3,4-Dichlorobenzyl chloride → 4-Methyl-1-(3,4-dichlorobenzyl)-pyrazol-5-one

HRID 1438713Notes

Reaction equation

HRID 1438713 reaction equation
[CH3:1][C:2]1[C:6](=[O:7])[N:5]=[N:4][CH:3]=1.[H-].[Na+].[Cl:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:14]Cl>CN(C)C=O>[CH3:1][C:2]1[C:6](=[O:7])[N:5]([CH2:14][C:13]2[CH:16]=[CH:17][C:18]([Cl:19])=[C:11]([Cl:10])[CH:12]=2)[NH:4][CH:3]=1

Participants

5

Reactant 3

HCID 76093,4-Dichlorobenzyl chlorideHCID 24758Sodium hydrideHCID 199260844-Methylpyrazol-5-one

Product 1

HCID 233344004-Methyl-1-(3,4-dichlorobenzyl)-pyrazol-5-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

19.6 g of 4-methylpyrazol-5-one were added in portions to a suspension of 5.0 g of sodium hydride in 100 ml of absolute dimethylformamide. After the evolution of H2 had ceased, 39 g of 3,4-dichlorobenzyl chloride were added dropwise to the reaction solution.

Sources & evidence

ORD record
ord-db9bbf7f68804bd1abdaaf5ef68b2b43
Source dataset
uspto-grants-1977_11
Patent number
US04056533

Reaction notes

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