Hydrazine → HCID 22605254, compound

HRID 1271783Notes

Reaction equation

HRID 1271783 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][O:12][N:13]2C(=O)C3=CC=CC=C3C2=O)[CH:2]=1.NN>CCO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][O:12][NH2:13])[CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 22131441HCID 22131441, compound

Product 1

HCID 22605254HCID 22605254, compoundYield 106.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(3-quinolyl)methoxy phthalimide (0.69 g) was suspended in 95% EtOH and hydrazine (0.10 mL) was added. The reaction mixture was stirred overnight and then filtered. The filtrate was concentrated under reduced pressure and then taken up in a small amount of dichloromethane. The small amount of remaining phthalhydrazide was then removed by filtration. The filtrate was concentrated under reduced pressure to give the title compound (0.42 g) as a yellow oil. MS(CI) m/e 175 (M+H)+.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customThe small amount of remaining phthalhydrazide was then removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-60acc2ee7aa740c1bfd3440f6052a200
Source dataset
uspto-grants-2007_04
Patent number
USRE039591E1

Reaction notes

Loading…