Iodine → HCID 12934725, compound

HRID 1075797Notes

Reaction equation

HRID 1075797 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[C:11]([OH:13])=[O:12].[I-:14].[K+].II.[NH:18]1[CH2:23][CH2:22][CH2:21][N:20]=[C:19]1[SH:24]>CO.O>[IH:14].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S:24][C:19]2[NH:20][CH2:21][CH2:22][CH2:23][N:18]=2)=[C:3]1[C:11]([OH:13])=[O:12]

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 276951H-Indole-2-carboxylic acid, 1-methyl-HCID 178527864HCID 178527864, compound

Product 1

HCID 12934725HCID 12934725, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 8.6 g of 1-methylindole-2-carboxylic acid in 250 ml of warm methanol is added to a well-stirred solution of 25 g of potassium iodide and 12.2 g of iodine in 75 ml of water and treated with a solution of 5.8 g of 1,4,5,6-tetrahydro-2-pyrimidinethiol. The reaction is carried out and then worked up in the manner described under Example 1 to yield 1-methyl-3-(1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole-2-carboxylic acid hydriodide which melts at 227° (with decomposition) after recrystallization from a mixture of methanol and ethyl acetate.

Sources & evidence

ORD record
ord-66029b41ade341b99f0f1e9d903084ba
Source dataset
uspto-grants-1976_05
Patent number
US03954757

Reaction notes

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