Ethyl 2-acetylacetoacetate → ethyl 1-(3,4-dichlorophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylate

HRID 1011944Notes

Reaction equation

HRID 1011944 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:10][NH2:11])[CH:6]=[CH:7][C:8]=1[Cl:9].[CH3:12][CH2:13][O:14][C:15]([CH:17]([C:21]([CH3:23])=O)[C:18]([CH3:20])=O)=[O:16]>>[CH2:13]([O:14][C:15]([C:17]1[C:18]([CH3:20])=[N:11][N:10]([C:5]2[CH:6]=[CH:7][C:8]([Cl:9])=[C:3]([Cl:2])[CH:4]=2)[C:21]=1[CH3:23])=[O:16])[CH3:12]

Participants

3

Reactant 2

HCID 79063Ethyl 2-acetylacetoacetateHCID 3084323(3,4-Dichlorophenyl)hydrazine monohydrochloride

Product 1

HCID 1491356ethyl 1-(3,4-dichlorophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylateYield 32%

Procedure

In analogy to the procedure described in Example 38A], 3,4-dichlorophenylhydrazine hydrochloride and ethyl diacetoacetate gave the title compound in 32% yield as yellow solid. MS: 313.0 (MH+, 2 Cl).

Sources & evidence

ORD record
ord-bcce143b3a964ad4810b96635a7bb0c1
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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