Hydrazine hydrate (1:1) → HCID 13520415, compound

HRID 484975Notes

Reaction equation

HRID 484975 reaction equation
O.NN.O=C1C2C(=CC=CC=2)C(=O)[N:6]1[CH:15]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:16]([N:18]1[CH2:23][CH2:22][NH:21][C:20](=[O:24])[C:19]1([CH3:26])[CH3:25])=[O:17]>CO>[NH2:6][CH:15]([CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:16]([N:18]1[CH2:23][CH2:22][NH:21][C:20](=[O:24])[C:19]1([CH3:25])[CH3:26])=[O:17]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13520429HCID 13520429, compound

Product 1

HCID 13520415HCID 13520415, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine hydrate (2.0 g., 0.04 mole) is added to a stirred solution of 4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-3,3-dimethylpiperazinone (XXIII, Example 57, 10.0 g., 0.025 mole) in methanol (200 ml.). After refluxing for 2 hours the solution is cooled and filtered to remove the 2,3-dihydro-1,4-phthalazinedione by-product. The methanol is evaporated and the residual oil is recrystallized from water to give the title compound as the dihydrate, m.p. 70°-73°.

Workup

  1. temperatureAfter refluxing for 2 hours the solution
  2. temperatureis cooled
  3. filtrationfiltered
  4. customto remove the 2,3-dihydro-1,4-phthalazinedione by-product
  5. customThe methanol is evaporated
  6. customthe residual oil is recrystallized from water

Sources & evidence

ORD record
ord-8dfeae33382e4b02a72805eee6af7c89
Source dataset
uspto-grants-1985_08
Patent number
US04534897

Reaction notes

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