Ethyl Acetoacetate → 5-Methyl-2-(pyridin-2-yl)-1,2-dihydro-3H-pyrazol-3-one

HRID 434025Notes

Reaction equation

HRID 434025 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[C:9](OCC)(=[O:14])[CH2:10][C:11]([CH3:13])=O>C(O)(=O)C>[CH3:13][C:11]1[NH:2][N:1]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)[C:9](=[O:14])[CH:10]=1

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 786452-Hydrazinopyridine

Product 1

HCID 176094775-Methyl-2-(pyridin-2-yl)-1,2-dihydro-3H-pyrazol-3-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-hydrazinopyridine (1.35 g; 0.012 mol.) and ethyl acetoacetate (1.60 mL; 0.012 mol.) in glacial acetic acid (50.0 mL) was stirred and heated at 100° for 24 h.

Workup

  1. temperatureheated at 100° for 24 h.

Sources & evidence

ORD record
ord-5aed494490dd47c0a549abf675590063
Source dataset
uspto-grants-2003_12
Patent number
US06670387B1

Reaction notes

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