Hydrazine → HCID 21576489, compound

HRID 993256Notes

Reaction equation

HRID 993256 reaction equation
[NH2:1][CH:2]([CH3:25])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][CH2:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)=[N:9][CH:10]=1.NN.COC(C)(C)C>CCO>[NH2:1][CH:2]([CH3:25])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][CH2:13][NH2:14])=[N:9][CH:10]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 15413tert-Butyl methyl etherHCID 18408971HCID 18408971, compound

Product 1

HCID 21576489HCID 21576489, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the phthalimide 9-2 (3.05 g, 9.05 mmol) in EtOH (50 mL) was treated with hydrazine (2.84 mL, 90.5 mmol) and heated to 500C for 1 hour. The mixture was cooled, methyl t-butylether (100 mL) added, stirred for 1 hour and filtered. The filtrate was concentrated in vacuo to give the desired product 9-3 which was used in Step D without further purification.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d39198d190204167870baf244004384f
Source dataset
uspto-grants-2002_10
Patent number
US06472403B2

Reaction notes

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