Hydrazinecarboxaldehyde → 6-(2-Pyridyl)-1,2,4-triazolo[4,3-b]pyridazine
Reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:6][CH:7]=1.[CH:14]([NH:16][NH2:17])=O>C(O)CCC>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:14]=[N:16][N:17]=2)[N:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 1.0 g. of 3-chloro-6-(2-pyridyl)pyridazine and 0.6 g. of formic acid hydrazide in 50 ml. of n-butyl alcohol is heated at the reflux temperature for 18 hours. The volatiles are removed in vacuo and the residue is partitioned between dilute aqueous sodium hydroxide and methylene chloride. The organic layer is dried over sodium sulfate and filtered. The filtrate is evaporated and the residue is crystallized from methylene chloride-hexane to afford 1.0 g. of the desired product as off-white to yellow crystals, m.p. 191°-192° C.