Hydrazine → HCID 178511282, compound

HRID 1721417Notes

Reaction equation

HRID 1721417 reaction equation
C1(=O)[NH:5][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].NN>C(O)(C)C>[CH2:16]([O:15][C:13]([NH:12][C@H:9]1[CH2:10][CH2:2][C@H:3]([CH2:4][NH2:5])[CH2:7][CH2:8]1)=[O:14])[C:17]1[CH:4]=[CH:3][CH:2]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 23298143Urethane phthalimide

Product 1

HCID 178511282HCID 178511282, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The above urethane phthalimide was treated with 1 equiv anhydrous hydrazine in isopropanol for 18 h at room temperature followed by 4 h reflux. The mixture was concentrated, diluted with cold aqueous acetic acid and filtered to remove phthalazinedione. The aqueous layer was basified with NaOH followed by extraction with ethyl acetate, drying, and evaporation to afford the desired product as a solid. mp 118-121

Workup

  1. temperaturereflux
  2. concentrationThe mixture was concentrated
  3. additiondiluted with cold aqueous acetic acid
  4. filtrationfiltered
  5. customto remove phthalazinedione
  6. extractionfollowed by extraction with ethyl acetate
  7. customdrying
  8. customevaporation

Sources & evidence

ORD record
ord-d4e6eae2a1f742d08322ec8dd97ef54b
Source dataset
uspto-grants-1996_04
Patent number
US05510369

Reaction notes

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