Potassium Permanganate → HCID 22750011, compound

HRID 2164103Notes

Reaction equation

HRID 2164103 reaction equation
[NH2:1][S:2]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]([CH3:15])[C:5]=1[C:16]([O:18][CH3:19])=[O:17])=[O:3].[Mn]([O-])(=O)(=O)=[O:21].[K+]>CC(C)=O.O>[CH3:14][O:13][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[N:6]([CH3:15])[C:5]([C:16]([O:18][CH3:19])=[O:17])=[C:4]2[S:2](=[O:21])(=[O:3])[NH2:1].[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]2[N:6]([CH3:15])[C:5]3[C:16](=[O:18])[NH:1][S:2](=[O:3])(=[O:21])[C:4]=3[C:12]=2[CH:11]=1

Participants

6

Reactant 2

HCID 516875Potassium PermanganateHCID 22750045HCID 22750045, compound

Product 2

HCID 22750011HCID 22750011, compoundYield 78%HCID 22750028HCID 22750028, compoundYield 19%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A suspension of 40.8 gm (0.145 mol) of methyl 3-aminosulfinyl-5-methoxy-1-methyl-indole-2-carboxylate in 3 liters of acetone was reacted with 17.4 gm (0.11 mol) of potassiumpermanganate in 350 ml of water and processed analogous to Example 18(c). 33.7 gm (78% of theory) of methyl 5-methoxy-1-methyl-3-sulfamoyl-indole-2-carboxylate, M.p.: 190° C., and 7.4 gm (19% of theory) of 7-methoxy-4-methyl-2H-isothiazolo[4,5-b]indole-3(4H)-one-1,1-dioxide, M.p.: above 290° C. (decomposition), were obtained.

Sources & evidence

ORD record
ord-7fef26652ffd4541ac7c0989541cca73
Source dataset
uspto-grants-1979_01
Patent number
US04137313

Reaction notes

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