Ethanol → 4-Nitro-1,2-diethyl-pyrazolidine

HRID 1105691Notes

Reaction equation

HRID 1105691 reaction equation
C(=O)([O-])[O-].[K+].[K+].O.Cl.Cl.[CH2:10](NNCC)C.[CH3:16][N:17](C)[CH2:18][CH:19]([N+:24]([O-:26])=[O:25])[CH2:20][N:21](C)C.S([O-])([O-])(=O)=O.[Mg+2].[CH2:34](O)[CH3:35]>C(OCC)C>[N+:24]([CH:19]1[CH2:18][N:17]([CH2:16][CH3:10])[N:21]([CH2:34][CH3:35])[CH2:20]1)([O-:26])=[O:25]

Participants

7

Reactant 5

HCID 702EthanolHCID 11430Potassium CarbonateHCID 24083Sulfuric acid magnesium salt (1:1)HCID 20519803HCID 20519803, compoundHCID 131712631HCID 131712631, compound

Product 1

HCID 104421804-Nitro-1,2-diethyl-pyrazolidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a suspension of 3 g. (0.022 moles) potassium carbonate in 20 ml ethanol in an ice bath was added 1.8 g. (0.011 moles) diethyl hydrazine dihydrochloride monohydrate with stirring for about 5 min. To this was added 1.92 (0.011 moles) of 1,3-bis-dimethylamino-2-nitropropane and stirring continued at room temperature for 2.5 hr. The alcoholic solution was decanted from the solid and evaporated to give a dark oil. Diethyl ether was added to give a suspension. Magnesium sulfate was added and the liquid portion separated and evaporated to an oil. Nuclear Magnetic Resonance confirmed presence of the product with some contamination of starting nitro compound.

Workup

  1. additionTo a suspension of 3 g
  2. customThe alcoholic solution was decanted from the solid
  3. customevaporated
  4. customto give a dark oil
  5. customto give a suspension
  6. customthe liquid portion separated
  7. customevaporated to an oil

Sources & evidence

ORD record
ord-f3f79ec6513a45daa0688a35e4b092be
Source dataset
uspto-grants-1982_01
Patent number
US04309552

Reaction notes

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