Iodine → HCID 12934733, compound

HRID 973232Notes

Reaction equation

HRID 973232 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([OH:14])=[O:13])=[CH:6]2.[I:15]I.[I-].[K+].[CH3:19][N:20]1[CH2:25][CH2:24][CH2:23][N:22]=[C:21]1[SH:26]>CO.O>[IH:15].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([OH:14])=[O:13])=[C:6]2[S:26][C:21]1[N:20]([CH3:19])[CH2:25][CH2:24][CH2:23][N:22]=1

Participants

7

Reactant 4

HCID 807IodineHCID 4875Potassium IodideHCID 204015-Methoxyindole-2-carboxylic acidHCID 178480417HCID 178480417, compound

Product 1

HCID 12934733HCID 12934733, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 3.45 g of 5-methoxy-indole-2-carboxylic acid in 50 ml methanol is added to a solution of 4.57 g of iodine and 9 g of potassium iodide in 27 ml of water. This is treated with a solution of 2.34 g of 1-methyl-1,4,5,6-tetrahydro-2-pyrimidinethiol in 30 ml of water. The reaction is carried out and worked up as described under Example 1 to yield 5-methoxy-3-(1-methyl-1,4,5,6-tetrahydro-2-pyrimidinylthio)-indole-2-carboxylic acid hydriodide which melts at 256° (with decomposition) after recrystallization from a mixture of methanol and ethyl acetate.

Sources & evidence

ORD record
ord-dbe0810672804758a3e4c458a544a7c2
Source dataset
uspto-grants-1977_10
Patent number
US04055647

Reaction notes

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