Iodine → HCID 12934702, compound

HRID 973231Notes

Reaction equation

HRID 973231 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[I-:11].[K+].II.[NH:15]1[CH2:19][CH2:18][NH:17][C:16]1=[S:20]>CO.O>[IH:11].[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[S:20][C:16]1[NH:17][CH2:18][CH2:19][N:15]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 72242-MethylindoleHCID 2723650Ethylenethiourea

Product 1

HCID 12934702HCID 12934702, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 13.1 g of 2-methylindole in 175 ml of warm methanol is added to a well-stirred solution of 50 g of potassium iodide and 25.4 g of iodine in 150 ml of water. This mixture is further treated with a hot solution of 10.2 g of 2-imidazolidinethione in 150 ml of warm methanol. The reaction is carried out and worked up in the manner described under Example 1 to yield 2-methyl-3-(2-imidazolin-2-ylthio)-indole hydriodide which melts at 227°-228° (with decomposition) after recrystallization from a mixture of methanol, ethyl acetate and ether.

Sources & evidence

ORD record
ord-1cd6ca18b62b4e67829d46082607e8c9
Source dataset
uspto-grants-1977_10
Patent number
US04055647

Reaction notes

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