Iodine → HCID 86733376, compound

HRID 1075805Notes

Reaction equation

HRID 1075805 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-3af6878d1c114f948bea71a193ba4eda
Source dataset
uspto-grants-1976_05
Patent number
US03954757

Reaction notes

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