4-Hydrazinobenzoic acid → 4-(4,5-dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzoic acid

HRID 1636348Notes

Reaction equation

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

Participants

Reactant 2

HCID 120894-Hydrazinobenzoic acid

HCID 178046443-Oxooctanoate

Product 1

HCID 193513404-(4,5-dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzoic acid

Procedure

From the reaction of 4-hydrazinobenzoic acid and ethylbutyrylacetate, 4-(4,5-dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzoic acid is obtained. Subsequent reaction with 2-ethylaniline yields 4-(4-(2-ethylanilinomethylene)-4,5-dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzoic acid, Mp 254.5° C.

Sources & evidence

ORD record: ord-0ee3033895af4deabd4e712600a337f6
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

Loading…