5-Methyl-2-(4-methylphenyl)pyrazolidin-3-one → 3-Methyl-1-(4-methylphenyl)-1H-pyrazol-5-ol

Reaction equation

[CH3:1][CH:2]1[CH2:6][C:5](=[O:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[NH:3]1.N([O-])=O.[Na+]>>[CH3:1][C:2]1[NH:3][N:4]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[C:5](=[O:7])[CH:6]=1

Participants

Reactant 2

HCID 203620285-Methyl-2-(4-methylphenyl)pyrazolidin-3-one

HCID 23668193Sodium Nitrite

Product 1

HCID 27368983-Methyl-1-(4-methylphenyl)-1H-pyrazol-5-olYield 88%

Procedure

7 parts of 3-methyl-1-(4'-methylphenyl)-5-pyrazolidone are treated in a similar manner to that described in Example 1. The actual weight yield is 6.3 g of strength 91.3% (determined by titration with sodium nitrite solution which represents a yield of 88% of 3-methyl-1-(4'-methylphenyl)-5-pyrazolone.

Sources & evidence

ORD record: ord-8a5e9de7d5d84922bd89a0b6033f0780
Source dataset: uspto-grants-1978_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04081597

Reaction notes

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