Hydrazine hydrate (1:1) → 2-Oxo-1,2-dihydropyridine-3-carbohydrazide

HRID 1889031Notes

Reaction equation

HRID 1889031 reaction equation
O.[NH2:2][NH2:3].[OH:4][C:5]1[C:10]([C:11]([O:13]C)=O)=[CH:9][CH:8]=[CH:7][N:6]=1>C(O)C>[O:4]=[C:5]1[C:10]([C:11]([NH:2][NH2:3])=[O:13])=[CH:9][CH:8]=[CH:7][NH:6]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178498115HCID 178498115, compound

Product 1

HCID 450843582-Oxo-1,2-dihydropyridine-3-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (0.192 mL, 3.92 mmol) was added to a solution of the methyl 2-hydroxy-3-pyridinecarboxylate (400 mg, 2.61 mmol, commercially available from e.g. Apollo or Butt Park) in ethanol (10 mL) and the reaction was heated to reflux for 16 hrs. The reaction was cooled and the solvent was evaporated to afford an off-white solid in 395 mg.

Workup

  1. temperatureto reflux for 16 hrs
  2. temperatureThe reaction was cooled
  3. customthe solvent was evaporated
  4. customto afford an off-white solid in 395 mg

Sources & evidence

ORD record
ord-031795ea8d9744fd811b0b87a5eebc37
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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