Hydrazine → HCID 68960145, compound

HRID 732857Notes

Reaction equation

HRID 732857 reaction equation
[CH2:1]([O:8][C:9](=[O:29])[CH:10]([O:17][N:18]1C(=O)C2C(=CC=CC=2)C1=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN>CCO>[CH2:1]([O:8][C:9](=[O:29])[CH:10]([O:17][NH2:18])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 68960737HCID 68960737, compound

Product 1

HCID 68960145HCID 68960145, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound from Step 4a (3.8 g, 9.8 mmol) and hydrazine (0.64 mL, 20 mmol) in EtOH (30 mL) was stirred at room temperature for 2 hours. The reaction mixture was filtered. The filtrate was concentrated and the residue was dissolved in EtOAc. The organic phase was washed with brine, dried (Na2SO4), filtered and solvent was reduced under reduced pressure giving 2.4 g (95%) of the title compound, which was used without additional purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. dissolutionthe residue was dissolved in EtOAc
  4. washThe organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered

Sources & evidence

ORD record
ord-7749c378a04d4f208168e015d42a905a
Source dataset
uspto-grants-2009_09
Patent number
US07589067B2

Reaction notes

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