4-Hydrazinopyridine → 5-propyl-2-pyridin-4-yl-4H-pyrazol-3-one

HRID 1636351Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([NH:7][NH2:8])=[CH:3][CH:2]=1.[CH2:9]([CH2:11][CH2:12][CH2:13][C:14](CC([O-])=O)=[O:15])[CH3:10]>>[CH2:11]([C:12]1[CH2:13][C:14](=[O:15])[N:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[N:8]=1)[CH2:9][CH3:10]

Participants

Reactant 2

HCID 4166314-Hydrazinopyridine

HCID 178046443-Oxooctanoate

Product 1

HCID 193513155-propyl-2-pyridin-4-yl-4H-pyrazol-3-one

Procedure

From the reaction of 4-pyridylhydrazine and ethylbutyrylacetate, 2,4-dihydro-5-propyl-2-(4-pyridyl)-3H-pyrazol-3-one is obtained. Subsequent reaction wvith 2-ethylaniline yields 4-(2-ethyianilinomethylene)-2,4-dihydro-5-propyl-2-(4-pyridyl)-3H-pyrazol-3-one, Mp 159.2° C.

Sources & evidence

ORD record: ord-c26565b5381a4d4f9021aa855bc8261e
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

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