Acetic Anhydride → 3-(4-methylphenyl)-6-[(N-acetyl) isobutylamino]tetrahydro-1,3,5-triazine-2,4dione

HRID 126763Notes

Reaction equation

HRID 126763 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[NH:12][CH:11]([NH:15][CH2:16][CH:17]([CH3:19])[CH3:18])[NH:10][C:9]2=[O:20])=[CH:4][CH:3]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:9](=[O:20])[NH:10][CH:11]([N:15]([CH2:16][CH:17]([CH3:18])[CH3:19])[C:21](=[O:23])[CH3:22])[NH:12][C:13]2=[O:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 54399126HCID 54399126, compound

Product 1

HCID 202879613-(4-methylphenyl)-6-[(N-acetyl) isobutylamino]tetrahydro-1,3,5-triazine-2,4dioneYield 83%

Procedure

A mixture of 3-(4-methylphenyl)-6-isobutylaminotetrahydro-1,3,5-triazine-2,4-dione (20 g.) and acetic anhydride (150 ml.) was heated under reflux with slow distillation for 6 hours, cooled and evaporated. The residual oil solidified in 20 hours and was recrystallised from ethanol (100 ml.) to give 3-(4-methylphenyl)-6-[(N-acetyl) isobutylamino]tetrahydro-1,3,5-triazine-2,4dione (19.4 g., 83%) m.p. 159°-160° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux with slow distillation for 6 hours
  3. temperaturecooled
  4. customevaporated
  5. customwas recrystallised from ethanol (100 ml.)

Sources & evidence

ORD record
ord-fa7f71a3f6fa4d76aed43d9241cd5bad
Source dataset
uspto-grants-1981_03
Patent number
US04254122

Reaction notes

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