Hydrazine → 3-Hydroxypyridine-2-carbohydrazide

HRID 1889032Notes

Reaction equation

HRID 1889032 reaction equation
[NH2:1][NH2:2].[OH:3][C:4]1[C:5]([C:10]([O:12]C)=O)=[N:6][CH:7]=[CH:8][CH:9]=1>C(O)C>[OH:3][C:4]1[C:5]([C:10]([NH:1][NH2:2])=[O:12])=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 819341Methyl 3-Hydroxy-2-pyridinecarboxylate

Product 1

HCID 450830583-Hydroxypyridine-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine (0.248 mL, 7.91 mmol) was added under argon to a solution of methyl 3-hydroxy-2-pyridinecarboxylate (808 mg, 5.28 mmol) in ethanol (25 mL). The reaction mixture was stirred at reflux overnight (yellow solution). After cooling, a solid which has crashed out was filtrered to afford the desired product in 826 mg as a yellow solid.

Workup

  1. temperatureat reflux overnight (yellow solution)
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-63092ece14ab4543b8734001ed5df47c
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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