Acetic Anhydride → HCID 13313792, compound

HRID 1380436Notes

Reaction equation

HRID 1380436 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=[CH2:7])[C:4](O)=[O:5].[CH2:10]([NH:17][C:18]([NH2:20])=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(OC(=O)C)(=O)C>>[CH2:10]([N:17]1[C:4](=[O:5])[CH:3]([C:2]([F:9])([F:8])[F:1])[CH2:7][NH:20][C:18]1=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 10853BenzylureaHCID 5876942-(Trifluoromethyl)acrylic acid

Product 1

HCID 13313792HCID 13313792, compoundYield 73.5%

Conditions

Temperature
100 °C

Procedure

A mixture of α-trifluoromethylacrylic acid (350 mg; 2.5 mmoles), benzylurea (389 mg; 2.6 mmoles) and acetic anhydride (2 ml) was heated with stirring at 100° C. for 1 hour. The solvent was evaporated under reduced pressure, and the residue was recrystallized from chloroform/hexane to give 500 mg (yield: 72%) of 3-benzyl-5-trifluoromethyldihydrouracil. The physical and spectral properties of this product completely agreed with those of the product obtained in Example 6.

Workup

  1. temperaturewas heated
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was recrystallized from chloroform/hexane

Sources & evidence

ORD record
ord-e80599714adc460da8eaf88111514870
Source dataset
uspto-grants-1986_04
Patent number
US04581452

Reaction notes

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