Sodium Bromide → HCID 12084166, compound

HRID 895836Notes

Reaction equation

HRID 895836 reaction equation
[F:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([F:10])[C:5]([C:11]#[N:12])=[C:4](F)[C:3]=1[F:14].[Br-:15].[Na+]>O>[Br:15][C:4]1[C:3]([F:14])=[C:2]([F:1])[C:7]([C:8]#[N:9])=[C:6]([F:10])[C:5]=1[C:11]#[N:12]

Participants

4

Reactant 2

HCID 253881Sodium BromideHCID 608182Tetrafluoroisophthalonitrile

Product 1

HCID 12084166HCID 12084166, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

In a 3 liter reaction vessel, were added 200 g (1.00 mol) of tetrafluoroisophthalonitrile, 1 liter of N-dimethylformamide (DMF) and 102.7 g (1.00 mol) of sodium bromide (NaBr). This mixture was heated at 120° C. for 1 hour. Separately, 3 liter of water was poured to a 5 liter of beaker, and to which was poured the resulting reaction solution. After suction filtration, the residue was washed with water and hexane, and then dried in vacuo to offer 198.2 g of a white solid. The solid was purified by means of solid distillation to give 142.8 g (0.55 mol) of 4-bromo-2,5,6-trifluoroisophthalonitrile as a white solid (yield: 55%).

Workup

  1. customIn a 3 liter reaction vessel
  2. additionto which was poured
  3. customthe resulting reaction solution
  4. filtrationAfter suction filtration
  5. washthe residue was washed with water and hexane
  6. customdried in vacuo
  7. distillationThe solid was purified by means of solid distillation

Sources & evidence

ORD record
ord-06d4c0045f6b40ac96270dff5efda5bb
Source dataset
uspto-grants-2005_07
Patent number
US06916959B2

Reaction notes

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