-amino compound is demalonylated under the same conditions. Catalytic hydrogenation of the 4-(2?-propylideneimino) analogue fails and attempted reduction by sodium borohydride cleaves the pyrimidine ring. 
ER  -

