Hydrazine → 4-(Pyridin-3-yloxy)benzohydrazide

HRID 1994005Notes

Reaction equation

HRID 1994005 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12](OC)=[O:13])=[CH:10][CH:9]=2)[CH:2]=1.[NH2:18][NH2:19]>CCO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([NH:18][NH2:19])=[O:13])=[CH:10][CH:9]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 47002921Methyl 4-(pyridin-3-yloxy)benzoate

Product 1

HCID 591354344-(Pyridin-3-yloxy)benzohydrazideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-(pyridine-3-yloxy)benzoate (4.8 g, 20.94 mmol) was dissolved in ca. 150 mL of EtOH and anhydrous hydrazine (4.08 g, 4.0 mL) was added via a syringe. The resulting yellow solution was refluxed for 24 hrs. Then solvent was removed in vacuo to give the title product (4.8 g, 100% yield) as yellow viscous oil, which upon standing slowly solidified.

Workup

  1. temperatureThe resulting yellow solution was refluxed for 24 hrs
  2. customThen solvent was removed in vacuo

Sources & evidence

ORD record
ord-074541bde4fc4d1fadd3558c8c7c251a
Source dataset
uspto-grants-2010_01
Patent number
US07652051B2

Reaction notes

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