Divinyl sulfone → 4-(3-Hydroxypropyl)thiomorpholine 1,1-Dioxide

HRID 547233Notes

Reaction equation

HRID 547233 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].[CH:6]([S:8]([CH:11]=[CH2:12])(=[O:10])=[O:9])=[CH2:7]>>[O:9]=[S:8]1(=[O:10])[CH2:11][CH2:12][N:1]([CH2:2][CH2:3][CH2:4][OH:5])[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 6496Divinyl sulfoneHCID 90863-Amino-1-propanol

Product 1

HCID 114354734-(3-Hydroxypropyl)thiomorpholine 1,1-DioxideYield 90%

Conditions

Temperature
110 °C

Procedure

A mixture of 3-amino-1-propanol (650 μl, 8.4 mmol) and vinyl sulphone (1 g, 8.4 mmol) was heated at 110° C. for 45 minute The mixture was allowed to cool and was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 3-(1,1-dioxothiomorpholino)-1-propanol (800 mg, 90%).

Workup

  1. temperatureto cool
  2. customwas purified by column chromatography
  3. washeluting with methylene chloride/methanol (95/5)

Sources & evidence

ORD record
ord-00ac59908a5849ceba218344b9d07e9e
Source dataset
uspto-grants-2011_05
Patent number
USRE042353E1

Reaction notes

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