Bromine → HCID 19779376, compound

HRID 1031123Notes

Reaction equation

HRID 1031123 reaction equation
[Br:1]Br.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[C:14]#[N:15].O.O.O.C([O-])(=O)C.[Na+]>C(Cl)(Cl)(Cl)Cl.C(OCC)(=O)C>[NH2:3][C:4]1[C:5]([C:14]#[N:15])=[CH:6][C:7]([C:10]([F:11])([F:12])[F:13])=[CH:8][C:9]=1[Br:1]

Participants

6

Reactant 3

HCID 24408BromineHCID 126273614-Amino-3-cyanobenzotrifluorideHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 19779376HCID 19779376, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

Bromine (a total of 4.9g) was added in two portions to a stirred suspension of 4-amino-3-cyano-benzotrifluoride (3g) and sodium acetate trihydrate (1g) in carbon tetrachloride (65ml). The mixture was heated to 80° C. until the absence of starting material was confirmed by gas liquid chromatography. Evaporation of the solvent under reduced pressure gave a pale green solid, which was dissolved in ethyl acetate, and washed with water and brine. After drying over anhydrous magnesium sulphate, the solvent was removed to give 4-amino-3-bromo-5-cyano-trifluoromethylbenzene (3.63g) as an oil which solidified on standing.

Workup

  1. customEvaporation of the solvent under reduced pressure
  2. customgave a pale green solid, which
  3. washwashed with water and brine
  4. dry with materialAfter drying over anhydrous magnesium sulphate
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-3cf9a3ce99a942a4bce9ecae24e2ca5e
Source dataset
uspto-grants-1992_04
Patent number
US05109004

Reaction notes

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