1,2-Dimethyl-10-(3-aminopropyl)phenothiazine → 1,2-Dimethyl-10-(3-aminopropyl)phenothiazine-5,5-dioxide

HRID 2270918Notes

Reaction equation

HRID 2270918 reaction equation
[CH3:1][C:2]1[C:15]2[N:14]([CH2:16][CH2:17][CH2:18][NH2:19])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)S[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:20].O[O:22][S:23]([O-:25])=O.[K+]>CO.O>[CH3:1][C:2]1[C:15]2[N:14]([CH2:16][CH2:17][CH2:18][NH2:19])[C:13]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:23](=[O:25])(=[O:22])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:20]

Participants

5

Reactant 2

HCID 120521941,2-Dimethyl-10-(3-aminopropyl)phenothiazineHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 227424421,2-Dimethyl-10-(3-aminopropyl)phenothiazine-5,5-dioxideYield 20.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To 20 ml of a solution of 870 mg of 1,2-dimethyl-10-(3-aminopropyl)phenothiazine obtained in Example 1 in methanol was added an aqueous solution of 3.7 g of oxone in 20 ml of water and the resulting mixture was stirred at room temperature for 30 min. After evaporating the solvent, the residue was purified by silica gel column chromatography to give 200 mg of the title compound.

Workup

  1. customAfter evaporating the solvent
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-02e1ec238e5543dfac86b0d7af4e7c83
Source dataset
uspto-grants-2001_12
Patent number
US06333322B1

Reaction notes

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