Toluene → HCID 21503131, compound

HRID 1287946Notes

Reaction equation

HRID 1287946 reaction equation
[CH2:1]([O:8][CH2:9][C:10]1([CH3:20])[CH2:15]C[O:13][C:12]([CH3:19])([C:16]([NH2:18])=[O:17])[O:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1([N:27]=[C:28]=[O:29])C=CC=CC=1.[C:30]1(C)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:1]([O:8][CH2:9][C:10]1([CH3:15])[CH2:20][O:13][C:12]([C:16]([N:18]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:28]([NH2:27])=[O:29])=[O:17])([CH3:19])[O:11]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 7672Phenyl isocyanateHCID 21503128HCID 21503128, compound

Product 1

HCID 21503131HCID 21503131, compound

Procedure

4-Benzyloxymethyl-2,4-dimethyl-1,3-dioxane-2-carboxamide (4.5g) and phenyl isocyanate (2.0g) in toluene (50 ml) were heated together under reflux for 20 hours. The toluene was then removed from the mixture under reduced pressure. The residue was triturated with petroleum ether (b.p. 40°-60° C) and recrystallized from ethanol to give the required product m.p. 91°-94° C.

Workup

  1. temperatureunder reflux for 20 hours
  2. customThe toluene was then removed from the mixture under reduced pressure
  3. customThe residue was triturated with petroleum ether (b.p. 40°-60° C)
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-978a9c380ead49c69301568738aacf4e
Source dataset
uspto-grants-1976_10
Patent number
US03986861

Reaction notes

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