m-Hydrazinobenzenesulphonic acid → 3-(4,5-Dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzenesulfonic acid

HRID 1636344Notes

Reaction equation

[NH:1]([C:3]1[CH:4]=[C:5]([S:9]([OH:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)[NH2:2].[CH2:13]([CH2:15][CH2:16][CH2:17][C:18](CC([O-])=O)=[O:19])[CH3:14]>>[O:19]=[C:18]1[N:1]([C:3]2[CH:4]=[C:5]([S:9]([OH:12])(=[O:10])=[O:11])[CH:6]=[CH:7][CH:8]=2)[N:2]=[C:16]([CH2:15][CH2:13][CH3:14])[CH2:17]1

Participants

Reactant 2

HCID 67312m-Hydrazinobenzenesulphonic acid

HCID 178046443-Oxooctanoate

Product 1

HCID 193513473-(4,5-Dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzenesulfonic acid

Procedure

From the reaction of 3-hydrazinobenzenesulfonic acid and ethylbutyrylacetate, 3-(4,5-Dihydro-5-oxo-3-propyl-1H-pyrazol-1-yl)-benzenesulfonic acid is obtained. Subsequent reaction with 2-ethylaniline yields 3-(4-(2-ethylanilinomethylene)-4,5-dihydro-5-oxo-3-propyl-1H-pyrazol-1-y 1)-benzenesulfonic acid, Mp 258.6° C.

Sources & evidence

ORD record: ord-5cb35f17c68c4e1eabb5d9a7d1177d52
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

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