Triethylamine → 5-(4-Fluorobenzoyloxy)-3-methyl-4-phenyl-1-(alpha-methyl-3,4-dichlorobenzyl)-pyrazole

HRID 1763560Notes

Reaction equation

HRID 1763560 reaction equation
[CH3:1][C:2]1[NH:3][N:4]([CH:14]([CH3:23])[C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[C:5](=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[F:31][C:32]1[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][CH:33]=1>O1CCOCC1>[F:31][C:32]1[CH:40]=[CH:39][C:35]([C:36]([O:13][C:5]2[N:4]([CH:14]([CH3:23])[C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=3)[N:3]=[C:2]([CH3:1])[C:6]=2[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:37])=[CH:34][CH:33]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 203358943-Methyl-4-phenyl-1-(alpha-methyl-3,4-dichlorobenzyl)-5-pyrazolone

Product 1

HCID 203358595-(4-Fluorobenzoyloxy)-3-methyl-4-phenyl-1-(alpha-methyl-3,4-dichlorobenzyl)-pyrazole

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.1 mol (34.7 g) of 3-methyl-4-phenyl-1-(α-methyl-3,4-dichlorobenzyl)-5-pyrazolone was dissolved in 300 ml of absolute dioxane. After adding 15 ml of triethylamine, 0.11 mol (17 g) of p-fluorobenzoyl chloride in dioxane was added dropwise. After heating for several hours under reflux, the reaction batch was worked up as follows.

Workup

  1. additionwas added dropwise
  2. temperatureAfter heating for several hours
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-dd297b95e2ab4610a6ffe85fbfa5bfdf
Source dataset
uspto-grants-1978_09
Patent number
US04112109

Reaction notes

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