2,3-Butanediamine, N,N'-dihydroxy-2,3-dimethyl- → HCID 54080991, compound

HRID 437751Notes

Reaction equation

HRID 437751 reaction equation
[OH:1][NH:2][C:3]([CH3:10])([C:5]([CH3:9])([NH:7][OH:8])[CH3:6])[CH3:4]>O.[O-2].[O-2].[Mn+4]>[OH:1][N:2]1[C:3]([CH3:10])([CH3:4])[C:5]([CH3:9])([CH3:6])[N:7]1[OH:8]

Participants

4

Reactant 1

HCID 844022,3-Butanediamine, N,N'-dihydroxy-2,3-dimethyl-

Product 1

HCID 54080991HCID 54080991, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 962WaterSolvent2×

Procedure

A solution of N,N'-dihydroxy 2,3-dimethyl-2,3-diaminobutane I (6 g.) in water (500 ml.) was added dropwise, over a period of 2 hours, to a suspension of manganese dioxide (45 g.) in water (150 ml.) at 75°-80° C. The reaction mixture was further stirred at 75°-80° for 6 hours and refluxed for 2 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was saturated with solid ammonium chloride and extracted with chloroform. Removal of the solvent from the dried extract furnished the product, as white crystals (3.6 g., 60%), which was further purified by sublimation.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationfiltered
  3. extractionextracted with chloroform
  4. customRemoval of the solvent from the dried
  5. extractionextract
  6. customfurnished the product
  7. customas white crystals (3.6 g., 60%), which was further purified by sublimation

Sources & evidence

ORD record
ord-5398b8b1ca4d4ba8995981495ec369e0
Source dataset
uspto-grants-1977_06
Patent number
US04032519

Reaction notes

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