Hydrazine hydrate (1:1) → HCID 22055164, compound

HRID 1196080Notes

Reaction equation

HRID 1196080 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1C(=O)C2=CC=CC=C2C1=O.O.NN>C(O)C.Cl>[CH3:25][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54035454HCID 54035454, compound

Product 1

HCID 22055164HCID 22055164, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

N,N-Dimethyl N-(11-phthalimidoundecyl)amine (22.9 g) (Example 11) was added to hydrazine hydrate (3.54 g) in ethanol (200 ml), and refluxed for 7 hours. The solvent was removed leaving a white solid, which was partially dissolved in dilute hydrochloric acid and filtered. The pH of the filtrate was adjusted to pH 14 using NaOH (1M) whereupon a brown oil separated from the aqueous phase and was extracted with ether. The organic extract was dried and evaporated to give N,N-dimethyl-N-(11-aminoundecyl)-amine as a brown oil (9.5 g).

Workup

  1. temperaturerefluxed for 7 hours
  2. customThe solvent was removed
  3. customleaving a white solid, which
  4. filtrationfiltered
  5. customseparated from the aqueous phase
  6. extractionwas extracted with ether
  7. extractionThe organic extract
  8. customwas dried
  9. customevaporated

Sources & evidence

ORD record
ord-bf2a4907090a41b9b628bd981583550a
Source dataset
uspto-grants-1992_05
Patent number
US05112922

Reaction notes

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