Hydrazine → HCID 66975547, compound

HRID 1022592Notes

Reaction equation

HRID 1022592 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:23][N:24]3C(=O)C4C(=CC=CC=4)C3=O)[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].NN>C(O)C>[NH2:24][CH2:23][C:9]1([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 66975369HCID 66975369, compound

Product 1

HCID 66975547HCID 66975547, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl (7RS)-7-(3,4-dichlorophenyl)-7-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-1,4-oxazepane-4-carboxylate (1.39 g) in ethanol (14 ml) was added hydrazine (2.8 ml), and the mixture was stirred at room temperature for 14 hr. The precipitate was removed by filtration, and the solvent of the filtrate was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The obtained extract was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.9 g).

Workup

  1. customThe precipitate was removed by filtration
  2. customthe solvent of the filtrate was evaporated under reduced pressure
  3. additionWater was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. extractionThe obtained extract
  6. washwas washed with water and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-acef3fe8aad74fe68e1c5099a3d2ad96
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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