Hydrazine hydrate (1:1) → HCID 17940748, compound

HRID 2251936Notes

Reaction equation

HRID 2251936 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:4][CH:3]=1.O.NN>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:27]2[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54317890HCID 54317890, compound

Product 1

HCID 17940748HCID 17940748, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.1 g (18.1 mmol) 2-[8,8-bis-(4-fluorophenyl)-octyl]-isoindol-1,3-dione and 1.8 ml (37.0 mmol) hydrazine hydrate are heated under reflux in 50 ml ethanol for two hours. The cooled solution is concentrated under vacuum and the residue is purified by chromatography over silica gel with CHCl3/CH3OH/TEA (98/2/2): Yield 2.4 g (42%).

Workup

  1. concentrationThe cooled solution is concentrated under vacuum
  2. customthe residue is purified by chromatography over silica gel with CHCl3/CH3OH/TEA (98/2/2)

Sources & evidence

ORD record
ord-9c583c6fe4ac43cf89db3dbfe02b932d
Source dataset
uspto-grants-2008_01
Patent number
US07320993B1

Reaction notes

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