Ethyl Acetoacetate → 3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-

HRID 1636352Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.C([O:12][C:13](=O)[CH2:14][C:15]([CH3:17])=O)C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:12])[CH2:14][C:15]([CH3:17])=[N:9]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 70624(4-Chlorophenyl)hydrazine

Product 1

HCID 830553H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-

Procedure

From the reaction of 4-chlorphenylhydrazine and ethylacetoacetate, 2-(4-chlorphenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one is obtained. Subsequent reaction with 2-ethylaniline yields 2-(4chlorphenyl)-4-(2-ethylanilinomethylene)-2,4-dihydro-5-methyl-3H-pyrazol-3-one

Sources & evidence

ORD record: ord-ccd6dc3fc05149abafc99721b02c8285
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034099

Reaction notes

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