Methanol → HCID 85544988, compound

HRID 1607837Notes

Reaction equation

HRID 1607837 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH2:14])=[O:13])=[CH:7][CH:6]=1)[CH3:4].[O:15]([CH3:17])[Na].[CH3:18]O>>[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:17](=[O:15])[CH2:18][NH:14][C:12]2=[O:13])=[CH:7][CH:6]=1)[CH3:4]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 57368815HCID 57368815, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 85544988HCID 85544988, compound

Procedure

0.02 mol of this urea is dissolved in 300 mL of CH3OH. The pH is adjusted to approximately 10.0 using 25% NaOCH3 solution in CH3OH. The solution is heated to reflux for 2.5 hours, after which time the solvent is removed in vacuo. The residue is washed with cold water and dried in vacuo to yield the crude 3-[4-(1-hydroxyiminoethyl)phenyl]hydantoin. The hydantoin is purified by recrystallization from CH3OH:H2O.

Workup

  1. temperatureThe solution is heated
  2. temperatureto reflux for 2.5 hours
  3. customafter which time the solvent is removed in vacuo
  4. washThe residue is washed with cold water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-031b02f270324915a226d70e4b38f627
Source dataset
uspto-grants-1989_09
Patent number
US04868061

Reaction notes

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