HCID 12535827, compound → HCID 12535828, compound

HRID 437440Notes

Reaction equation

HRID 437440 reaction equation
[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:9]=2[O:17][CH2:18][CH3:19])=[N:5][CH:4]=[C:3]1[C:20]([O:22][CH2:23][CH3:24])=[O:21].[H][H]>[Pd].C(O)C>[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[C:12]([NH2:14])[CH:11]=[CH:10][C:9]=2[O:17][CH2:18][CH3:19])=[N:5][CH:4]=[C:3]1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

5

Reactant 2

HCID 12535827HCID 12535827, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12535828HCID 12535828, compoundYield 31.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 1,6-dihydro-6-oxo-2-(2-ethoxy-5-nitrophenyl)pyrimidine-5-carboxylate (0.42 g., 1.26 mmoles) and 10% palladium on carbon (0.07 g.) in ethanol (200 ml.) was treated with hydrogen at a pressure of about 3.5 kg./cm2 until uptake of hydrogen ceased. The mixture was filtered and the filtrate reduced to dryness. The residue was recrystallized from water followed by aqueous ethanol to give the title compound (0.12 g., 31.6%), m.p. 107°-110°.

Workup

  1. filtrationThe mixture was filtered
  2. customThe residue was recrystallized from water

Sources & evidence

ORD record
ord-ca152f20886c4e8f8d22948044fccd5f
Source dataset
uspto-grants-1977_06
Patent number
US04031093

Reaction notes

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