Hydrazine hydrate (1:1) → HCID 14472558, compound

HRID 394657Notes

Reaction equation

HRID 394657 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH:3]=[C:2]1[CH2:11][CH2:12][N:13]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>O1CCCC1>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH:3]=[C:2]1[CH2:11][CH2:12][NH2:13]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14472557HCID 14472557, compound

Product 1

HCID 14472558HCID 14472558, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.837 g (2.37 mmol) of the phthalimide obtained in Step E and 0.358 g (7.16 mmol) of hydrazine monohydrate are dissolved in 20 ml of tetrahydrofuran; the mixture is then heated at reflux for 5 hours. After filtering off the solid, the filtrate is concentrated in vacuo; the residue is then taken up in dichloromethane and dried over magnesium sulphate. The filtered organic phase is concentrated in vacuo to yield the amine in the form of a yellow oil.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureat reflux for 5 hours
  3. filtrationAfter filtering off the solid
  4. concentrationthe filtrate is concentrated in vacuo
  5. dry with materialdried over magnesium sulphate
  6. concentrationThe filtered organic phase is concentrated in vacuo

Sources & evidence

ORD record
ord-1f5c16f1856940c3b86da4a5f78e3960
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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