Hydrazine hydrate (1:1) → HCID 21833206, compound

HRID 1740784Notes

Reaction equation

HRID 1740784 reaction equation
[CH3:1][O:2][CH2:3][O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]1C(=O)C2=CC=CC=C2C1=O.O.NN>C(O)C>[CH3:1][O:2][CH2:3][O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH2:21]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21833315HCID 21833315, compound

Product 1

HCID 21833206HCID 21833206, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 0.97 g of N-(16-methoxymethoxyhexadecyl)phthalimide in 50 ml of ethanol was added 0.4 ml of hydrazine monohydrate and the mixture was heated under reflux for 2 hours. The reaction solution was distilled under reduced pressure. The residue was diluted with chloroform, washed with a 1N aqueous solution of sodium hydroxide, dried over anhydrous sodium sulfate and then distilled under reduced pressure. The residue was chromatographed over a silica gel column to afford the title compound as a colorless oily substance.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. distillationThe reaction solution was distilled under reduced pressure
  4. additionThe residue was diluted with chloroform
  5. washwashed with a 1N aqueous solution of sodium hydroxide
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled under reduced pressure
  8. customThe residue was chromatographed over a silica gel column

Sources & evidence

ORD record
ord-1c5a6be809c449ba87e372c265cae9ce
Source dataset
uspto-grants-1999_10
Patent number
US05972943

Reaction notes

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