Sodium hydride → HCID 20361951, compound

HRID 1076704Notes

Reaction equation

HRID 1076704 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-eafebbc078bb4c6386b67798352a70f2
Source dataset
uspto-grants-1976_05
Patent number
US03957814

Reaction notes

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