Urea → HCID 13313788, compound

HRID 1380420Notes

Reaction equation

HRID 1380420 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=[CH2:7])[C:4]([OH:6])=[O:5].[NH2:10][C:11]([NH2:13])=[O:12]>CN(C=O)C>[OH:5][C:4]([CH:3]([C:2]([F:9])([F:8])[F:1])[CH2:7][NH:10][C:11]([NH2:13])=[O:12])=[O:6]

Participants

4

Reactant 2

HCID 1176UreaHCID 5876942-(Trifluoromethyl)acrylic acid

Product 1

HCID 13313788HCID 13313788, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of α-trifluoromethylacrylic acid (700 mg; 5.0 mmoles) and urea (342 mg; 5.7 mmoles) in DMF (3 ml) was heated at 90° C. with stirring for 6 hours. DMF was evaporated under reduced pressure. The residue was purified by a column chromatography on silica gel (ethyl acetate) to give 540 mg (yield: 54%) of (2-hydroxycarbonyl-3,3,3-trifluoropropyl)urea. m.p.: 149°-149.5° C.

Workup

  1. customDMF was evaporated under reduced pressure
  2. customThe residue was purified by a column chromatography on silica gel (ethyl acetate)

Sources & evidence

ORD record
ord-2a65ffed244a426281be9997a1ee26a2
Source dataset
uspto-grants-1986_04
Patent number
US04581452

Reaction notes

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