Iodine → HCID 86733376, compound

HRID 973238Notes

Reaction equation

HRID 973238 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:11].[NH:12]1[CH2:16][CH2:15][NH:14][C:13]1=[S:17].[I:18]I.[I-].[K+]>CO.O>[IH:18].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S:17][C:13]2[NH:14][CH2:15][CH2:16][N:12]=2)=[C:3]1[CH3:11]

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 134081,2-DimethylindoleHCID 2723650Ethylenethiourea

Product 1

HCID 86733376HCID 86733376, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 3.6 g 1,2-dimethylindole and 2.55 g 2-imidazolidinethione in 80 ml methanol is added a solution of 6.35 g iodine and 13 g potassium iodide in 50 ml water. After 1 hour at room temperature, the solution is concentrated in vacuo until crystals separate, then cooled and filtered. The precipitate is washed with water and ether and is recrystallized from alcohol to give 1,2-dimethyl-3-(2-imidazolin-2-ylthio)-indole hydriodide melting at 203°-205° (with decomposition).

Workup

  1. concentrationthe solution is concentrated in vacuo until crystals
  2. customseparate
  3. temperaturecooled
  4. filtrationfiltered
  5. washThe precipitate is washed with water and ether
  6. customis recrystallized from alcohol

Sources & evidence

ORD record
ord-8b92f0f932b6423ba3e36e751b6b4aa0
Source dataset
uspto-grants-1977_10
Patent number
US04055647

Reaction notes

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