Iodine → HCID 12934729, compound

HRID 973236Notes

Reaction equation

HRID 973236 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].[NH:16]1[CH2:21][CH2:20][CH2:19][N:18]=[C:17]1[SH: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:17]2[NH:18][CH2:19][CH2:20][CH2:21][N:16]=2)=[C:7]1[CH3:15]

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 134081,2-DimethylindoleHCID 178527864HCID 178527864, compound

Product 1

HCID 12934729HCID 12934729, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 12.7 g of iodine and 20 g of potassium iodide in 100 ml water is added dropwise to a mixture of 7.25 g of 1,2-dimethylindole in 30 ml of methanol and 5.8 g of 1,4,5,6-tetrahydro-2-pyrimidinethiol in 120 ml of warm 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 and ethyl acetate to yield 1,2-dimethyl-3-(1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole hydriodide which melts at 246° (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-9308d20be1dc407da669c373ab6cbcca
Source dataset
uspto-grants-1977_10
Patent number
US04055647

Reaction notes

Loading…