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

HRID 2263277Notes

Reaction equation

HRID 2263277 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])=[O:4].[S-:13][C:14]#[N:15].[K+].O>C(O)C>[C:8]([C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH2:2][S:13][C:14]#[N:15])[CH:12]=[CH:11][CH:10]=1)#[N:9]

Participants

5

Reactant 3

HCID 962WaterHCID 516872Potassium thiocyanateHCID 27358673-(2-Bromoacetyl)benzonitrile

Product 1

HCID 832907242-(3-Cyanophenyl)-2-oxoethyl thiocyanate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(bromoacetyl)benzonitrile (7.72 g, 34.5 mmol) and potassium thiocyanate (3.35 g, 34.5 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, and crystals were collected by filtration and washed with water to give 4.39 g (63.0% (2 steps)) of the desired product as a solid.

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-199cc2e2daa0489f876d58dac43c0d87
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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