Hydrazine → HCID 17986370, compound

HRID 970429Notes

Reaction equation

HRID 970429 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][CH:25]=1)[O:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1C(=O)C2C(=CC=CC=2)C1=O)([O-:3])=[O:2].NN>C(O)C.ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][CH:25]=1)[O:7][CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 17986393HCID 17986393, compound

Product 1

HCID 17986370HCID 17986370, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 17.0 g (50 mmol) of 2-[4-(3-nitro-phenoxy)-butyl]-isoindole-1,3-dione in 1000 ml of ethanol is mixed with 25 ml of hydrazine and stirred for 2 hours at 70° C. After cooling, the precipitate that is formed is suctioned off, and the filtrate is spun in. The residue is taken up in dichloromethane. It is filtered again, and the filtrate is fully concentrated by evaporation. 5.8 g (28 mmol, corresponding to 56% of theory) of the product is obtained.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate that is formed
  3. filtrationIt is filtered again
  4. concentrationthe filtrate is fully concentrated by evaporation
  5. custom5.8 g (28 mmol, corresponding to 56% of theory) of the product is obtained

Sources & evidence

ORD record
ord-9fd5ce82012d4880b34d65c226889ce2
Source dataset
uspto-grants-2007_12
Patent number
US07312225B2

Reaction notes

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