Hydrochloric Acid → HCID 178434709, compound

HRID 1463194Notes

Reaction equation

HRID 1463194 reaction equation
[CH3:1][C:2]1[N:3]=[N+:4]([O-:12])[C:5]([CH3:11])=[CH:6][C:7]=1[N+:8]([O-])=O.O.Cl>Cl.[Fe].C(O)C>[NH2:8][C:7]1[CH:6]=[C:5]([CH3:11])[N+:4]([O-:12])=[N:3][C:2]=1[CH3:1]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 96460Pyridazine, 3,6-dimethyl-4-nitro-, 1-oxide

Product 1

HCID 178434709HCID 178434709, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalyst3×HCID 23925IronCatalyst4×HCID 702EthanolSolvent

Procedure

3,6-dimethyl-4-nitropyridazine-N-oxide (1.0 g), 0.5 mL water, 5 mL ethanol, 0.025 mL conc HCl and 1.0 g Fe powder were stirred together and heated under reflux. After 30 minutes an additional 1.0 g of Fe and 2 drops conc HCl was added to the mixture. After 2 hours an additional 1 g Fe and 2 drops of conc HCl were added and heating continued for another 5 hours, whereupon 5 mL EtoH, 1 g Fe and 2 drops conc HCl were added. Reflux was continued for 20 hours. The reaction was cooled filtered through celite, the celite washed with CH3OH and the filtrate was evaporated to give an orange oil which crystallized on standing (0.88 g yield). Used without further purification. ##STR27##

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. temperatureheating
  4. additionwere added
  5. temperatureReflux
  6. temperatureThe reaction was cooled
  7. filtrationfiltered through celite
  8. washthe celite washed with CH3OH
  9. customthe filtrate was evaporated
  10. customto give an orange oil which
  11. customcrystallized
  12. custom(0.88 g yield)
  13. customUsed without further purification

Sources & evidence

ORD record
ord-0481feb87680464f947dffdfa5472fcd
Source dataset
uspto-grants-1994_04
Patent number
US05300478

Reaction notes

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