Acetic Anhydride → HCID 13313792, compound

HRID 1380425Notes

Reaction equation

HRID 1380425 reaction equation
C(OC(=O)C)(=O)C.[CH2:8]([NH:15][C:16]([NH:18][CH2:19][CH:20]([C:25]([OH:27])=O)[C:21]([F:24])([F:23])[F:22])=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[CH2:8]([N:15]1[C:25](=[O:27])[CH:20]([C:21]([F:24])([F:23])[F:22])[CH2:19][NH:18][C:16]1=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 13313789HCID 13313789, compound

Product 1

HCID 13313792HCID 13313792, compoundYield 65%

Procedure

Acetic anhydride (5 ml) was added to 290 mg (1.0 mmole) of 1-benzyl-3-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)urea synthesized in Example 12, and the mixture was heated under reflux for 30 minutes. The solvent was evaporated under reduced pressure. The residue was purified by a column chromatography on silica gel (ethyl acetate:chloroform=1:1) to give 176 mg (yield: 65%) of 3-benzyl-5-trifluoromethyl-5,6-dihydrouracil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. customThe solvent was evaporated under reduced pressure
  4. customThe residue was purified by a column chromatography on silica gel (ethyl acetate:chloroform=1:1)

Sources & evidence

ORD record
ord-f44a58cec2a7461dacc132f5eb9b566c
Source dataset
uspto-grants-1986_04
Patent number
US04581452

Reaction notes

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