Formaldehyde → HCID 54573675, compound

HRID 1578465Notes

Reaction equation

HRID 1578465 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]([N:12]1[CH2:16][CH2:15][NH:14][C:13]1=[O:17])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[CH2:18]=[O:19].[H-].[Na+]>O1CCCC1>[CH2:1]([O:3][P:4]([CH2:9][C:10]([N:12]1[CH2:16][CH2:15][N:14]([CH2:18][OH:19])[C:13]1=[O:17])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 24758Sodium hydrideHCID 53647936HCID 53647936, compound

Product 1

HCID 54573675HCID 54573675, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

264 Gm (1 mol) of 1-(Diethylphosphonoacetyl)-imidazolidin-2-one and 33 gm of paraformaldehyde (1.1 mol) were dissolved in 2.5 liters of tetrahydrofuran; and after the addition of about 0.3 gm of sodium hydride, the solution was refluxed for one hour. After the solvent had been distilled off, there remained 1-(diethylphosphonoacetyl)-3-hydroxymethylimidazolidin-2-one as a yellowish, viscous liquid. The determination of the total formaldehyde and the free formaldehyde gave a degree of hydroxymethylation amounting to 100%. The compound had the formula ##EQU12##

Workup

  1. temperaturethe solution was refluxed for one hour
  2. distillationAfter the solvent had been distilled off

Sources & evidence

ORD record
ord-754107c43b7f4804a16c4004c18916e5
Source dataset
uspto-grants-1976_02
Patent number
US03937612

Reaction notes

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