Water → 5-Iodo-2-(methylthio)benzonitrile

HRID 600322Notes

Reaction equation

HRID 600322 reaction equation
[CH3:1][S-:2].[Na+].F[C:5]1[CH:12]=[CH:11][C:10]([I:13])=[CH:9][C:6]=1[C:7]#[N:8].O>CS(C)=O>[I:13][C:10]1[CH:11]=[CH:12][C:5]([S:2][CH3:1])=[C:6]([CH:9]=1)[C:7]#[N:8]

Participants

5

Reactant 3

HCID 962WaterHCID 27789282-Fluoro-5-iodobenzonitrileHCID 4378561Sodium methanethiolate

Product 1

HCID 579996615-Iodo-2-(methylthio)benzonitrileYield 93.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Sodium thiomethoxide (0.142 g) was added to a solution of 2-fluoro-5-iodobenzonitrile (0.5 g) in DMSO (1 mL) and the mixture stirred. An exotherm was noted. After stirring for 90 min, water was added and the solid that precipitated was collected, washed with water and dried at 50° C. under vacuum to leave the subtitle compound as an off-white solid (0.52 g).

Workup

  1. stirringAfter stirring for 90 min
  2. customthe solid that precipitated
  3. customwas collected
  4. washwashed with water
  5. customdried at 50° C. under vacuum

Sources & evidence

ORD record
ord-5a4a1bb640f549d697a5ac4e26dfa675
Source dataset
uspto-grants-2011_03
Patent number
US07902181B2

Reaction notes

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