Water → HCID 22049674, compound

HRID 1830863Notes

Reaction equation

HRID 1830863 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](Br)=[O:10])=[CH:4][CH:3]=1.[C:12]([S-:14])#[N:13].[K+].O>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([S:14][C:12]#[N:13])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516872Potassium thiocyanateHCID 13415454HCID 13415454, compound

Product 1

HCID 22049674HCID 22049674, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

4-Chlorophenylacetyl bromide (12.2 g, 52.3 mmol) was suspended in ethanol (50 ml) and heated to 60° C.–70° C. An aqueous solution (10 ml) of KSCN (5.59 g, 57.5 mmol) was added by small portions, and after addition, the mixture was stirred at 80° C. for 10 min. The reaction mixture was left standing at room temperature for 4 hrs. Water (150 ml) was added and the precipitated solid was collected by filtration. The residue was washed twice with water (150 ml) and dried under reduced pressure to give the title compound (10.1 g, 91%).

Workup

  1. temperatureheated to 60° C.–70° C
  2. additionafter addition
  3. waitThe reaction mixture was left
  4. waitstanding at room temperature for 4 hrs
  5. filtrationthe precipitated solid was collected by filtration
  6. washThe residue was washed twice with water (150 ml)
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-e284e1e01a14477fbdb38f9408cb5b21
Source dataset
uspto-grants-2006_06
Patent number
US07067537B2

Reaction notes

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