Ethyl benzoylacetate → 1-(3,4-Dimethylphenyl)-3-phenyl-3-pyrazolin-5-one

HRID 434026Notes

Reaction equation

[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=CN=1)[NH2:2].[C:9]([CH2:17][C:18]([O:20]CC)=O)(=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:23](OCC)(=O)[CH2:24][C:25]([CH3:27])=O>>[CH3:6][C:7]1[CH:8]=[C:3]([N:1]2[C:18](=[O:20])[CH:17]=[C:9]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:2]2)[CH:23]=[CH:24][C:25]=1[CH3:27]

Participants

Reactant 3

HCID 7170Ethyl benzoylacetate

HCID 8868Ethyl Acetoacetate

HCID 786452-Hydrazinopyridine

Product 1

HCID 187564211-(3,4-Dimethylphenyl)-3-phenyl-3-pyrazolin-5-one

Procedure

Following the procedure of Example 22a), except substituting 3,4-dimethylphenylhydrazine for 2-hydrazinopyridine and ethyl benzoylacetate for ethyl acetoacetate, the title compound was prepared (16.0 g; 61%). MS(ES) m/z 265 [M+H].

Sources & evidence

ORD record: ord-c6add524eb804ec6ae457e9ca7e12942
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06670387B1

Reaction notes

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