Iodine → HCID 12934710, compound

HRID 973234Notes

Reaction equation

HRID 973234 reaction equation
[I:1]I.[I-].[K+].[CH3:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:7]1[CH3:15].[CH3:16][N:17]1[CH2:21][CH2:20][NH:19][C:18]1=[S:22]>O.CO>[IH:1].[CH3:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:22][C:18]2[N:17]([CH3:16])[CH2:21][CH2:20][N:19]=2)=[C:7]1[CH3:15]

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 134081,2-DimethylindoleHCID 2733224Methylethylenethiourea

Product 1

HCID 12934710HCID 12934710, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 12.7 g of iodine and 25 g of potassium iodide in 100 ml of water is added dropwise to a mixture of 7.25 g of 1,2-dimethylindole in 60 ml methanol and 5.8 g of 1-methyl-2-imidazolidinethione in 100 ml methanol. The reaction mixture is stirred for 2 hours at room temperature. The crystalline precipitate formed was filtered and recrystallized from a mixture of methanol, ethyl acetate and ether to yield 1,2-dimethyl-3-(1-methyl-2-imidazolin-2-ylthio)-indole hydriodide which melts at 250°-251° (with decomposition).

Workup

  1. customThe crystalline precipitate formed
  2. filtrationwas filtered
  3. customrecrystallized from a mixture of methanol, ethyl acetate and ether

Sources & evidence

ORD record
ord-3f23cdd3ce0843dbbe09a299364cde7b
Source dataset
uspto-grants-1977_10
Patent number
US04055647

Reaction notes

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