Water → 2-(3-Chlorophenyl)-2-oxoethyl thiocyanate

HRID 2263271Notes

Reaction equation

HRID 2263271 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]=1)=[O:4].[S-:12][C:13]#[N:14].[K+].O>C(O)C>[Cl:11][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH2:2][S:12][C:13]#[N:14])[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 387382-Bromo-3'-chloroacetophenoneHCID 516872Potassium thiocyanate

Product 1

HCID 185262252-(3-Chlorophenyl)-2-oxoethyl thiocyanateYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-bromo-1-(3-chlorophenyl)ethanone (7.55 g, 32.3 mmol) and potassium thiocyanate (3.14 g, 32.3 mmol) in ethanol (70 ml) was stirred at 80° C. for 2 hours. After cooling to room temperature, water (70 ml) was poured to the reaction mixture. Crystals were collected by filtration and washed with water to give 4.92 g (69.8%) of the desired product as a solid.

Workup

  1. filtrationCrystals were collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-decaccd0ad574aaf9f4ee0c128148990
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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