Hydrazine hydrate (1:1) → HCID 82627734, compound

HRID 588829Notes

Reaction equation

HRID 588829 reaction equation
[Cl:1][C:2]1[C:19]([Cl:20])=[CH:18][C:5]([CH2:6][N:7]2C(=O)C3C(=CC=CC=3)C2=O)=[C:4]([O:21][CH3:22])[CH:3]=1.O.NN>CCO>[Cl:1][C:2]1[C:19]([Cl:20])=[CH:18][C:5]([CH2:6][NH2:7])=[C:4]([O:21][CH3:22])[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 90460819HCID 90460819, compound

Product 1

HCID 82627734HCID 82627734, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(4,5-dichloro-2-methoxybenzyl)isoindoline-1,3-dione (1.8 g, 5 mmol) in EtOH (5 mL), hydrazine hydrate (1.34 g, 27 mmol) was added and the resulting mixture was stirred at reflux for 1 h. The mixture was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (dichloromethane/methanol=20:1) to afford the desired product (0.8 g, 78% yield).

Workup

  1. temperatureat reflux for 1 h
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was purified by flash column chromatography on silica gel (dichloromethane/methanol=20:1)

Sources & evidence

ORD record
ord-c72838b34f664051af5b2e10aaf48f66
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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