Hydrazine → 4-chloro-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carbohydrazide

HRID 254817Notes

Reaction equation

[Cl:1][C:2]1[C:3]([C:22]([O:24]CC)=O)=[N:4][N:5]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[NH2:27][NH2:28]>C(O)C>[Cl:1][C:2]1[C:3]([C:22]([NH:27][NH2:28])=[O:24])=[N:4][N:5]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of ethyl 4-chloro-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylate (3.1 g, 7.2 mmol) in ethyl alcohol (30 ml) was added hydrazine (5 ml, 64% solution in water) in one portion. The reaction mixture was refluxed 100° C. for 6 hours, and then cooled down to room temperature. After volatile solvent was removed in reduced pressure, the residue was purified with silica gel column (5% methanol in methylene chloride) to obtained title compound (3 g, quantitatively) as slightly yellow solid.

Workup

temperaturecooled down to room temperature
customAfter volatile solvent was removed in reduced pressure
customthe residue was purified with silica gel column (5% methanol in methylene chloride)

Sources & evidence

ORD record: ord-6391b7d7d6a443d385455059517a809c
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875647B2

Reaction notes

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