Water → HCID 67358580, compound

HRID 1668354Notes

Reaction equation

HRID 1668354 reaction equation
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[C:4]([N:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2F)[CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]2[O:9][C:13]3[CH:14]=[C:15]([F:18])[CH:16]=[CH:17][C:12]=3[CH:11]=[N:10][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10796Cesium carbonateHCID 673576654-Bromo-2-[(2,4-difluorobenzylidene)amino]-5-fluorophenol

Product 1

HCID 67358580HCID 67358580, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-bromo-2-[(2,4-difluorobenzylidene)amino]-5-fluorophenol (15 g, 45.4 mmol) in 60 mL of DMF, Cs2CO3 (22 g, 67.5 mmol) was added. The resulting mixture was stirred at 50° C. for 3 h and then allowed to cool to ambient temperature. Water was added and the product was collected by filtration, washed with water, and dried under reduced pressure to yield the title compound which was used without further purification (14.1 g, 100%). 1H-NMR (400 MHz, CDCl3) 6.82-6.99 (m, 3H), 7.33 (m, 1H), 7.55 (d, J=7.8, 1H), 8.38 (s, 1H).

Workup

  1. temperatureto cool to ambient temperature
  2. filtrationthe product was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-437726e38f664fa1af3c0e00f2ee87b4
Source dataset
uspto-grants-2011_08
Patent number
US07989442B2

Reaction notes

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