Ethyl Acetoacetate → 1-Cyclopropyl-5-methyl-1H-pyrazole-4-carbaldehyde

HRID 2109228Notes

Reaction equation

HRID 2109228 reaction equation
C(OCC)(=O)CC(C)=O.C(O)(=O)C(O)=O.NN.[CH:18]1([C:21]2[N:25]([CH:26]([CH3:28])[CH3:27])[N:24]=[CH:23][C:22]=2[CH:29]=[O:30])CC1>>[CH:26]1([N:25]2[C:21]([CH3:18])=[C:22]([CH:29]=[O:30])[CH:23]=[N:24]2)[CH2:27][CH2:28]1

Participants

4

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 14693824Oxalic acid--hydrazine (1/1)HCID 196201355-cyclopropyl-1-(propan-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 210972421-Cyclopropyl-5-methyl-1H-pyrazole-4-carbaldehyde

Procedure

1-Cyclopropyl-5-methyl-1H-pyrazole-4-carbaldehyde was prepared with ethyl acetoacetate and cylclopropyl hydrazine oxalate (Gever, G. and Hayes, K. J. Org. Chem, 1949, 14, 813-818) in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49).

Sources & evidence

ORD record
ord-b2ec757071b94cde90a7c42601a2747e
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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