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

HRID 428161Notes

Reaction equation

HRID 428161 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-86f68790fe9a4cfe9176290c24cf0c84
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

Loading…