Nitric Acid → HCID 21262190, compound

HRID 567663Notes

Reaction equation

HRID 567663 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][N:6]1[C:10](=[O:11])[CH:9]([C:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=2[CH3:20])[C:8](=[O:21])[N:7]1[CH3:22]>C(Cl)(Cl)Cl>[CH3:22][N:7]1[C:8](=[O:21])[C:9]([N+:1]([O-:4])=[O:2])([C:12]2[C:13]([CH3:20])=[CH:14][C:15]([CH3:19])=[CH:16][C:17]=2[CH3:18])[C:10](=[O:11])[N:6]1[CH3:5]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 21262191HCID 21262191, compound

Product 1

HCID 21262190HCID 21262190, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A quantity of 0.13 ml (3.1 mmols) of fuming nitric acid was added to a solution of 0.70 g (2.8 mmols) of 1,2-dimethyl-4-(2,4,6-trimethylphenyl)pyrazolidine-3,5-dione in 20 ml of chloroform at room temperature. The obtained mixture was stirred at room temperature for 15 minutes. The reaction mixture was washed with water and was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then the residue was purified by column chromatography (benzene:ethyl acetate=3:1) to give 0.53 g (yield 64%) of 1,2-dimethyl-4-nitro-4-(2,4,6-trimethylphenyl)pyrazolidine-3,5-dione in the form of yellowish white crystals.

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialwas dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customThen the residue was purified by column chromatography (benzene:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-db2e13a0bbcd40d5a9babc6ca64c659b
Source dataset
uspto-grants-2001_01
Patent number
US06180568B2

Reaction notes

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