(4-Nitrophenyl)hydrazine → 2,4-dihydro-2-(4-nitrophenyl)-5-propyl-3H-Pyrazol-3-one

HRID 1636343Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:12]([CH2:14][CH2:15][CH2:16][C:17](CC([O-])=O)=[O:18])[CH3:13]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:17](=[O:18])[CH2:16][C:15]([CH2:14][CH2:12][CH3:13])=[N:11]2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 3310889(4-Nitrophenyl)hydrazine

HCID 178046443-Oxooctanoate

Product 1

HCID 80808742,4-dihydro-2-(4-nitrophenyl)-5-propyl-3H-Pyrazol-3-one

Procedure

From the reaction of 4-nitrophenylhydrazine and ethylbutyrylacetate, 2,4-dihydro-2-(4-nitrophenyl)-5-propyl-3H-pyrazol-3-one is obtained. Subsequent reaction with 2-ethylaniline yields 4-(2-ethylanilinomethylene)-2,4-dihydro-2-(4-nitrophenyl)-5-propyl-3H-pyrazol-3-one, Mp 211° C.

Sources & evidence

ORD record: ord-3871eb20eb7f4fcfb0ff937c123d9ede
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

Loading…