Benzylurea → HCID 13313789, compound

HRID 1380423Notes

Reaction equation

HRID 1380423 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=[CH2:7])[C:4]([OH:6])=[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>CN(C=O)C>[CH2:10]([NH:17][C:18]([NH:20][CH2:7][CH:3]([C:4]([OH:6])=[O:5])[C:2]([F:9])([F:8])[F:1])=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 10853BenzylureaHCID 5876942-(Trifluoromethyl)acrylic acid

Product 1

HCID 13313789HCID 13313789, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of α-trifluoromethylacrylic acid (700 mg; 5.0 mmole) and benzylurea (841 mg; 5.6 mmoles) in DMF (3 ml) was heated at 90° C. with stirring for 28 hours. DMF was evaporated under reduced pressure, and the residue was recrystallized from ethyl acetatechloroform to give 1.10 g (yield: 76%) of 1-benzyl-3-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)urea. m.p.: 183°-183.5° C.

Workup

  1. customDMF was evaporated under reduced pressure
  2. customthe residue was recrystallized from ethyl acetatechloroform

Sources & evidence

ORD record
ord-d40143427dd84fe0a5438b377f6cfbaa
Source dataset
uspto-grants-1986_04
Patent number
US04581452

Reaction notes

Loading…