Hydrazine hydrate (1:1) → 5-(3,4-dimethoxyphenyl)-4-methyl-4-propyl-2,4-dihydro-3H-pyrazol-3-one

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6](Cl)=O.[CH3:14][CH:15]([CH2:20][CH2:21][CH3:22])[C:16](OC)=[O:17].O.[NH2:24][NH2:25]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[C:15]([CH3:14])([CH2:20][CH2:21][CH3:22])[C:16](=[O:17])[NH:24][N:25]=2)[CH:9]=[CH:10][C:11]=1[O:12][CH3:13]

Participants

Reactant 3

HCID 24654Hydrazine hydrate (1:1)

HCID 77070Veratroyl chloride

HCID 519890Methyl 2-methylpentanoate

Product 1

HCID 666165885-(3,4-dimethoxyphenyl)-4-methyl-4-propyl-2,4-dihydro-3H-pyrazol-3-one

Procedure

Prepared analogously as described for example C5 using 3,4-dimethoxybenzoyl chloride, methyl 2-methylpentanoate and hydrazine hydrate as starting compounds.

Workup

customPrepared analogously

Sources & evidence

ORD record: ord-0a816d3196ef4d538213523ae468359b
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09090597B2

Reaction notes

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