Hydrazine hydrate (1:1) → HCID 22379473, compound

HRID 1756773Notes

Reaction equation

HRID 1756773 reaction equation
[CH:1]([C:4]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH3:24])[CH3:23])[C:5]=1[CH2:6][N:7]1C(=O)C2=CC=CC=C2C1=O)([CH3:3])[CH3:2].O.NN>CO>[CH:22]([C:18]1[CH:19]=[CH:20][CH:21]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5]=1[CH2:6][NH2:7])([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53957464HCID 53957464, compound

Product 1

HCID 22379473HCID 22379473, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, a mixture of 1.01 g (3.14 mmol) of N-(2, 6-diisopropylbenzyl) phthalimide, 0.3 ml of hydrazine hydrate and 15 ml of methanol was refluxed with heating for 3.5 hours. The reaction mixture was concentrated in vacuo, mixed with 20 ml of water and 40 ml of methylene chloride, and made alkaline with aqueous sodium hydroxide. The organic layer was separated, washed with dilute aqueous sodium hydroxide and water, dried over anhydrous magnesium sulfate and the solvent evaporated in vacuo to give 0.53 g of 2, 6-diisopropylbenzylamine as an oil.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 3.5 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additionmixed with 20 ml of water and 40 ml of methylene chloride
  5. customThe organic layer was separated
  6. washwashed with dilute aqueous sodium hydroxide and water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-4b32d651500948a1847492cba9dfc16d
Source dataset
uspto-grants-1995_08
Patent number
US05442060

Reaction notes

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