Sulfuric Acid → 1H-Imidazole-4-sulfonic acid, 5-chloro-1-methyl-

HRID 1708157Notes

Reaction equation

HRID 1708157 reaction equation
[Cl:1][C:2]1[N:6]([CH3:7])[CH:5]=[N:4][CH:3]=1.[S:8](=O)(=[O:11])([OH:10])[OH:9]>>[Cl:1][C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[S:8]([OH:11])(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 701055-chloro-1-methyl-1H-imidazole

Product 1

HCID 30781001H-Imidazole-4-sulfonic acid, 5-chloro-1-methyl-

Procedure

33 g (0.28 mol) of 5-chloro-1-methylimidazole in 200 ml of fuming sulfuric acid are heated at 160°-180° C. for 4 hours. After cooling, the reaction mixture is cautiously added to ice. The product crystallizes out from the cold aqueous solution (about 1.5 l). After recrystallizing twice from water, the title compound is obtained in the form of coarse yellowish crystals of melting point 309°-310° C.

Workup

  1. temperatureAfter cooling
  2. additionthe reaction mixture is cautiously added to ice
  3. customThe product crystallizes out from the cold aqueous solution (about 1.5 l)
  4. customAfter recrystallizing twice from water

Sources & evidence

ORD record
ord-7052dc25486040758bd707f63fdf2eac
Source dataset
uspto-grants-1994_10
Patent number
US05356922

Reaction notes

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