Hydrazine → 6-Hydrazinyl-3,4-dihydroisoquinolin-1(2H)-one

HRID 2303322Notes

Reaction equation

HRID 2303322 reaction equation
F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH2:6][CH2:5]2.[NH2:13][NH2:14]>O1CCOCC1>[NH:13]([C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH2:6][CH2:5]2)[NH2:14]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 107257096-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-one

Product 1

HCID 129719656-Hydrazinyl-3,4-dihydroisoquinolin-1(2H)-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 6-fluoro-3,4-dihydro-2H-isoquinolin-1-one (3.6 g, 0.022 mole) and hydrazine (17.3 mL, 0.55 mole) was stirred at reflux in dioxane (150 mL) under nitrogen for 48 hours. The reaction mixture was concentrated under vacuo, water added (150 mL), and the product isolated by filtration. The product was thoroughly washed with diethyl ether to give the titled compound quantitatively as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuo, water
  2. additionadded (150 mL)
  3. customthe product isolated by filtration
  4. washThe product was thoroughly washed with diethyl ether

Sources & evidence

ORD record
ord-80105be5fd564cd68b44f92c85e3fd04
Source dataset
uspto-grants-2002_08
Patent number
US06432974B1

Reaction notes

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