Thiomorpholine-1,1-dioxide Chemical Properties

Melting point:

0°C

Boiling point:

0°C

Density 

1.239±0.06 g/cm3(Predicted)

Flash point:

0°C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

6.48±0.20(Predicted)

color 

White to Off-White

InChI

InChI=1S/C4H9NO2S/c6-8(7)3-1-5-2-4-8/h5H,1-4H2

InChIKey

NDOVLWQBFFJETK-UHFFFAOYSA-N

SMILES

N1CCS(=O)(=O)CC1

CAS DataBase Reference

39093-93-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HS Code 

2934999090

Thiomorpholine-1,1-dioxide Usage And Synthesis

Chemical Properties

light yellow solid

Uses

Thiomorpholine 1,1-Dioxide is a useful building block, used in the synthetic preparation of antibacterial biaryloxazolidinone analogues, and isothiazolo-pyridine derivatives for use as cyclin G-associated kinase inhibitors and antiviral agents.

Synthesis

To a solution of tert-butylthiomorpholine-4-carboxylate (5.8 g, 0.024 mol) in dichloromethane (50 ml) was added trifluoroacetic acid (70 ml), and the resulting mixture was stirred at 25°C. 5 hours until TLC showed the reaction was complete. Concentrate under reduced pressure to obtain a mixture. Water (30 mL) was added to the mixture, the mixture was basified to pH=8.0 with aqueous ammonia solution, and the mixture was extracted three times with dichloromethane (50 mLx3). The organic extracts were combined and washed with water and brine. The organic extract was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure to obtain Thiomorpholine 1,1-dioxide.

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