HCID 13971286, compound → HCID 23052379, compound

HRID 1650666Notes

Reaction equation

HRID 1650666 reaction equation
[N+:1]([C:4]1[C:9]([N+:10]([O-])=O)=[C:8]([OH:13])[C:7]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:6][C:5]=1[CH3:18])([O-])=O.[H][H]>C(O)C.[C].[Pd]>[NH2:1][C:4]1[C:9]([NH2:10])=[C:8]([OH:13])[C:7]([C:14]([CH3:16])([CH3:15])[CH3:17])=[CH:6][C:5]=1[CH3:18]

Participants

5

Reactant 2

HCID 13971286HCID 13971286, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23052379HCID 23052379, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of 2,3-dinitro-4-hydroxy-5-tert-butyltoluene (Description 10) (7.5 g) in ethanol (350 ml) was hydrogenated at room temperature and atmospheric pressure over 10% palladium-carbon (2.5 g) until uptake of hydrogen ceased. The solution was filtered under nitrogen and evaporated to dryness in vacuo to afford the unstable title compound, m.p. 129°-136° C., which was used immediately for the next reaction.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe solution was filtered under nitrogen
  3. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-ed2b66c52a164a738cf7e4d3a3e8361f
Source dataset
uspto-grants-1990_05
Patent number
US04925853

Reaction notes

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