Formaldehyde → HCID 178433505, compound

HRID 1455745Notes

Reaction equation

HRID 1455745 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[CH:3]=1.[OH-:10].[Na+].[CH2:12]=O>>[OH:10][CH2:12][C:3]1[C:4]([OH:9])=[N:5][C:6]([OH:8])=[N:7][C:2]=1[CH3:1]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 122836-MethyluracilHCID 14798Sodium Hydroxide

Product 1

HCID 178433505HCID 178433505, compound

Procedure

To a flask containing 6-methyl-1H-pyrimidine-2,4-dione (10 g, 79.3 mmol) is added NaOH (1.25 N, 95 mL) and the solution is allowed to stir for 10 min at room temperature. Formaldehyde (37%, 19.60 mL) is added dropwise over 30 min. After 30 min, a thick white precipitate forms and the reaction is allowed to proceed for 150 min. The suspension is then filtered and the filter cake is transferred to an Erlenmeyer flask to which EtOH (absolute, 200 mL) is added. The resulting suspension of white solid is stirred for 30 min. The white solid is collected by filtration, washed with EtOH (50 mL), Et2O (100 mL) and vacuum dried to provide the title compound as a white solid. [MS mass expected (156.14); mass found (156.02)].

Workup

  1. waitAfter 30 min
  2. waitto proceed for 150 min
  3. filtrationThe suspension is then filtered
  4. additionis added
  5. additionThe resulting suspension of white solid
  6. stirringis stirred for 30 min
  7. filtrationThe white solid is collected by filtration
  8. washwashed with EtOH (50 mL), Et2O (100 mL) and vacuum
  9. customdried

Sources & evidence

ORD record
ord-da0162cf14d84e2a9438a8bcef2ea57d
Source dataset
uspto-grants-2009_01
Patent number
US07482350B2

Reaction notes

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