Iodine → HCID 12934731, compound

HRID 1075802Notes

Reaction equation

HRID 1075802 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[CH2:22][CH2:21][CH2:20][N:19]=[C:18]1[SH:23]>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:23][C:18]2[N:17]([CH3:16])[CH2:22][CH2:21][CH2:20][N:19]=2)=[C:7]1[CH3:15]

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 134081,2-DimethylindoleHCID 178480417HCID 178480417, compound

Product 1

HCID 12934731HCID 12934731, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 12.7 g of iodine and 20 g of potassium iodide in 100 ml water was added dropwise to a mixture of 7.25 g of 1,2-dimethylindole and 6.5 g of 1-methyl-1,4,5,6-tetrahydro-2-pyrimidinethiol in 120 ml methanol. The reaction mixture is stirred at room temperature for 2 hours. The crystalline precipitate formed was filtered and recrystallized from a mixture of methanol and ethyl acetate to yield 1,2-dimethyl-3-(1-methyl-1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole hydriodide which melts at 239°-240° (with decomposition).

Workup

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

Sources & evidence

ORD record
ord-725643e0978f471aa0ba740998abf4c1
Source dataset
uspto-grants-1976_05
Patent number
US03954757

Reaction notes

Loading…