Hydrazine hydrate (1:1) → HCID 69565835, compound

HRID 1725347Notes

Reaction equation

HRID 1725347 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([F:27])[CH:26]=1)[O:5][CH2:6][CH2:7][N:8]([CH3:23])[CH2:9][CH2:10][CH2:11][N:12]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([F:27])[CH:26]=1)[O:5][CH2:6][CH2:7][N:8]([CH3:23])[CH2:9][CH2:10][CH2:11][NH2:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68840039HCID 68840039, compound

Product 1

HCID 69565835HCID 69565835, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(3-([2-(3,5-difluoro-phenoxy)-ethyl]-methyl-amino)-propyl)-isoindole-1,3-dione (1 g, 2.67 mmol), hydrazine hydrate (0.8 ml) and ethanol (20 ml) was heated under reflux for 2 hours. The solvent was concentrated and the residue was suspended in diethyl ether. The solid formed was filetered off and washed with ether. The filtrated was concentrated to dryness to give N1-[2-(3,5-difluoro-phenoxy)-ethyl]-N1-methyl-propane-1,3-diamine (0.65 g, 99%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe solvent was concentrated
  4. customThe solid formed
  5. washwashed with ether
  6. concentrationThe filtrated was concentrated to dryness

Sources & evidence

ORD record
ord-f4fe9741eb164a8f9ed204a399d12397
Source dataset
uspto-grants-2009_02
Patent number
US07491714B2

Reaction notes

Loading…