Urea → HCID 178520343, compound

HRID 1484948Notes

Reaction equation

HRID 1484948 reaction equation
O=[C:2]1[O:3][CH2:4][CH2:5]/[C:6]/1=[CH:7]/[O-:8].[Na+].[NH2:10][C:11]([NH2:13])=[O:12]>C(O)C>[OH:3][CH2:4][CH2:5][C:6]1[C:7]([OH:8])=[N:10][C:11]([OH:12])=[N:13][CH:2]=1

Participants

4

Reactant 2

HCID 1176UreaHCID 23677780HCID 23677780, compound

Product 1

HCID 178520343HCID 178520343, compoundYield 18.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium (Z)-(2-oxodihydrofuran-3(2H)-ylidene)methanolate (1.36 g, 10 mmole) was added to a solution of 600 mg. (10 mmole) of urea in 50 ml. of absolute ethanol, and the reaction mixture was boiled under reflux for 5 h with stirring. Concentration under vacuum gave a residue, which was crystallized from ethanol to yield 5-(2-hydroxyethyl)pyrimidine-2,4-diol (290 mg, 18.5%). LC-MS (m/z)=157 [M+H]+

Workup

  1. temperatureunder reflux for 5 h
  2. concentrationConcentration under vacuum
  3. customgave a residue, which
  4. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-c705d9cc39764fdeb511994c697b0b5f
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

Loading…