Water → 3-(Ethanesulfonyl)propan-1-amine

HRID 744823Notes

Reaction equation

HRID 744823 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][S:5][CH2:6][CH3:7].[OH:8]OS([O-])=O.[K+].[OH2:14]>CO>[NH2:1][CH2:2][CH2:3][CH2:4][S:5]([CH2:6][CH3:7])(=[O:8])=[O:14]

Participants

5

Reactant 3

HCID 962Water2×HCID 214853303-(Ethylsulfanyl)propan-1-amineHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 214586903-(Ethanesulfonyl)propan-1-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3 x 150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80: 15:5)=0.15.

Workup

  1. extractionthe mixture is extracted with 3 x 150 ml of dichloromethane
  2. concentrationThe organic extracts are concentrated by evaporation
  3. custompurified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5)

Sources & evidence

ORD record
ord-b5ff3cba17854961b06a91882ecffcae
Source dataset
uspto-grants-1996_09
Patent number
US05559111

Reaction notes

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