Phenylurea → HCID 13313790, compound

HRID 1380421Notes

Reaction equation

HRID 1380421 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=[CH2:7])[C:4]([OH:6])=[O:5].[C:10]1([NH:16][C:17]([NH2:19])=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CN(C=O)C>[OH:5][C:4]([CH:3]([C:2]([F:9])([F:8])[F:1])[CH2:7][NH:19][C:17]([NH:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:18])=[O:6]

Participants

4

Reactant 2

HCID 6145PhenylureaHCID 5876942-(Trifluoromethyl)acrylic acid

Product 1

HCID 13313790HCID 13313790, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of α-trifluoromethylacrylic acid (700 mg; 5.0 mmoles) and phenylurea (776 mg; 5.7 mmoles) in DMF (5 ml) was heated at 90° C. with stirring for 8 hours. DMF was evaporated under reduced pressure, and the residue was purified by a column chromatography on silica gel (ethyl acetate) to give 1.09 g (yield: 79%) of 1-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)-3-phenylurea. m.p.: 180.5°-181° 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-6351e2d045ae426ba6e704919b10ae42
Source dataset
uspto-grants-1986_04
Patent number
US04581452

Reaction notes

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