Hydrazine → HCID 18919109, compound

HRID 1291222Notes

Reaction equation

HRID 1291222 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH:12]=O)=[C:8]([N:14](C)C)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[NH2:17]N>C(O)C>[C:1]([N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[N:17][NH:14][C:8]=2[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 189188952-Tert-butyl-5-dimethylamino-4-formyl-3(2H)-pyridazinone

Product 1

HCID 18919109HCID 18919109, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Tert-butyl-5-dimethylamino-4-formyl-3(2H)-pyridazinone (3.5 g) was added to hydrazine (5.1 g)/ethanol (30 ml) and the mixture was refluxed for 40 hours. The solvent ethanol-hydrazine was then distilled off and the residue was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, and concentrated to dryness. The residue was washed with n-hexane-diethyl ether and dried. White powder, 1.9 g. 1H-NMR (CDCl3) δ: 1.71(9H,s), 8.19(1H,s), 8.32(1H,s).

Workup

  1. temperaturethe mixture was refluxed for 40 hours
  2. distillationThe solvent ethanol-hydrazine was then distilled off
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous NaCl solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated to dryness
  7. washThe residue was washed with n-hexane-diethyl ether
  8. customdried

Sources & evidence

ORD record
ord-585dbe4cf4c84746b9db287b5f2cf064
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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