Imidazole → Thionyldiimidazole

HRID 587990Notes

Reaction equation

HRID 587990 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[S:6](Cl)(Cl)=[O:7]>O1CCCC1>[S:6]([C:2]1[NH:1][CH:5]=[CH:4][N:3]=1)([C:2]1[NH:1][CH:5]=[CH:4][N:3]=1)=[O:7]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 24386Thionyl Chloride

Product 1

HCID 21946057Thionyldiimidazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Imidazole (43.2 g, 635 mmol) was dissolved in tetrahydrofuran (100 ml), and under ice cooling, thionyl chloride (23.5 g, 199 mmol) was added thereto. The reaction mixture was stirred for 3 hours at room temperature, and then the salt thus produced was separated by filtration. Thus, a sulfinyldiimidazole solution was obtained.

Workup

  1. customthe salt thus produced
  2. customwas separated by filtration

Sources & evidence

ORD record
ord-dcbb48915a914a9bbb9fc3c3a1ddf864
Source dataset
uspto-grants-2016_01
Patent number
US09227950B2

Reaction notes

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