Bromine → HCID 19993708, compound

HRID 345121Notes

Reaction equation

HRID 345121 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([Cl:14])[C:5]=1[N:15]=[N:16][CH:17]([C:20](=[O:22])[CH3:21])[C:18]#[N:19]>C(Cl)(Cl)Cl>[Br:1][CH2:21][C:20](=[O:22])[CH:17]([N:16]=[N:15][C:5]1[C:4]([Cl:3])=[CH:9][C:8]([C:10]([F:12])([F:13])[F:11])=[CH:7][C:6]=1[Cl:14])[C:18]#[N:19]

Participants

4

Reactant 2

HCID 24408BromineHCID 19993713HCID 19993713, compound

Product 1

HCID 19993708HCID 19993708, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of bromine (2.2 ml) in chloroform (20 ml) was added dropwise to a stirred solution of 2-(2,6-dichloro-4-trifluoromethylphenylazo)-3-oxobutanenitrile (13.0g) in chloroform (20 ml) maintained at 50° C. The solution was then refluxed for 20 minutes, cooled, washed with water (4×50 ml), dried over magnesium sulfate, filtered and evaporated to give 4-bromo-2-(2,6-dichloro-4-trifluoromethylphenylazo)-3-oxobutanenitrile (16.0g) as a brown oil.

Workup

  1. temperatureThe solution was then refluxed for 20 minutes
  2. temperaturecooled
  3. washwashed with water (4×50 ml)
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-2398077e68674e70b419493918031dec
Source dataset
uspto-grants-1991_10
Patent number
US05055482

Reaction notes

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