Hydrazine hydrate (1:1) → 5-Cyano-6-methylidene-hydrazino-2-piperidinyl-3-pyridine-carboxylic acid, ethyl ester
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:6]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[N:7][C:8]=1[CH:9]=O)#[N:2].O.[NH2:23][NH2:24]>CO>[C:1]([C:3]1[C:8](=[CH2:9])[NH:7][C:6]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[C:5]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:4]=1[NH:23][NH2:24])#[N:2]Participants
4
Procedure
28.7 g of 5-cyano-6-formyl-2-piperidinyl-3-pyridine-carboxylic acid, ethyl ester (0.1 mol) are dissolved in 100 ml of methanol. 5.5 g of hydrazine hydrate are added and the solution is stirred at room temperature over night. The title compound is filtered off and recrystallized from methanol. Yield 20.5 g (68%); m.p. 168°-170° C.