Hydrazine hydrate (1:1) → HCID 86661462, compound

HRID 400712Notes

Reaction equation

HRID 400712 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[CH:9]2)([O-])=O.O.[NH2:19]N>C(O)C.[Pd]>[NH2:1][C:4]1[C:5]2[C:10](=[CH:9][C:8]([O:14][CH3:15])=[C:7]([O:16][CH3:17])[CH:6]=2)[CH:11]=[CH:12][C:13]=1[NH2:19]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12237775HCID 12237775, compound

Product 1

HCID 86661462HCID 86661462, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-Nitro-2,3-dimethoxynaphthalene (0.483 mmol) was dissolved in 4.0 ml of ethanol. The resulting solution was admixed with 0.18 ml of hydrazine hydrate and 18.5 mg of 10% palladium/carbon catalyst, and heated under reflux for 80 minutes. After cooling, the palladium/carbon catalyst was filtered off, and the filtrate was concentrated. The crude material thus formed was not purified further and was used as such for the next step.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 80 minutes
  3. temperatureAfter cooling
  4. filtrationthe palladium/carbon catalyst was filtered off
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-445e603379e04b248c65ce9f08bc88d9
Source dataset
uspto-grants-2014_06
Patent number
US08741917B2

Reaction notes

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