Potassium Iodide → 4,4-dimethyl-pyrazolidine N,N'-dicarboxylic acid di-tert-buty1 ester

HRID 36600

Reaktionsgleichung

Reaktionsgleichung von HRID 36600
[C:1]([O:5][C:6]([NH:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].CS(O[CH2:28][C:29]([CH3:37])([CH3:36])[CH2:30]OS(C)(=O)=O)(=O)=O.[I-].[K+]>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:30][C:29]([CH3:37])([CH3:36])[CH2:28][N:9]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 85431Di-tert-butyl bicarbamateHCID 299203Neopentyl glycol dimethylsulfate

Produkt 1

HCID 544895554,4-dimethyl-pyrazolidine N,N'-dicarboxylic acid di-tert-buty1 esterAusbeute 2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

41.8 g of hydrazine-N,N'-dicarboxylic acid di-tert-butyl ester, 74.5 g of potassium carbonate, 52.0 g of 2,2-dimethyl-1,3-propanediol dimethanesulfonate and 2.0 g of potassium iodide are stirred for 48 hours at 120°-130° C. in 360 ml of N,N-dimethylformamide. The reaction mixture is then concentrated; diethyl ether is added and the organic phase is washed with water. Mter drying over sodium sulfate, the reaction mixture is concentrated and purified by means of column chromatography to yield 1.1 g of the desired product, 4,4-dimethyl-pyrazolidine-N,N'-dicarboxylic acid di-tert-butyl ester, in the form of white crystals.

Aufarbeitung

  1. concentrationThe reaction mixture is then concentrated
  2. additiondiethyl ether is added
  3. washthe organic phase is washed with water
  4. dry with materialMter drying over sodium sulfate
  5. concentrationthe reaction mixture is concentrated
  6. custompurified by means of column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d11c6c925c1348ed84d5539cdd66929d
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416065

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