HCID 88615030, compound → HCID 88617401, compound

HRID 1607844Notes

Reaction equation

HRID 1607844 reaction equation
[OH:1][N:2]=[C:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([N:15]([CH2:23][CH:24]=[CH2:25])[CH:16]([C:18](OCC)=[O:19])[CH3:17])=[O:14])=[CH:8][CH:7]=1)[CH2:4][CH3:5].O(C)[Na]>CO>[CH2:23]([N:15]1[CH:16]([CH3:17])[C:18](=[O:19])[N:12]([C:9]2[CH:10]=[CH:11][C:6]([C:3](=[N:2][OH:1])[CH2:4][CH3:5])=[CH:7][CH:8]=2)[C:13]1=[O:14])[CH:24]=[CH2:25]

Participants

4

Reactant 2

HCID 88615030HCID 88615030, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 88617401HCID 88617401, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.01 mol of this urea is dissolved in 150 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 crude 1-allyl-3-[4-(1-hydroxyiminopropyl)phenyl]-5-methylhydantoin. 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-aed411b2676f4ccc872833e39e4925e0
Source dataset
uspto-grants-1989_09
Patent number
US04868061

Reaction notes

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