Hydrazine Sulfate → HCID 88768920, compound

HRID 629201Notes

Reaction equation

HRID 629201 reaction equation
[Cl:1][C:2]1[C:7]2[C:8](=O)[O:9][CH:10](O)[C:6]=2[CH:5]=[C:4]([Cl:13])[N:3]=1.S(O)(O)(=O)=O.[NH2:19][NH2:20].C([O-])(=O)C.[Na+]>O>[Cl:1][C:2]1[C:7]2[C:8](=[O:9])[NH:19][N:20]=[CH:10][C:6]=2[CH:5]=[C:4]([Cl:13])[N:3]=1

Participants

5

Reactant 3

HCID 24842Hydrazine SulfateHCID 517045Sodium AcetateHCID 89972412HCID 89972412, compound

Product 1

HCID 88768920HCID 88768920, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a suspension of 4,6-dichloro-1-hydroxy-1H-furo[3,4-c]pyridin-3-one (9.37 g) stirring in water (100 ml) was added hydrazine sulfate (10.58 ml) and sodium acetate (13.56 g). The reaction mixture was heated at reflux and stirred for 2 h. The reaction mixture was cooled to RT, diluted with water (150 ml) and extracted with EtOAc (2×75 ml). The combined organic layers were washed with saturated Na2CO3 solution and dried over Na2SO4. Evaporation to dryness gave the desired product as brown solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux
  3. extractionextracted with EtOAc (2×75 ml)
  4. washThe combined organic layers were washed with saturated Na2CO3 solution
  5. dry with materialdried over Na2SO4
  6. customEvaporation to dryness

Sources & evidence

ORD record
ord-8c9942035d80453ba2ad8fdc7f24cb17
Source dataset
uspto-grants-2016_04
Patent number
US09315500B2

Reaction notes

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