Formaldehyde → HCID 20369661, compound

HRID 616318Notes

Reaction equation

HRID 616318 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[NH:5][C:4](=[O:8])[O:3]1.[CH2:9]=[O:10].O>CO.C(Cl)Cl>[CH3:1][N:2]1[C:6](=[O:7])[N:5]([CH2:9][OH:10])[C:4](=[O:8])[O:3]1

Participants

6

Procedure

2-Methyl-1,2,4-oxadiazolidin-3,5-dione (2.0 grams; 0.0172 mole) dissolved in methanol (100 ml) and aqueous formaldehyde (2.5 ml of 37% conc.; 0.0344 mole) were charged into a glass reaction vessel equipped with a mechanical stirrer. The reaction mixture was stirred overnight. After this time the reaction mixture was stripped of methanol and water to yield an oil. The oil was then dissolved in methylene chloride, and the resulting solution was washed with water. The washed solution was dried over anhydrous magnesium sulfate and stripped of solvent to yield the desired product 2-methyl-4-hydroxymethyl-1,2,4-oxadiazolidin-3,5-dione as an oil.

Workup

  1. customequipped with a mechanical stirrer
  2. customto yield an oil
  3. washthe resulting solution was washed with water
  4. dry with materialThe washed solution was dried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-f350d753ff1545dc97ebdb2fe05537e8
Source dataset
uspto-grants-1978_02
Patent number
US04073894

Reaction notes

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