Sodium hydride → HCID 20361951, compound

HRID 1679759Notes

Reaction equation

HRID 1679759 reaction equation
[CH3:1][C:2]1[N:3]=[N:4][C:5](=[O:9])[C:6]=1[CH2:7][CH3:8].[H-].[Na+].[CH3:12][CH:13](Cl)[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=1>CN(C)C=O>[CH3:1][C:2]1[NH:3][N:4]([CH:13]([CH3:12])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=2)[C:5](=[O:9])[C:6]=1[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 1082961,2-Dichloro-4-(1-chloroethyl)benzeneHCID 54312548HCID 54312548, compound

Product 1

HCID 20361951HCID 20361951, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

25.2 g of 3-methyl-4-ethylpyrazol-5-one were added in portions to a suspension of 10.0 g (0.22 mol) of sodium hydride in 200 ml of absolute dimethylformamide. After the evolution of H2 had ceased, 41.8 g (0.2 mol) of α-methyl-3,4-dichlorobenzyl chloride were added dropwise to the reaction solution. The mixture was then stirred for 2 hours at 60° C, the solvent was distilled off in vacuo and the residue was taken up in water and acidified with dilute acetic acid. The crude product thereby obtained was recrystallized from ethanol.

Workup

  1. distillationthe solvent was distilled off in vacuo

Sources & evidence

ORD record
ord-d82d97cff80a4683ba038232080c7cc8
Source dataset
uspto-grants-1978_03
Patent number
US04081596

Reaction notes

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