Phenylhydrazine → 5-Ethyl-1-phenyl-1H-pyrazole-4-carbaldehyde

Reaction equation

O=[C:2]([CH2:9][CH3:10])[CH2:3][C:4]([O:6]CC)=O.C1(NN)C=CC=CC=1.[CH:19]1([C:22]2[N:26]([CH:27](C)C)[N:25]=[CH:24][C:23]=2C=O)[CH2:21][CH2:20]1>>[CH2:9]([C:2]1[N:25]([C:24]2[CH:20]=[CH:21][CH:19]=[CH:22][CH:23]=2)[N:26]=[CH:27][C:3]=1[CH:4]=[O:6])[CH3:10]

Participants

Reactant 3

HCID 7516Phenylhydrazine

HCID 78656Ethyl 3-oxovalerate

HCID 196201355-cyclopropyl-1-(propan-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 105360275-Ethyl-1-phenyl-1H-pyrazole-4-carbaldehyde

Procedure

5-Ethyl-1-phenyl-1H-pyrazole-4-carbaldehyde was prepared from ethyl 3-oxo-pentanoate and phenyl hydrazine in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49).

Sources & evidence

ORD record: ord-cdde238f7adb468cb85a2ce133302661
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07214802B2

Reaction notes

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