Sodium Hydroxide → HCID 57455737, compound

HRID 660878Notes

Reaction equation

HRID 660878 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[CH:9]=[N:8][NH:7][C:6]1=[O:10].[OH-].[Na+].[Br:17]Br>O>[Br:17][C:9]1[N:5]([CH2:4][C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]=2[F:1])[C:6](=[O:10])[NH:7][N:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 57455736HCID 57455736, compound

Product 1

HCID 57455737HCID 57455737, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from Step b (3.35 g, 17.3 mmol) is placed in 37 ml water together with sodium hydroxide (970 mg, 24.2 mmol). Bromine (893 μl, 17.3 mmol) is added dropwise with stirring at RT. During the addition, a light brown solid precipitates. Stirring is continued overnight at RT. The precipitated solid is filtered off at the pump, washed with a little water and then dried under high vacuum. 4.25 g of the target product of adequate purity (ca. 83% by LC/MS) are obtained.

Workup

  1. additionDuring the addition
  2. customa light brown solid precipitates
  3. stirringStirring
  4. filtrationThe precipitated solid is filtered off at the pump
  5. washwashed with a little water
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-3e0b9691afae44bc8f0b5dc3c81d6d14
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

Loading…