HCID 12535798, compound → HCID 12535823, compound

HRID 2082739Notes

Reaction equation

HRID 2082739 reaction equation
[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[H][H]>[Pd].C(O)C>[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

5

Reactant 2

HCID 12535798HCID 12535798, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12535823HCID 12535823, compoundYield 54.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 1,6-dihydro-6-oxo-2-(2-nitrophenyl)pyrimidine-5-carboxylate (0.91 g., 3.14 mmoles), 10% palladium on carbon (0.34 g.) and ethanol (200 ml.) was shaken in an atmosphere of hydrogen at an initial pressure of 3.5 kg./cm2. After hydrogen uptake ceased, the mixture was filtered and the filtrate concentrated. The residue was recrystallized from acetonitrile to give the title compound (0.445 g., 54.5%), m.p. 228°-230° (decomp.).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate concentrated
  3. customThe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-fef9eda6c2794e5a9264cb29bae1ab81
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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